Cape Charles, VA Vacation Rentals

Explore 65 vacation rentals, homes, and villas in Cape Charles, VA for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Family-Friendly Homes and Best Affordable Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $132 per night and featuring up to 6 bedrooms and 6 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

65 Vacation Rentals in Cape Charles

Doublemint Townhouse, Walk to Beach & Downtown

Cape Charles, VA, US
3 Bedrooms 6 Guests
Sep 18 - 20
$486 night

Doublemint duplex. Professionally renovated by Young House Love bloggers! The left side of Doublemint is available for your vacation. Sleeps 6 with 3 bedrooms and 2-1/2 baths. Doublemint, Home Features: • 3 Bedrooms, 2.5 Baths, up to 6 guests • Short Walk to Beach & Town • 9’ Ceilings & Widened Doorways • Brand New Kitchen Appliances • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) This is a no pet/animal home. Doublemint features the historic charm of a classic Cape Charles home with a modern coastal twist! This 1910 historic home is located right in the middle of Town, just a short walk to shops, restaurants, and of course, the beautiful beach. The downstairs has an open layout, creating a bright and functional space. Enter the main living area to a combination living and dining room with a table perfect for entertaining the whole family. The 9’ ceilings and widened doorways make this living area feel larger than life! The kitchen is a highlight with brand new appliances, eye catching wallpaper, and shiplap. Escape upstairs to three bedrooms, each with airy and light colors to help you relax even further on your vacation. The master suite is full of natural light and includes a full bath and a luxurious queen-sized bed. A full bath separates the remaining two bedrooms; one with a queen and the other with two twin beds and adorable wallpaper that is perfect for children. The backyard houses a shed full of beach gear for your enjoyment and an outdoor shower. Come in from the back door to a mudroom nook, complete with a washer/dryer, bench, and hooks to hang up your beach towels and bags before entering the main area of the house. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder] • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Wave Ryders] • STAR Transit, local fixed route and bus service • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 323

Lilys Pad Home with Gourmet Kitchen, Near Beach

Cape Charles, VA, US
3 Bedrooms 7 Guests
Sep 26 - 28
$579 night

Discover your dream home in this stunning new construction, featuring a gourmet kitchen that’s a chef’s paradise. This 3-bedroom, 2.5-bath residence combines modern luxury with historic charm, nestled in a picturesque town just moments from the beach. Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *This is a no pet/animal home. Lily’s Pad, Home Features: • 3 Bedrooms, 2.5 Baths, up to 7 guests • Gourmet Kitchen, High End Appliances • Cozy Fire Pit in Backyard • Private Driveway & an EV Charging port • Free WiFi & Smart TVs The heart of the home, the gourmet kitchen, boasts high-end appliances, ample counter space, and elegant cabinetry, perfect for culinary enthusiasts and entertaining guests. An open-concept living area flows seamlessly from the kitchen, creating a warm and inviting space for gatherings. Step outside to your own outdoor oasis, complete with a cozy fire pit, ideal for evenings under the stars, roasting marshmallows, or simply unwinding with friends and family. The spacious yard invites relaxation and outdoor activities, making it perfect for enjoying the coastal breeze. The primary suite offers a serene retreat with an ensuite bath, while two additional bedrooms provide comfort and versatility. With well-appointed bathrooms and thoughtful design throughout, this home meets all your needs. With the beach, local shops, and historic sites just a short stroll away, this exceptional property beautifully blends convenience and charm. This home has a private driveway and is also equipped with an EV Charging port. Don’t miss the chance to make it your own! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1645

Peach Perfect Victorian Home with Gourmet Kitchen

Cape Charles, VA, US
2 Bedrooms 6 Guests
Sep 16 - 18
$383 night

An amazing in town location on a tree lined street, that will book quickly! This beautifully renovated Victorian home has all the modern updates that meet period charm! Peach Perfect, Home Features: • 2 Bedrooms, 2.5 Baths, up to 6 guests • Modern Gourmet Kitchen • Cape Charles art by Eastern Shore artists • Stereo System, Games & Books • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) This is a no pet/animal home. This beautifully renovated Victorian home has all the modern updates that meet period charm! The owners took pride and sought to equip their home to anticipate your needs during your stay. Located just 1 short block to the town’s shopping and restaurants. Only 4 blocks away from the beautiful Cape Charles town beach. This home offers 2 bedrooms, 2.5 baths, living area, media office with Murphy bed, dining area that seats up to 8, a modern gourmet kitchen with quartz counters, mother of pearl backsplash, stainless steel appliances, and double oven, coffee station with Keurig, traditional coffee pot and French press. The second level offers 2 spacious bedrooms and 2 full baths. Tastefully decorated throughout, accented with Cape Charles art by Eastern Shore artists. Entertainment Free WiFi. TVs in each bedroom and living room have streaming channels (Netflix, Amazon Prime/Roku) and Blu-ray/DVD players with over 150 movies to choose from! All in one CD/Bluetooth/Radio/Record Player. Board games, puzzles, books, and kids toys and games. Outdoor Space The front porch invites you with a swing and rocking chairs. Relax, chat, wave and make new friends in this beach neighborhood. The back yard provides privacy for grilling and outdoor dining. A cozy setting with adirondack chairs around the propane fire pit. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 594

Coastal Charmer, Fire Pit & Two Blocks to Beach

Cape Charles, VA, US
4 Bedrooms 10 Guests
Sep 16 - 18
$417 night

Coastal Charmer, 4 bedroom, 2 bath, sleeps 8-10 with 2 sets of bunk beds. Completely Renovated! Cozy and comfy interiors, with an amazing backyard for outdoor dining or relaxing under the stars around the stone firepit! Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *This is a no pet/animal home. Coastal Charmer, Home Features: • 4 Bedrooms, 2 Baths, up to 10 guests • Wraparound Porch • Exterior Seating and Firepit • Back from the Beach? An Outdoor Shower • Free WiFi & Smart TVs Come fall in love with all Cape Charles has to offer. Relax in this coastal living family home a short walk to Cape Charles beach or the shops on Mason Avenue. Enjoy the wraparound porch with plenty of seating. Harvest your own rosemary or mint or simply enjoy the aroma on the front porch. Walk in the front door and watch TV in the family room with plenty of comfortable seating. Or walk through the brand new kitchen with purified water at the sink. Grab a snack to eat at the eat-in area or more formal dining area with shiplap wall. Behind the kitchen is a large laundry room with a full washer and dryer, and a full bathroom. Continue to the backyard for outdoor seating near the grill. Enjoy the corn hole/sombo games for backyard fun. Coming back from the beach? Rinse off in the outdoor shower out back before going back in to relax. Beautiful hardwood floors throughout. Upstairs there are 4 bedrooms and another full bathroom. Bedroom one has 2 sets of bunk beds and sleeps 4. Bedrooms two and three have a Queen bed in each and bedroom four has 2 twin beds. New broadband internet for faster, more reliable service. Two night minimum during the off season. During the summer months, Coastal Charmer accepts weekly rentals. Please give us a call with any special requests. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 339

Swans Rest Townhouse, Close to Beach & Restaurants

Cape Charles, VA, US
4 Bedrooms 8 Guests
Sep 27 - 29
$348 night

Experience timeless elegance and modern luxury at Swan’s Rest, a beautifully restored 1920s home just steps from the Chesapeake Bay in the heart of Cape Charles. With designer finishes, a gourmet kitchen, and unbeatable access to beaches, shops, and dining, this historic gem is the perfect retreat for your next unforgettable getaway. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Swan’s Rest, Home Features: • 4 Bedrooms, 3 Baths, up to 8 guests • Historical Gem of a Home • BBQ in Backyard with Ample Deck Seating • Spacious and Open Floorplan • Free WiFi & Smart TV Welcome to Swan’s Rest, a historic gem in the heart of Cape Charles, VA, where timeless elegance meets modern luxury. Originally built in the 1920s, this delightful four-bedroom, three-bath home has been completely transformed with designer touches to offer a sophisticated retreat just steps from the Chesapeake Bay. The exterior showcases striking navy HardiPlank siding with crisp white trim and exposed rafter tails, a thoughtful nod to the home’s original architecture while embracing modern aesthetics. Filled with natural light, the home’s airy atmosphere perfectly complements its blend of historic charm and contemporary comfort, placing you just moments from the town’s beautiful beaches, parks, and vibrant downtown. Inside, you’ll find a spacious king bedroom with a dedicated remote work space, as well as a beautiful teal tiled private ensuite bathroom and walk-in shower that brings a touch of spa-like luxury to your stay. The first floor queen ensuite bedroom is equally inviting that features a standing glass shower, offering both comfort and convenience. Tucked away in this bedroom’s closet is a collapsible desk and office chair, which easily assembles to create another private work space. The remaining upstairs bedrooms are a spacious and sunlit queen bedroom and a cozy bunk room with a twin-over-full bunk-style bed, making this house ideal for up to eight guests (there’s even an optional twin trundle located under the bunk). The third bathroom, located on the second floor, features a convenient tub and shower combination, perfect for families or guests who prefer a relaxing soak or a quick rinse. The open floor plan seamlessly connects the main living spaces, creating a warm and welcoming environment for relaxing or gathering together. The living room is designed for comfort, featuring a large, plush sofa and two rotating barrel chairs, each paired with a pillowed ottoman, perfect for lounging, reading, or enjoying movie nights on the large smart TV. Adjacent to the kitchen, a long dining table with five chairs and a side bench comfortably seats up to eight guests for shared meals or game nights. For casual bites or morning coffee, the breakfast bar offers three bar stools, providing another great spot to sit and chat. The gourmet kitchen is a true highlight, featuring striking quartz countertops, all stainless steel appliances, and engineered hardwood floors that flow seamlessly throughout the home. Both Keurig and drip coffee machines are provided, making it easy to prepare everything from quick breakfasts to leisurely dinners and your favorite morning brew. Step outside to enjoy peaceful mornings or relaxing evenings on the classic front porch, which features two Adirondack chairs, the perfect spot to sip coffee, unwind, and watch the neighborhood go by. Gather with loved ones on the back deck for a barbecue, complete with a propane grill and comfortable seating. The backyard is fully fenced, providing privacy and a safe space for your furry companions to play. A stone walking path leads from the private parking space accessed by the back alley up to the deck, so you can easily come and go without walking on the grass. Additional parking is available on the street in front of the house. For beach days, guests are welcome to use the six beach chairs, one beach umbrella, life jackets, boogie boards, cooler, beach wagon, and sand toys provided with the home. Everything you need for fun and relaxation by the water is ready and waiting. Located just a few blocks from Cape Charles’ sandy beaches, locally owned shops, and vibrant dining scene, Swan’s Rest is perfectly situated for those looking to explore the charm of this lovely coastal town. Whether you’re strolling along the beach, biking through the historic district, or cruising on a golf cart, Cape Charles offers the perfect blend of relaxation and recreation. Swan’s Rest is more than a home; it’s a retreat where history and luxury come together to create an unforgettable experience. NOTE: This property is part of a duplex building, but retains its own private entrance and backyard. As a historic home, the original steep steps to the second floor remain. Due to the close proximity of homes in the historic district, we ask guests to be noise considerate of neighbors and other guests who may be occupying the adjacent duplex unit, especially before 8:00 am and after 10:00 pm. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, tour Chatham Vineyards & Winery or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Southeast Expeditions] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio.

Fins Up home- Park Views, Close to Beach, Shops

Cape Charles, VA, US
2 Bedrooms 6 Guests
Sep 16 - 18
$383 night

Charming coastal escape just steps from downtown Cape Charles! Fins Up offers a comfortable Cape Charles retreat just two blocks from downtown! This charming duplex features a spacious layout, private balconies, a cozy fire pit, and easy access to shops, dining, and the beach, perfect for a memorable coastal escape. Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *Pet Friendly, fee applies per pet. Fins Up, Home Features: • 2 Bedrooms, 3 Baths, up to 8 guests • Well-Equipped Kitchen • Games, Books & Cozy Seating • Shared Backyard with Fire Pit • Free WiFi & Smart TVs Experience simplicity and charm at Fins Up, a duplex tucked away on a quiet street yet only two blocks from downtown Cape Charles. Start your mornings on the front porch, where a rocking chair and a fresh cup of coffee make the perfect setup for watching golf carts buzz by as families head to the beach! Step inside to a spacious, open-concept living area that flows into the dining room and fully equipped kitchen. With games, books, and cozy seating, it’s an ideal space to relax and make memories with loved ones. Upstairs, two large bedrooms offer plenty of comfort and privacy. The primary king suite features a private bathroom and its own front balcony. The second bedroom includes a queen bed, a twin daybed with a trundle, a private bathroom, and a back balcony with a view of the concerts in Central Park. Both rooms provide ample storage, plus there’s a convenient hallway closet with a washer and dryer. End your day in the shared backyard, a perfect spot for unwinding after exploring Cape Charles. Grill dinner, gather around the fire pit, or just relax and listen to live music from the park. Fins Up is the ideal home base for your Cape Charles vacation, quiet, comfortable, and close to everything! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1646

Queens Cottage, Walk to Beach & Downtown

Cape Charles, VA, US
2 Bedrooms 4 Guests
Sep 16 - 18
$313 night

Escape to Queen’s Cottage, a beautifully renovated two-bedroom, two-bath retreat just a 5-minute stroll from Cape Charles’ sandy beach. Thoughtfully designed with modern comforts and classic coastal charm, this inviting home offers a bright, open living space, a fully equipped kitchen, and relaxing outdoor areas, plus easy access to the town’s parks, shops, and restaurants. It’s the perfect setting for a memorable getaway on Virginia’s Eastern Shore! Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *This is a no pet/animal home. Queen’s Cottage, Home Features: • 2 Bedrooms, 2 Baths, up to 4 guests • Only a 5-minute Walk to the Beach • Fully Renovated with Modern Kitchen • Screened-in Porch & Deck with Pergola • Free WiFi & Smart TV Welcome to Queen’s Cottage, a stunning, fully renovated beach retreat nestled in the heart of Cape Charles. This charming two-bedroom, two-bath getaway has been thoughtfully updated from top to bottom, offering the perfect blend of classic character and modern comfort for your stay. Step inside to discover refinished hardwood floors, fresh paint throughout, and an open, sun-filled living space designed for relaxation. The eat-in kitchen is a chef’s delight, featuring custom cabinetry, sleek new granite countertops, and all-new appliances, perfect for everything from morning coffee to memorable family dinners. Both bedrooms are conveniently located on the first floor, with the primary suite boasting a custom-tiled walk-in shower for a spa-like touch. A newly added bonus room provides flexible space for work or play, while the inviting screened-in porch and composite deck with pergola are ideal for unwinding after a day at the beach or entertaining friends and family. Enjoy the convenience of free street parking for up to three vehicles, plus a dedicated space accessible from the back alley if you’re renting a golf cart locally. Laundry access and fresh landscaping add to the cottage’s welcoming curb appeal. Just a 5-minute stroll from the cottage, you’ll find Cape Charles’ vibrant main street lined with unique boutiques, art galleries, and local shops, perfect for browsing and picking up one-of-a-kind finds. Enjoy a delicious meal or a refreshing drink at one of the town’s acclaimed restaurants or cozy cafés, many featuring fresh seafood and regional specialties. For outdoor fun, nearby parks offer playgrounds, green spaces, and walking trails, making it easy to enjoy the beautiful Virginia coast. Whether you’re seeking lazy beach days, vibrant local dining, or simply a peaceful place to recharge, Queen’s Cottage is your home away from home on the Eastern Shore. Book your stay today and start making memories! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Queen’s Cottage places you in the heart of Cape Charles’ charming historic district, just a five-minute walk from the town’s beloved public beach. Stroll down tree-lined streets and discover why Cape Charles is celebrated for its calm, family-friendly Chesapeake Bay waters, perfect for swimming, wading, and watching spectacular sunsets right from the sand. This small town radiates Americana, with welcoming neighbors, a vibrant arts scene, and a walkable downtown filled with unique shops, cozy cafés, and local restaurants. Cape Charles is widely recognized as one of the Happiest Seaside Towns by Coastal Living, thanks to its safe, laid-back atmosphere and beautiful natural surroundings. From Queen’s Cottage, everything is within easy reach: spend your days on the beach, play a round at Bay Creek’s award-winning golf courses, or explore the area’s parks and preserves. The town’s friendly vibe, scenic beauty, and gentle bay breezes make it a favorite for families, couples, and anyone looking to slow down and soak up small-town coastal life. Getting Around Cape Charles: • Local taxi services: Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab • STAR Transit bus routes • Uber and Lyft for flexible rides • Bike rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies Nearby Airports: • Norfolk International Airport (about 45 minutes by car) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Local Attractions: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.

Hummingbird Cottage with Park Views, Pet-Friendly

Cape Charles, VA, US
2 Bedrooms 4 Guests
Sep 16 - 18
$396 night

Hummingbird Cottage on the park. Historic charm and Central Park views, what more could you ask for? Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Hummingbird Cottage, Home Features: • 2 Bedrooms, 2 Baths, up to 4 guests • Front Porch with Seating • Wood & Brick Accents Throughout • Amazing Kitchen with Stainless Steel Appliances • Fenced Backyard with Deck Seating • Free WiFi & Smart TVs Nestled on the edge of Central Park in historic Cape Charles, Hummingbird Cottage is a charming craftsman-style retreat offering the perfect blend of history, comfort, and convenience. With its prime location, you’ll enjoy a front-row seat to the lively summer concert series, right from the comfort of the spacious front porch. Step inside to discover a cozy and inviting living room, complete with a comfortable sofa, large chairs, and a smart TV, perfect for relaxing after a day of exploring Cape Charles. The open-concept design allows for plenty of natural light, thanks to the home’s southern exposure, and is enhanced by charming wood and brick accents throughout, adding warmth and character to the space. The updated kitchen is a true highlight, featuring all stainless steel appliances, a gas stove, dual ovens, spacious counters, a breakfast bar, a stunning stainless steel farmhouse kitchen sink, and a stainless steel range hood with full wood accents and interior brick detailing. This well-appointed space is perfect for cooking meals or gathering with loved ones. Adjacent to the kitchen, the dining room is a bright and airy space with wall-to-wall windows, providing a picturesque view and the perfect setting for meals or game nights around the table and chairs for four. This thoughtfully designed home boasts two bedrooms, a true gem in Historic Cape Charles! The primary suite features a luxurious king-sized bed, French doors leading to the back deck, and a private ensuite bathroom with a large standing corner shower and a long vanity, offering both comfort and convenience. The second bedroom includes a full-over-full bunk bed and an ensuite bathroom with a tub/shower combination, making it an ideal setup for two couples or a family. Outside, you’ll find plenty of space to unwind and enjoy Cape Charles’ coastal charm. The front porch is outfitted with a cozy seat swing and additional chairs, making it the perfect spot to sip your morning coffee or enjoy the park views. The back deck offers even more seating, including a comfortable couch, chairs, a pub-style table with stools, and a deck umbrella for shade, ideal for dining al fresco or lounging in the evening. The fenced backyard provides privacy and plenty of shade for outdoor enjoyment. Off-street parking is conveniently available via a private driveway accessible from Madison Avenue. Hummingbird Cottage’s unbeatable location puts you just a short stroll from the beach, downtown shops, and local restaurants. Whether you’re exploring the vibrant town or savoring peaceful moments in this historic home, Hummingbird Cottage is the ultimate getaway for couples or small families. Don’t miss your chance to experience this delightful retreat, Hummingbird Cottage is ready to make your Cape Charles vacation truly unforgettable! Please note the fireplace in the living room is not available for guest use. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day, per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1647

Above It All Condo with Rooftop Deck & Bay Views

Cape Charles, VA, US
2 Bedrooms 6 Guests
Sep 16 - 18
$417 night

Best views in Cape Charles! 1 block from the beach this condo is located steps away from shops and restaurants! Above It All, Home Features: • 2 Bedrooms, 2 Baths, up to 6 guests • 100 Year Old Building with Elevator! • Rooftop Deck with Seating • Covered Balcony • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) This is a no pet/animal home. Come enjoy the best views in the town of Cape Charles. Sitting atop a three-story, 100 year old building (with elevator!) is this immaculate 2BR/2BA condo that sleeps up to six people. Only one block from the beach and just steps away from everything the charming town of Cape Charles has to offer. You couldn’t ask for a better location in this historic town. This 3rd floor condo has a fully covered balcony porch overlooking the town with views of the Chesapeake Bay, along with a shared roof deck with 360° views of the town. Park your car and easily stroll to restaurants, shops and the beach. The homeowners took care with all the condo’s details. Entering this bright and happy space will shift your mood immediately. Perfect family getaway or a couple’s retreat! This is a rare three-night-minimum property in the heart of Cape Charles. With everything at your fingertips, who could ask for more? Free on street parking. There is not a place at this property to be able to charge a Golf Cart. Note: while there is an elevator to the condo, the roof deck is only accessible by stairs. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder] • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Wave Ryders] • STAR Transit, local fixed route and bus service • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 975

Chesapeake Charm Estate, Two Blocks from the Beach

Cape Charles, VA, US
6 Bedrooms 14 Guests
Sep 20 - 22
$625 night

Discover the timeless elegance of Chesapeake Charm, a spacious 1920 Foursquare home just two blocks from the serene Chesapeake Bay in Cape Charles. With 6 bedrooms, 5.5 bathrooms, and a perfect blend of historical details and modern comforts, this luxurious retreat is the ultimate getaway for families or groups seeking relaxation near the beach and downtown attractions. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *This is a no pet/animal home. Chesapeake Charm, Home Features: • 6 Bedrooms, 5.5 Baths, up to 12 guests • Prime Location Near the Beach and Downtown • Spacious and Luxurious Layout • Outdoor Oasis and Additional Comforts • Free WiFi & Smart TV Welcome to Chesapeake Charm, a beautifully preserved American Foursquare home built in 1920, located just two blocks from the tranquil Chesapeake Bay in the heart of Cape Charles. Situated in a golf cart-friendly neighborhood, this home offers the perfect combination of historical elegance and modern amenities, making it an ideal retreat for families or groups. Spanning 3,600 square feet, the home features six spacious bedrooms and 5.5 bathrooms, providing plenty of room for everyone to relax and unwind. The main floor boasts two inviting living areas, a formal dining room with an original fireplace, a fully equipped kitchen with ample storage, a small game room with a foosball table, a laundry room, and a convenient half bath. Upstairs, the second floor offers three luxurious bedrooms, two with king beds and one with a queen, all with brand-new furnishings and en-suite bathrooms. The third floor is a charming hideaway perfect for kids, complete with a full bath and stunning views of the Chesapeake Bay. In the private guest suite at the back of the home, you’ll find two additional bedrooms, including a queen and a full-size bunk bed, along with a shared full bathroom. Outside, the lush gardens, private deck, and spacious backyard create a serene outdoor oasis. A brand-new outdoor shower is perfect for rinsing off after a day at the beach, and the home is equipped with beach chairs and umbrellas (8 chairs and 2 umbrellas) for your convenience. Off-street parking, accessible via the alley, ensures ease of access throughout your stay. Chesapeake Charm is located just nine houses from the beach, where calm, quiet waters provide a safe and enjoyable spot for little ones to play or for peaceful sunset strolls. After your beach adventures, take a short walk to Cape Charles’ charming downtown, where you can enjoy delicious dining, shop for souvenirs, and treat yourself to something sweet at the local candy store. Whether you’re planning a family vacation, a reunion, or simply a relaxing escape, Chesapeake Charm offers everything you need for an unforgettable stay. We look forward to welcoming you and your group to experience the history, beauty, and charm of Cape Charles. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1643

Stella Blu Home with Balcony, Steps to Beach

Cape Charles, VA, US
4 Bedrooms 12 Guests
Sep 17 - 20
$915 night

Stella Blu offers the absolute best of our historic town! Stella Blu, Home Features: • 4 Bedrooms, 3.5 Baths, up to 12 guests • Less Than a Block from the Beach • Private Balcony Off Primary Suite • Fenced Backyard with Grill • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) This is a no pet/animal home. Stella Blu features the historic charm of Cape Charles while providing modern amenities! This elegant home is located less than a block from the beach, offers a porch and balcony to watch the boats come in over the harbor, and is just steps from all of the action downtown. Upon entrance, you’re welcomed by a beautiful foyer that draws you into the main living room. An open concept allows you to entertain between the living room, dining room, and the main event, the kitchen. If you are a cook, you will never want to leave this space! The downstairs is complete with a half bath, laundry room, and a large screened in back deck. Upstairs on the second floor, a primary bedroom greets you with a luxurious king bed and a view of the harbor with so much natural light. A private balcony is the perfect spot to enjoy a peaceful cup of coffee in the morning taking in the sunrise, or invite your family up for a cocktail at sunset! The bathroom includes a claw-foot tub, large tiled shower, and two separate granite vanities. Two more bedrooms await, both with equally as comfortable queen beds and a charming jack-and-jill bathroom. The third floor is perfect for another couple or the kids! This bedroom includes two built in full beds, a queen bed, and a full bath. The kids will love having their own space to hang out! The backyard is fully fenced in and is perfect for an evening of grilling and relaxing after a long day at the beach! The vacation of your dreams awaits at Stella Blu. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1266

Orange Crush Townhome I, Beach & Pet-Friendly

Cape Charles, VA, US
3 Bedrooms 8 Guests
Dec 31 - Jan 2
$229 night

Orange Crush duplex is the perfect spot for your family vacation in Cape Charles! Orange Crush I, Home Features: • 3 Bedrooms, 2 Baths, up to 8 guests • Brand New Appliances in Kitchen • Fence Partition in Backyard Divides Duplex • Free WiFi & Smart TVs Pet Friendly, fee applies per pet. Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) Both sides of this duplex can be rented to accommodate a larger group, Orange Crush I and Orange Crush II The Orange Crush Duplex is a brand-new renovated home located on a quiet street in the Historic District of Cape Charles! This upgraded home offers all of the modern amenities you could want. As you walk through the front door, you’re greeted by a comfortable living space with a large tv for all of your entertainment needs. Continue into the kitchen, which boasts brand-new appliances, marble countertops, and the perfect dining table for your group. A downstairs full bath and laundry room completes the space. Upstairs, three bedrooms await; two large queen bedrooms, a bunk room with a twin and full bed, and a full bath. The backyard offers privacy with a fence partition dividing the duplex. Enjoy a meal on the back deck, or take advantage of an outdoor shower after the beach! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. License number: 729

Madison Suite Cottage, Two Blocks from the Beach

Cape Charles, VA, US
1 Bedrooms 2 Guests
Sep 16 - 18
$313 night

NEW! The new cottage on the block! This newly renovated 1 bedroom cottage is nestled just 1 and a half blocks from the beach! Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) *This is a no pet/animal home. The Madison Suite, Home Features: • 1 Bedroom, 1 Bath, up to 2 guests • Just 1.5 Blocks from the Beach • Well-Equipped Kitchen & Stainless Steel Appliances • Close to the Town’s Central Park & Downtown • Free WiFi & Smart TVs New to the rental program and newly renovated cottage just 1.5 blocks from the beach! This home is ideal for a couple’s romantic beach getaway for 2! This home has 1 bedroom with a queen bed and 1 full bathroom with a tub/shower combo with new tile surround. The kitchen is well-appointed with new stainless steel appliances, the dining room has a dining table that seats 6, and a large backyard with an outdoor shower and gas grill. The house is close to the town’s central park and downtown! What more can you ask for? The laundry room with a full-sized washer and dryer is attached to the house but is only accessible from the outside. No pets allowed at this property. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1283

Old Bay Home with First-Floor Bedrooms, Near Beach

Cape Charles, VA, US
4 Bedrooms 8 Guests
Sep 21 - 23
$452 night

Ideal location in a quaint town! Old Bay Getaway has 2 first floor bedrooms, a rare amenity within the historic district. Open floor concept living area makes it a great home for your family to create memories together. Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *This is a no pet/animal home. Old Bay Getaway, Home Features: • 4 Bedrooms, 3 Baths, up to 8 guests • Short Walk to Town’s Central Park • Entertainment Room & Lots of Games • Open Floor Concept & Dining Table Seats 8 • Free WiFi & Smart TVs This 4 bedroom, 3 bath home is here just in time for you and your family’s Cape Charles vacation. Great central location that is only blocks away from the beach and the shops and restaurants. And it is just a short walk to the town’s central park! Old Bay Getaway has 2 first floor bedrooms, a rare amenity within the historic district. Open floor concept living area makes it a great home for your family to create memories together. Dining table seats 8. The second floor boasts a huge entertainment room equipped with plenty of seating, large TV, and lots of games for the whole family to enjoy! Outside space includes an open front porch and a screened in back porch complete with a mini refrigerator for all of your beverages! Off street parking in the back and easy access for your golf cart charging! The amenities are endless for your family; beach chairs, a beach canopy, bikes, corn hole boards, kayak, brand new outdoor shower, and more! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 680

Coopers Landing Home, Two Blocks from Beach

Cape Charles, VA, US
3 Bedrooms 6 Guests
Sep 16 - 18
$313 night

Great location! 2-story beach house just a short to the beach! Just 1 block! Charming beach cottage in sought after in-town location. Owner has strong eye for design which is evident throughout this meticulously maintained home with high-end finishes and a flexible open floor plan. Original wood floors. Plenty of charm. Cooper’s Landing, Home Features: • 3 Bedrooms, 2 Baths, up to 6 guests • 1 Block from the Beach • Large Front Porch with Seating • Remodeled Kitchen • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) This is a no pet/animal home. Cooper’s Landing is located in Cape Charles on Virginia’s charming Eastern Shore. The house is situated only 1 block from one-half mile of public beach along the Chesapeake Bay. A beautiful front porch graces this home. Perfect for a peaceful, early morning coffee, or to catch a cool evening breeze. Inside, the owners lovingly decorated and furnished the rustic interior. Antiques eclectically mix with modern furniture to create a cozy atmosphere perfect for family and friends. With three bedrooms (sleeps 5), dining area (seats up to 6), newly remodeled kitchen (additional seating for 2), one full bathroom upstairs, and a full bath downstairs. A landscaped patio with seating for 6 is the centerpiece of a fenced backyard. Park and leave your car and hop on a golf cart rental to see all that Cape Charles has to offer. There are plenty of activities to enjoy like summer concerts in the park, beachcombing, boating, fishing, kayaking, paddleboarding, biking, antiquing, cider, wine or bourbon tastings, and visiting our new local craft brewery. There is even a local public library and historical society and museum dedicated to our special town. There is so much to do or you can choose to do nothing at all and relax at this lovely home. That is the best part of staying here. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1330

Salty Sea Shack, Near Park, Beach & Pet-Friendly

Cape Charles, VA, US
3 Bedrooms 7 Guests
Sep 16 - 18
$452 night

New vacation rental in Cape Charles! A few short blocks to the beach! Only a half block to Central Park! Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *Pet Friendly, fee applies per pet. The Salty Sea Shack, Home Features: • 3 Bedrooms, 2.5 Baths, up to 7 guests • Blocks to Beach & Half Block from Central Park • Front Porch & Screened Back Deck • Fenced Backyard and Covered Patio • Free WiFi & Smart TVs A few short blocks to the beach!! Only a half block to Central park! Rent a cart and cruise on down to the town’s restaurants, shops, theater and distillery. The Salty Sea Shack features 3 bedrooms, 2.5 baths. Sleeps 7. Take your pick of a cozy front porch or the screened-in back deck or both. Fully fenced backyard creates an ideal space to gather for outdoor gatherings. A covered patio with table, chairs and outdoor bar for family meals, grilling, yard games and an afternoon cocktail after the a long day at the beach. Family, friends and your fur babies will love this home. Alley access and plenty of space to park your golf cart! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1284

Beachfront Home with Sunset Views, Steps to Bay

Cape Charles, VA, US
5 Bedrooms 12 Guests
Sep 16 - 18
$695 night

It doesn’t get any better than this...to watch the sunsets from the front porch! One of few beachfront homes in Cape Charles! Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Down by the Bay, Home Features: • 5 Bedrooms, 4 Baths, up to 12 guests • Unbeatable Views of Chesapeake Bay • Cross the Street to the Beach • Free WiFi & Smart TVs This large beachfront home has unbeatable views of the Chesapeake Bay and sleeps up to 12 people. This is a brand new vacation rental and one of few on the beach front in Cape Charles. This property has 4 full bathrooms (1 on each floor and 2 on the second floor) and 5 bedrooms (4 on the second floor and 1 on the 3rd floor). Grab a towel and cross the street to the beach! This property has private parking behind the house and is great for families. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder] • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Wave Ryders] • STAR Transit, local fixed route and bus service • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day, per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1034

Blue Bay Home, Beachfront with Sunset Views

Cape Charles, VA, US
5 Bedrooms 10 Guests
Sep 20 - 22
$695 night

"Blue Bay", 5 bedroom, 3 bath home on Bay Avenue across from the beach sleeps 10. Our closest property to Cape Charles Beach! Just steps away! Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *This is a no pet/animal home. Blue Bay, Home Features: • 5 Bedrooms, 3 Baths, up to 10 guests • 2nd Floor Deck Overlooking the Bay • TV/Game Area on 1st Floor • Kitchen with Eat-In Island • Free WiFi & Smart TVs Blue Bay is a weekly Friday to Friday rental in the summer months. 2 night minimum during the off season. Completely renovated beach front cottage will please everyone! Large sun porch with cozy dining & sitting areas. The 1st floor has a living room with large sofa & chairs with a TV/game area. The new kitchen has an eat-in island. The dining room seats 6. The 1st floor bathroom has a shower with a seat and the adjoining laundry area leads to a the back deck for a bit of shade, grilling, or quiet time. The 2nd floor has full hall bathroom, master suite with 3/4 bath, bedroom #2 & bedroom #3 both have queen beds. The wet bar area leads outside to a 2nd floor deck overlooking the bay. The 3rd floor includes bedroom #4 with twin beds, bedroom #5 has a double bed. All bedrooms have beautiful views of the bay, TVs, and internet. Grab a towel & cross the street to the bay! Ideal for families. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 446

Walk to Beach & Central Park: Home in Cape Charles

Cape Charles, VA, US
4 Bedrooms 10 Guests
Sep 16 - 18
night

Furnished Porch & Deck | Outdoor Shower | Beach Gear | Great for Families | Near Chesapeake Bay Your fun-filled getaway awaits at this newly built vacation rental in picturesque Cape Charles! The 4-bedroom, 2.5-bath home features an outdoor dining area, a cozy fireplace, and a nearby marina perfect for boating enthusiasts. Explore the vibrant Cape Charles Historic District or enjoy leisurely walks on the beach. Afterward, return home and gather around the fire pit with your crew! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin bunk beds - Additional Sleeping: 1 portable crib INDOOR LIVING - Smart TV - Open floor plan - Fireplace - Dining table - Board games, books OUTDOOR LIVING - Furnished front porch - Furnished back deck - Fire pit, gas grill - Folding banquet table - Cornhole, horseshoe set, pickleball racquets - Near community park & trail access KITCHEN  - Stove/oven, refrigerator, dishwasher - Dishware/flatware, cooking basics - Drip & Keurig coffee makers (starter pods & sample coffee provided) - Microwave, blender, toaster oven - Trash bags & paper towels GENERAL  - Free WiFi - Central A/C & heating, ceiling fans - Washer/dryer & laundry detergent - Linens/towels, shampoo, conditioner, body wash, hair dryer - Beach chairs, towels & umbrella - Bicycles - High chair FAQ - 1 exterior security camera (facing out) ACCESSIBILITY - 2-story home, 7 steps to enter - Bedroom & full bath on 1st floor PARKING - Parking pad (2 vehicles) - Free street parking (first-come, first-served) - Boat trailers allowed on-site -- THE LOCATION -- - Charming bayside town near restaurants, breweries, distilleries & shops - Close to golf cart & kayak rentals - Walking distance to town, marinas, beaches, Central Park - 0.4 miles to Cape Charles Beachfront - 0.7 miles to Kings Creek Marina & Resort - 1 mile to Cape Charles Town Harbor and Marina - 39 miles to Norfolk International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires 7 steps to enter. It offers a bedroom and full bath on the 1st floor - Your safety matters. This property features 1 exterior security camera located by the front door facing the front porch and yard. It does not look into any interior spaces. The camera records audio and video continuously

Nautical Miles Home, Close to Park, Beach & Shops

Cape Charles, VA, US
3 Bedrooms 9 Guests
Sep 16 - 18
$417 night

Newly renovated: unveiling Cape Charles, VA’s latest vacation rental gem! New appliances, furniture and bedding! And the owner is continuously improving this new rental! Adding new photos as we go along! Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) Pet Friendly, fee applies per pet. Nautical Miles, Home Features: • 3 Bedrooms, 2 Baths, up to 9 guests • Fully Equipped Kitchen, Stainless Steel Appliances • TV Room with Board Games • Private Backyard Patio & Grill • Free WiFi & Smart TVs Escape to the tranquil shores of Cape Charles, VA, and indulge in a coastal getaway unlike any other! Nestled in this charming beach town, our newly renovated 3-bedroom, 2-bath ranch offers the perfect retreat for families, friends, and couples seeking relaxation and adventure. Step inside to discover a beautifully appointed interior, blending modern comforts with beach-inspired décor. The spacious living area invites you to unwind with plush furnishings and abundant natural light streaming through the many windows. Kick back and catch up on your favorite shows on the flat-screen TV or gather and play board games with loved ones. Prepare delicious meals in the fully equipped kitchen, featuring sleek countertops, stainless steel appliances, and ample cabinet space for all your culinary essentials. Enjoy meals together in the adjacent dining area, where sliding glass doors lead to a private outdoor patio. When it’s time to rest, retreat to one of three inviting bedrooms, each thoughtfully designed to ensure a peaceful night’s sleep. The master suite boasts a luxurious king bed and en-suite bath, complete with a walk-in shower and elegant vanity. Two additional bedrooms offer comfortable accommodations for guests, with a queen beds & bunk room detailed with charming coastal accents. Outside, you’ll find your own private oasis awaiting. Relax on the spacious patio and soak up the sunshine, or fire up the grill for a delightful barbecue with friends and family. Afterward, gather around the picnic table and stargazing under the clear night sky. With the beach just moments away, endless adventures await! Spend your days swimming, sunbathing, and building sandcastles along the pristine shoreline, or explore the town’s vibrant shops, restaurants, and attractions. Embark on a scenic bike ride along the nearby trails, or relax in the sun room addition with a good book. Whether you’re seeking relaxation or excitement, our charming ranch provides the perfect home base for your Cape Charles retreat. Book your stay today and start making memories that will last a lifetime! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 1360

Blue Haven Home, Fire Pit & Blocks from Beach

Cape Charles, VA, US
3 Bedrooms 7 Guests
Sep 16 - 20
$556 night

Creating unforgettable summer memories has never been so easy! Completely renovated into an open floor plan with a modern kitchen and spacious rooms. The house is located blocks from the beach, shops and restaurants. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around This is a no pet/animal home. Disclaimer: Hot tub is not for guest use. Blue Haven, Home Features: • 3 Bedrooms, 2.5 Baths, up to 7 guests • Well-Equipped Kitchen • Kitchen Island Breakfast Bar • Back Deck with Outdoor Seating • Free WiFi & Smart TVs Completely renovated into an open floor plan with a modern kitchen and spacious rooms. The house is located blocks from the beach, shops and restaurants. Fully stocked kitchen, dining for six and four additional chairs at the kitchen island, washer and dryer, and Wi-Fi for your home away from home. After a long fun day at the beach return to comfort and relax on the back deck and hard-scaped stone patio. Parking for Blue Haven is both on street and a private driveway. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 654

Orange Crush Townhome II, Beach & Pet-Friendly

Cape Charles, VA, US
3 Bedrooms 8 Guests
Sep 16 - 18
$417 night

Orange Crush duplex is the perfect spot for your family vacation in Cape Charles! Orange Crush II, Home Features: • 3 Bedrooms, 2 Baths, up to 8 guests • Brand New Appliances in Kitchen • Fence Partition in Backyard Divides Duplex • Free WiFi & Smart TVs Pet Friendly, fee applies per pet. Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) Both sides of this duplex can be rented to accommodate a larger group, Orange Crush I and Orange Crush II The Orange Crush Duplex is a brand-new renovated home located on a quiet street in the Historic District of Cape Charles! This upgraded home offers all of the modern amenities you could want. As you walk through the front door, you’re greeted by a comfortable living space with a large tv for all of your entertainment needs. Continue into the kitchen, which boasts brand-new appliances, marble countertops, and the perfect dining table for your group. A downstairs full bath and laundry room completes the space. Upstairs, three bedrooms await; two large queen bedrooms, a bunk room with a twin and full bed, and a full bath. The backyard offers privacy with a fence partition dividing the duplex. Enjoy a meal on the back deck, or take advantage of an outdoor shower after the beach! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel tax collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 730

Ocean Breeze Home, Close to Beach, Shops & Park

Cape Charles, VA, US
3 Bedrooms 8 Guests
Sep 16 - 18
$438 night

Brand New construction in the town of Cape Charles. Open concept main floor with a first floor bedroom and bathroom. Ocean Breeze, Home Features: • 3 Bedrooms, 2.5 Baths, up to 8 guests • Open Concept Floorplan • Wide Fenced Backyard • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) This newly built home sits in a great spot in Cape Charles only a short walk from the Eastern Shore Custom Carts where golf carts are rented. This home has an open concept main floor with a first floor bedroom and bathroom. The second floor has a Queen bedroom, kids bedroom has 3 twin beds and a trundle bed, there is also a pullout couch in the main upstairs area that is connected to the second floor full bath. Wide open fenced in backyard which is great for the kids to run around and knock off some energy. Come stay in this lovely home and enjoy our small town. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 678

Second Wind Townhouse, Walk to Beach & Downtown

Cape Charles, VA, US
2 Bedrooms 7 Guests
Sep 16 - 18
$313 night

Your beach vacation awaits at Second Wind! You can’t go wrong with this location. Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *This is a no pet/animal home. Second Wind, Home Features: • 2 Bedrooms, 3 Baths, up to 6 guests • 2 Separate Living Areas • Just Blocks from the Beach & Downtown • Outdoor Furniture, Grill & Bikes! • Free WiFi & Smart TVs Find your Second Wind at this charming, newly renovated duplex in Cape Charles! Located just blocks from the beach and downtown action, Second Wind is the perfect place to experience your Cape Charles getaway. This duplex features a front porch facing a quiet street, as well as a back deck complete with a privacy partition and a fenced in back yard. Step inside to relax in the living room, thoughtfully decorated in beach theme! The open concept is perfect for entertaining your group in the living room while cooking a fabulous meal in the fully-stocked kitchen if you choose to stay in. The downstairs hosts a full bath as well as a private sitting room that doubles as a third bedroom with a queen size sleeper sofa. Upstairs, you’ll find the first bedroom and full bath featuring a full and twin bed. Continue down the hallway to a tucked away laundry room and the primary bedroom. This bedroom also features a full bath and a luxurious queen size bed. Second Wind has all the amenities one may need including outside furniture, bikes, and a brand new grill! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by Property Manager are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Chesapeake Properties by Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 555

Vacation Rentals in Cape Charles by Amenities & Features

Get to Know Cape Charles

Cape Charles, Virginia, is a charming and picturesque small town nestled on the shores of the Chesapeake Bay. This hidden gem offers a tranquil escape from the hustle and bustle of city life, making it an ideal destination for those seeking relaxation and a touch of nostalgia. The town's historic district is a delightful area to explore, with its beautifully restored Victorian-era buildings that now house quaint shops, art galleries, and cozy bed-and-breakfasts. Strolling down Mason Avenue, visitors will find an array of unique local businesses offering everything from handcrafted goods to delicious homemade treats. One of the main attractions in Cape Charles is its pristine public beach. With gentle waves and shallow waters, it's perfect for swimming, kayaking, and paddleboarding. The soft sandy beach also provides a lovely spot for sunbathing, beachcombing, and watching spectacular sunsets over the bay. For outdoor enthusiasts, Cape Charles is a haven for birdwatching, with the Eastern Shore of Virginia National Wildlife Refuge nearby. The refuge is a vital stopover for migratory birds and offers trails and observation platforms for visitors to enjoy the area's natural beauty and wildlife. Golfers will appreciate the two signature golf courses in the area, designed by Arnold Palmer and Jack Nicklaus. These world-class courses offer challenging play with stunning views of the Chesapeake Bay and the surrounding landscapes. The town's harbor area is another highlight, featuring a public marina where boaters can dock and enjoy the local amenities. The harbor is also the departure point for various water-based activities, including fishing charters, boat tours, and even oyster farm visits, providing a taste of the local aquaculture. Cape Charles also hosts a variety of events throughout the year, from art festivals and parades to outdoor concerts and farmers' markets, adding to the town's vibrant community spirit. For those interested in history, the Cape Charles Museum and Welcome Center offers insights into the town's past, including its role as a railroad hub and its maritime heritage. In essence, Cape Charles, Virginia, is a peaceful retreat that offers a blend of outdoor activities, historical charm, and small-town hospitality. It's a place where time slows down, and the simple pleasures of life by the water can be savored to the fullest.
Cape Charles, Virginia, graces the Eastern Shore with a climate that is generally mild and inviting, influenced by the Chesapeake Bay and the Atlantic Ocean. This coastal town experiences four distinct seasons, each offering its own allure for visitors. The summer months, from June to August, are warm and humid, with average high temperatures hovering around the mid-80s Fahrenheit (29-30°C). The proximity to water can make the air feel muggy, but it also provides a perfect excuse to enjoy the town's beautiful beaches and outdoor activities. Summer is also the peak season for tourists, so expect more company as you explore the local attractions. Autumn, from September to November, brings cooler temperatures and less humidity. The highs range from the mid-70s to the low 60s Fahrenheit (24-16°C), making it a delightful time for outdoor exploration without the summer heat. The changing leaves add a picturesque quality to the landscape, and the town's pace slows down as the peak tourist season winds down. Winter, from December to February, is the quietest season in Cape Charles. Temperatures are cooler with highs typically in the upper 40s to low 50s Fahrenheit (9-12°C), and lows can dip into the 30s Fahrenheit (-1 to 4°C). Snow is rare, but the town does experience chilly winds and occasional rain, offering a serene, peaceful atmosphere for those who enjoy a more introspective visit. Spring, from March to May, sees a gradual warming with temperatures ranging from the upper 50s to the low 70s Fahrenheit (14-22°C). The town begins to come alive again with blooming flowers and longer days. Rainfall is moderate, so it's wise to pack a light jacket or umbrella when visiting during this season. The most popular weather conditions are prevalent in the late spring to early summer and early fall, when the temperatures are most comfortable for enjoying the outdoors and the humidity is lower. These times are ideal for strolling along the historic streets, partaking in water activities, or simply relaxing by the bay. For those seeking the best balance of pleasant weather and smaller crowds, late spring and early fall are particularly recommended. The mild temperatures and the town's laid-back charm make Cape Charles an excellent destination for a tranquil getaway or an active adventure.
Cape Charles, Virginia, may not be the first destination that comes to mind for a cultural enthusiast, but this charming small town on the Eastern Shore offers a unique blend of arts, history, and local customs that can provide a delightful experience for those looking to immerse themselves in culture. Begin your cultural exploration at the Cape Charles Museum and Welcome Center, where you can learn about the town's history as a railroad hub and its transformation into a vibrant coastal community. The museum's exhibits provide a glimpse into the past, from the town's founding in the late 19th century to its present-day revival. Art aficionados will appreciate the local art scene in Cape Charles. The town is home to several galleries, such as the Lemon Tree Gallery and Studio, which showcases the work of local and regional artists. The gallery hosts regular events, including live music, performances, and interactive art evenings, allowing visitors to engage with the arts in a lively setting. For those interested in live music, Cape Charles offers a variety of venues and events throughout the year. The town's love for music is evident in its summer concert series, which takes place at the beautiful Central Park. Here, you can enjoy performances ranging from jazz to bluegrass, all while soaking in the serene park atmosphere. The town's historic district is a testament to its rich architectural heritage, with beautifully preserved buildings that date back to the turn of the century. A leisurely walk through the tree-lined streets will reveal the town's Victorian and early 20th-century homes, many of which have been lovingly restored. Local customs and traditions are celebrated in Cape Charles through various community events. The annual Crabby Blues Festival, for example, offers a taste of local seafood and live blues music, while the Fourth of July celebration is a quintessential small-town American experience, complete with a parade and fireworks over the bay. Cape Charles also serves as a gateway to the Eastern Shore's natural beauty, with its public beach providing a tranquil setting for relaxation and reflection. The nearby Kiptopeke State Park and Eastern Shore of Virginia National Wildlife Refuge offer opportunities to connect with the area's wildlife and landscapes. While Cape Charles may offer a quieter cultural experience compared to larger cities, its intimate art galleries, historical charm, and local festivities make it a hidden gem for those seeking a peaceful yet enriching cultural getaway.
Cape Charles, Virginia, is a delightful and serene coastal town that offers a treasure trove of activities for families traveling with children. Its laid-back atmosphere and beautiful natural surroundings make it an ideal spot for a family getaway. Begin your adventure at Cape Charles Beach, where the shallow waters and gentle waves provide a safe and enjoyable environment for kids to swim and play. The soft sandy beach is perfect for building sandcastles, and the public beach area includes a playground that will keep the little ones entertained for hours. For families interested in exploring the great outdoors, the Eastern Shore of Virginia National Wildlife Refuge is a short drive away. Here, children can learn about local wildlife and habitats through interactive exhibits at the visitor center. The refuge also offers easy walking trails where families can spot birds and other wildlife in their natural environment. Kiptopeke State Park is another fantastic outdoor destination. With its hiking trails, fishing opportunities, and a playground, it's a place where children can burn off energy and parents can relax amidst nature. The park's unique concrete ship breakwaters are a sight to behold and provide an interesting history lesson for curious minds. For a bit of history and education, the Cape Charles Museum and Welcome Center presents the town's past through engaging exhibits. Children can learn about the town's railroad and ferry history, and the museum often hosts family-friendly events throughout the year. If your family enjoys golf, the Bay Creek Resort & Club offers two signature golf courses with stunning views of the Chesapeake Bay. While the courses are more suited to older children and adults, the resort also has a pool and dining options that cater to families. Lastly, no visit to Cape Charles would be complete without a stroll down Mason Avenue. This charming main street is lined with ice cream shops, cafes, and boutiques. It's the perfect place to grab a sweet treat and browse for souvenirs. Cape Charles, with its mix of beach fun, outdoor adventures, and educational experiences, is a hidden gem on the Virginia coast that offers a peaceful yet engaging retreat for families with children.
Cape Charles, Virginia, is a serene and picturesque town on the Eastern Shore, offering a wealth of natural beauty and outdoor activities for those who love to immerse themselves in nature. This charming coastal town is a haven for outdoor enthusiasts and nature lovers alike, with its pristine beaches, wildlife refuges, and scenic parks. One of the town's most beloved natural attractions is the Cape Charles Beach, with its gentle waves and soft, sandy shores. It's an ideal spot for swimming, sunbathing, and beachcombing. The shallow waters of the Chesapeake Bay make it a perfect place for families and those looking to relax in a tranquil setting. For birdwatchers and wildlife photographers, the Eastern Shore of Virginia National Wildlife Refuge is a treasure trove of biodiversity. The refuge is a vital stopover for migratory birds on the Atlantic Flyway, and visitors can observe a variety of species, especially during the spring and fall migrations. The refuge's trails and observation platforms provide ample opportunities to spot local and migratory wildlife in their natural habitat. Outdoor adventurers can explore the diverse landscapes of Kiptopeke State Park, which offers hiking, biking, and bird-watching. The park is known for its concrete ship breakwaters and the annual migration of raptors and monarch butterflies. Kayaking and fishing are also popular activities, with the park providing access to the Chesapeake Bay's rich waters. For a unique experience, take a guided kayak tour through the coastal waterways to encounter the area's marine life and enjoy the serene beauty of the bay. Paddle through the salt marshes and along the barrier islands, where you might spot dolphins, ospreys, and herons. Golf enthusiasts can enjoy a round at the Bay Creek Resort & Club, which features two signature golf courses designed by Arnold Palmer and Jack Nicklaus. The courses offer stunning views of the bay and a challenging game for golfers of all skill levels. Lastly, Cape Charles is also a starting point for excursions to the wild and undeveloped barrier islands off the coast. These remote islands, part of the Virginia Coast Reserve, are accessible by boat and offer a true escape into nature, with their unspoiled beaches and dunes. In Cape Charles, the blend of coastal charm and natural wonders creates a perfect outdoor retreat. Whether you're looking to relax on the beach, observe wildlife, or embark on a kayaking adventure, Cape Charles invites you to connect with nature in a peaceful and picturesque setting.
Cape Charles, Virginia, is a charming small town nestled on the Eastern Shore, offering a serene getaway with a variety of transportation options for visitors. While the town does not have its own commercial airport, travelers can fly into Norfolk International Airport, which is about an hour's drive away. From there, renting a car is the most convenient way to reach Cape Charles, providing flexibility to explore the surrounding areas as well. For those who prefer a scenic drive, Cape Charles is accessible via the Chesapeake Bay Bridge-Tunnel, a marvel of engineering that connects the Eastern Shore with Virginia Beach and the greater Hampton Roads area. This route offers stunning views of the Chesapeake Bay and is a memorable experience in itself. Once in Cape Charles, the town's compact size makes it an ideal destination for those who enjoy walking. The grid layout of the streets, combined with the quaint and picturesque setting, invites leisurely strolls through the historic downtown area, where shops, restaurants, and the town harbor can be easily accessed on foot. The community also offers golf cart rentals, which are a popular and fun way to navigate the town's streets and add a unique element to the Cape Charles experience. For visitors looking to explore the natural beauty of the Eastern Shore, bicycles are available for rent. Cycling is a delightful way to take in the scenic landscapes, especially along the town's beachfront and nearby nature trails. Boating enthusiasts will appreciate the town's marina facilities, which accommodate those arriving by water. The harbor area is a hub of activity and provides another perspective on this coastal gem. In summary, Cape Charles is a walkable destination that exudes small-town charm, with easy access to local attractions on foot or by golf cart. While public transportation options are limited, the town's proximity to Norfolk and the unique experience of the Chesapeake Bay Bridge-Tunnel make it an accessible and enjoyable retreat for those looking to unwind and embrace a slower pace of life.

Cape Charles FAQs

Cape Charles offers a variety of activities for visitors. You can enjoy the beautiful beaches along the Chesapeake Bay, play golf at Bay Creek Resort & Club, explore the Cape Charles Natural Area Preserve, visit the Cape Charles Museum & Welcome Center, or take a stroll down Mason Avenue to explore the local shops and restaurants. For outdoor enthusiasts, there's kayaking, paddleboarding, and bird watching. The town also hosts events and festivals throughout the year, so be sure to check the local calendar.
Cape Charles has a range of accommodation options, from charming bed and breakfasts like the Bay Haven Inn or Alyssa House Bed & Breakfast to vacation rentals and boutique hotels such as Hotel Cape Charles. There are also several campgrounds and RV parks in the area for those looking to connect with nature.
Public transportation in Cape Charles is limited. The most common way to get around is by car. However, the town is quite walkable, and there are local taxi services and golf cart rentals available for shorter distances.
Cape Charles offers a variety of dining experiences, from casual eateries to fine dining. Some popular spots include The Shanty for fresh seafood, Hook-U-Up Gourmet for a more upscale dining experience, and Brown Dog Ice Cream for a sweet treat. There are also several cafes and bakeries, such as Cape Charles Coffee House, for a quick bite or a relaxing coffee break.
The best time to visit Cape Charles is during the spring and summer months when the weather is warm and all the town's amenities and attractions are fully operational. This is also when the town hosts many of its festivals and outdoor activities. However, if you prefer a quieter visit, the fall can be a beautiful time with cooler temperatures and fewer crowds.
Yes, Cape Charles has several historical sites worth visiting. The Cape Charles Historical Society operates a museum that showcases the town's history and heritage. Additionally, the nearby Kiptopeke State Park is home to the Concrete Fleet, a group of partially submerged concrete ships from World War II. The town's historic district also features beautiful, century-old homes and buildings.

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Vacation Rentals Near Cape Charles

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