Family friendly vacation rentals in Cape Charles, VA

Explore 39 family-friendly vacation rentals, homes, and villas in Cape Charles, VA for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $117 per night and homes offering up to 6 bedrooms and 6 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

39 Family-Friendly Homes in Cape Charles

Doublemint Townhouse, Walk to Beach & Downtown

Cape Charles, VA, US
3 Bedrooms 6 Guests
Aug 28 - 30
$501 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 Portoro 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 Portoro 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

Peach Perfect Victorian Home with Gourmet Kitchen

Cape Charles, VA, US
2 Bedrooms 6 Guests
Aug 29 - 31
$427 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 Portoro 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 Portoro 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
Aug 26 - 28
$471 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 Portoro 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 Portoro 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

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

Cape Charles, VA, US
2 Bedrooms 6 Guests
Aug 30 - Sep 1
$412 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 Portoro 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 Portoro 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

Hummingbird Cottage with Park Views, Pet-Friendly

Cape Charles, VA, US
2 Bedrooms 4 Guests
Aug 26 - 28
$395 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 Portoro 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 Portoro 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

Chesapeake Charm Estate, Two Blocks from the Beach

Cape Charles, VA, US
6 Bedrooms 14 Guests
Aug 29 - 31
$589 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 Portoro 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 Portoro 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

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

Cape Charles, VA, US
3 Bedrooms 7 Guests
Aug 29 - 31
$542 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 Portoro 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 Portoro 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
Aug 30 - Sep 1
$824 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 Portoro 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 Portoro 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

Old Bay Home with First-Floor Bedrooms, Near Beach

Cape Charles, VA, US
4 Bedrooms 8 Guests
Aug 26 - 28
$546 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 Portoro 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 Portoro 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

Orange Crush Townhome II, Beach & Pet-Friendly

Cape Charles, VA, US
3 Bedrooms 8 Guests
Aug 26 - 28
$381 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 Portoro 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 Portoro 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

Walk to Beach & Central Park: Home in Cape Charles

Cape Charles, VA, US
4 Bedrooms 10 Guests
Sep 8 - 10
$456 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 -- Evolve 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

Beach Bums Home with Pool, Steps to the Beach

Cape Charles, VA, US
4 Bedrooms 11 Guests
Aug 29 - 31
$1,001 night

Beach Bums Only, 4 bedroom, 3 bath home on Sunset Blvd across the street from the beach; sleeps 11. Beach House with Private Pool! Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *This is a no pet/animal home. Please see: The Space for "Bay Creek" Complimentary Amenities Beach Bums Only, Home Features: • 4 Bedrooms, 3 Baths, up to 11 guests • Private Pool, Views of the Lake • Steps from Marina Village Beach • Gated Community of Marina Village East • Free WiFi & Smart TVs Beach Bums Only relax steps from the private Marina Village Beach. The name says it all. This Cape Charles escape is designed for family and friends to get away. Beach Bums Only is a custom-built home approximately 100 yards from the Chesapeake Bay. Enjoy your beach vacation in the private, gated community of Marina Village East. Enjoy the community pool in New Quarter of Bay Creek while out exploring or enjoy the home’s private pool overlooking the community lake. Enjoy the bay sunsets from the front decks or relax out back looking at your own pool, lake, and the Cape Charles lighthouse water tower in the distance. Beach Bums Only has two bedrooms on the first floor with queen-sized beds and a full hall bath. There is another full bath on the second floor. The main living areas are also on the second floor to capitalize on views. There is a master on the second floor with two full-sized beds and the fourth bedroom has two sets of bunk beds with fulls on the bottom and twins up top. On the third floor, there is only a landing available for guests to spread out a bit. Kids will probably have fun hiding, looking down, and spying on the dining area below. Spread out and enjoy the custom upgrades indoors or take advantage of the many decks to bum around outside. Complimentary Access: Bay Creek Amenities This home includes complimentary access to a variety of Bay Creek Resort amenities, perfect for active and nature-loving guests. Enjoy a junior Olympic-size pool, tennis and pickleball courts, a private community beach, and over 10 miles of scenic hiking and biking trails winding through a stunning 365-acre nature preserve. Please note: Access to the Bay Creek Life Center is not included, nor available for purchase. 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. • While the complimentary resort amenities of the Bay Creek Resort are included, please note the Members Life Center is not available to guests. 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 House Rules & Important Information By booking with Chesapeake Properties by Portoro, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration. All guests staying at one of our Portoro homes are required to complete identity registration and sign a rental agreement via e-signature. Non-compliance may result in sizable fines. • Age Requirement. The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support. Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro, our team is available 24/7. • Directions + Check-In Details. Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests). Check-in is 4:00pm and check-out is 11:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Parking Restrictions. Boats, campers, RVs, trailers, and similar vehicles are not allowed in condo complexes. If you need parking for boats, campers, RVs, trailers, or similar vehicles, please contact Guest Experience for nearby storage locations or any property-specific options. • Local Taxes (Including Extended Stays). Both the local jurisdictions (Town of Cape Charles, Northampton County) and the State of Virginia require hotel/vacation rental hosts to collect hotel tax. We collect these taxes within the booking transaction. Please inquire separately for terms and conditions. • Animals/Pets, No Pets. This is a no pets property. A $150/day fee will apply for violations, and you may be asked to vacate the premises with no refund (at the discretion of Portoro). Portoro follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking. This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro. • No Parties or Events. Parties and events are not permitted. • Quiet Hours. 10:00pm-8:00am. These hours reflect local residential and regional expectations, please keep noise low and be mindful of neighbors. • Report Damages. Any known damages incurred during your stay must be reported to the property manager immediately. • Security. Some Portoro properties have exterior-only cameras for monitoring. • Local or Property Water Features. Some Portoro properties may have pools, hot tubs, or other nearby water features. There is no guard around water features, use at your own risk. • BBQs/Grills, No Personal Units. Personal BBQs/grills (including charcoal, propane, electric, or portable units) are not permitted on the property. Please use only the grills provided for guest use, if available. • No Feeding Wildlife. Feeding wildlife is strictly prohibited at all properties to avoid damage and nuisance issues. In condo complexes or HOA communities, fines may apply for violations. Additional cleaning, sanitation, and remediation fees may also apply at the discretion of Chesapeake Properties by Portoro and/or the HOA. • Wildlife + Pests. You may see local wildlife during your stay. Please help keep the home and outdoor areas free of food and trash, secure all garbage in the provided bins and do not leave food outside. For homes that include or offer BBQs, please bring all food items inside and scrape grills clean after use to avoid attracting wildlife. The home is regularly treated for pests, but occasional insects may still appear. License number: 317

Beachfront Home, Sunset Views & Bay Creek Access

Cape Charles, VA, US
4 Bedrooms 12 Guests
Aug 29 - 31
$824 night

Gorgeous beachfront home, brand new for 2023, 4 bedroom, 4 bath, sleeps up to 12! New! Escape to sunsets on the beach at this beachfront home. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Please see: The Space for "Bay Creek" Complimentary Amenities 123 Sunset, Home Features: • 4 Bedrooms, 4 Full Baths & 2 Half Baths, up to 12 guests • Spacious Kitchen with Bar Seating • Gorgeous Bay Views • Great Yard Games & Backyard Solo Stove • Free WiFi & Smart TVs Escape the grind of everyday life with a memorable vacation at this beachfront home. Brand New for 2023 and may be the break you need to recharge your life and create lifelong memories. The main living area, located on the 2nd floor has a large screen TV and is open to the spacious kitchen with a countertop bar and bar seating. A large dining table to create memorable family gatherings. The well-equipped kitchen with all your cooking needs includes abundant counter space for meal prep, tons of cabinets for storage plus stainless steel appliances. From the living area, you are spoiled by the bay views! Sliding glass doors lead to the deck where you will find plenty of seating to watch the evenings’ sunsets. The first floor includes 2 King primary suites with private baths. The suites lead to the sunporch which provides an additional sleeping area or lounge area that is an ideal space for the family to spread out. The additional bedrooms are on a split level each have their own private bath. Bedroom 3 contains a queen and the 4th has a pyramid bunk (double bed on bottom, twin on top) with a twin trundle! The perfect room for the kids! The third floor gives you a bird’s eye view of the sweeping bay views and offers yet another space for the family to spread out and relax. The perfect perch to have your morning coffee and watch the sparkle of the bay in peace. You don’t want to forget about the sitting in your back yard and enjoy all the great yard games, solo stove, or take the kids to the beach to build sandcastles and play in the calm bay waters. Plenty of beach gear for everyone! Complimentary Access: Bay Creek Amenities This home includes complimentary access to a variety of Bay Creek Resort amenities, perfect for active and nature-loving guests. Enjoy a junior Olympic-size pool, tennis and pickleball courts, a private community beach, and over 10 miles of scenic hiking and biking trails winding through a stunning 365-acre nature preserve. Please note: Access to the Bay Creek Life Center is not included, nor available for purchase. 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. • While the complimentary resort amenities of the Bay Creek Resort are included, please note the Members Life Center is not available to guests. 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 House Rules & Important Information By booking with Chesapeake Properties by Portoro, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration. All guests staying at one of our Portoro homes are required to complete identity registration and sign a rental agreement via e-signature. Non-compliance may result in sizable fines. • Age Requirement. The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support. Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro, our team is available 24/7. • Directions + Check-In Details. Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests). Check-in is 4:00pm and check-out is 10:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Parking Restrictions. Boats, campers, RVs, trailers, and similar vehicles are not allowed in condo complexes. If you need parking for boats, campers, RVs, trailers, or similar vehicles, please contact Guest Experience for nearby storage locations or any property-specific options. • Local Taxes (Including Extended Stays). Both the local jurisdictions (Town of Cape Charles, Northampton County) and the State of Virginia require hotel/vacation rental hosts to collect hotel tax. We collect these taxes within the booking transaction. Please inquire separately for terms and conditions. • Animals/Pets, Dogs Only (Guidelines + Fee). Dogs are allowed only in designated “Pet-Friendly” Portoro listings and must be disclosed prior to arrival. Maximum 2 dogs per stay. A $150 fee per dog applies. Unauthorized dogs will incur a $150/day per dog fee and may result in cancellation and required departure. Portoro follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking. This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro. • No Parties or Events. Parties and events are not permitted. • Quiet Hours. 10:00pm-8:00am. These hours reflect local residential and regional expectations, please keep noise low and be mindful of neighbors. • Report Damages. Any known damages incurred during your stay must be reported to the property manager immediately. • Security. Some Portoro properties have exterior-only cameras for monitoring. • Local or Property Water Features. Some Portoro properties may have pools, hot tubs, or other nearby water features. There is no guard around water features, use at your own risk. • BBQs/Grills, No Personal Units. Personal BBQs/grills (including charcoal, propane, electric, or portable units) are not permitted on the property. Please use only the grills provided for guest use, if available. • No Feeding Wildlife. Feeding wildlife is strictly prohibited at all properties to avoid damage and nuisance issues. In condo complexes or HOA communities, fines may apply for violations. Additional cleaning, sanitation, and remediation fees may also apply at the discretion of Chesapeake Properties by Portoro and/or the HOA. • Wildlife + Pests. You may see local wildlife during your stay. Please help keep the home and outdoor areas free of food and trash, secure all garbage in the provided bins and do not leave food outside. For homes that include or offer BBQs, please bring all food items inside and scrape grills clean after use to avoid attracting wildlife. The home is regularly treated for pests, but occasional insects may still appear. License number: 1282

Orange Crush Townhome I, Beach & Pet-Friendly

Cape Charles, VA, US
3 Bedrooms 8 Guests
Sep 8 - 10
$194 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 Portoro 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 Portoro 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

The Lime Tree

Cape Charles, VA, US
4 Bedrooms 7 Guests
Aug 26 - 29
$571 night

Step inside, “The Lime Tree” at Bay Creek’s Marina Village, and enjoy the cool crisp beach style home. This home is newly renovated with granite countertops, new appliances, new carpet and furniture! As soon as you walk through the door the beachy feel welcomes you! With an open floor concept, the whole family will enjoy the space together. This 4 bedroom house sleeps 6 guests comfortably. The first floor Master bedroom has a king size bed with a private bathroom equipped with a shower and jacuzzi tub. On the second floor there are two guest rooms with queen size beds that share a hall bathroom. The fourth bedroom has 1 set of bunk beds and a full bed in the same room, perfect for children or a family. This fourth bedroom has its own half bath and connects to the hall bathroom as a jack-and-jill. Enjoy the refreshing views from the inviting back porch! The Chesapeake Bay and private beach are a short walk where you can enjoy the sun and sand during the day and stunning sunsets in the evening. Kings Creek Marina, The Oyster Farm Restaurant and the Historic Town of Cape Charles are within walking distance of this home. The resort and town is golf cart friendly so don’t forget to reserve your golf cart when booking your reservation. Bicycle, kayak, paddle board and fishing rod rentals are available at nearby Kings Creek Marina. The Golf District at Bay Creek is a short drive where you can enjoy two world-class Signature Arnold and Palmer golf courses, a private beach. Discounted golf is available for those interested in playing golf. The Lime Tree is waiting for you! Resort-Style Amenities: Your reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern. - Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores. - Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus. - Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center. - Trails & Nature Preserve – Explore miles of scenic walking and biking trails. -Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. - Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites. Location: - Located next to historic downtown Cape Charles, where you can explore the marina and boutique shops, rent a golf care, and enjoy fresh local seafood or delicious bakes goods. Enjoy being a short walk or golf card drive from the excitement in town, then retreat back to the calmness of Bay Creek with access to all the resort amenities! **This property has a strict NO PETS policy. **Fireplace is not operable**

Fore Shore

Cape Charles, VA, US
3 Bedrooms 8 Guests
Aug 26 - 28
$554 night

Welcome to Fore Shore, your ideal blend of championship golf and coastal family fun, located in the exclusive Bay Creek community in Cape Charles. Whether you’re chasing birdies on the fairway or building sandcastles with the kids, this beautifully appointed 3-bedroom townhome offers the perfect setting for memory-making on Virginia’s scenic Eastern Shore. Home Features: - 3 Bedrooms | 2.5 Bathrooms – Sleeps 8 comfortably - Open-concept living space with tall ceilings and abundant natural light - Well equipped kitchen with lovely breakfast nook - Spacious sun parlor and outdoor patio with grill – ideal for family meals and post-round relaxation - Primary suite with king bed, spa-style bath, and spacious walk-in closet - Upstairs featuring two large guest bedrooms with one full bath and a cozy loft sitting area - Smart TVs, high-speed WiFi, central A/C, and washer/dryer Resort-Style Amenities: Your reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern. - Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores. - Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus. - Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center. - Trails & Nature Preserve – Explore miles of scenic walking and biking trails. -Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. - Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites. Enjoy being a short golf cart or car drive from the excitement in historic downtown Cape Charles then retreat back to the peacefulness of Bay Creek with all the resort amenities at your fingertips! *Please note this rental is pet friendly.

Beachfront Estate with Putting Green, Bay Creek

Cape Charles, VA, US
6 Bedrooms 16 Guests
Oct 4 - 6
$1,218 night

Sunset Shores, beauty on the Chesapeake. Luxurious beachfront home. Your perfect multi-generational vacation awaits. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around *This is a no pet/animal home. Please see: The Space for "Bay Creek" Complimentary Amenities Sunset Shores, Home Features: • 6 Bedrooms, 6 Full Baths & 2 Half Baths, up to 16 guests • 3 Beachside Porches and Outdoor Seating • Large, Two-Island Kitchen, Coffee Station & Cocktail Bar • Backyard Putting Green & Games & Sports Equipment • Elevator to Upper Floors • Free WiFi & Smart TVs Your group’s comfort is our highest priority in this brand-new custom home in Virginia’s favorite beach town. Enjoy generous living areas with breathtaking views of the Chesapeake Bay from sunrise to world-class sunsets. Bring the whole family, an elevator ensures effortless transport of people, luggage, and food to 3 floors of designer furniture, local artwork, and plenty of room to dine, play, and relax. This coastal chic home offers the perfect blend of communal space and privacy. (Sleeps 16) Every bedroom in this home has an attached bathroom and each suite offers something special, Three suites offer bay views with one designed for accessibility. The bunk room has 5 custom x-long beds, each with a lamp and charging station, and a 55" TV perfect for movies or gaming after a long day on the beach. The suite with a queen bed and bunks is perfect for a family. The expansive 2nd floor great room is a space for your entire group to relax and connect while enjoying the phenomenal view. The large, two-island kitchen has high-end appliances including a 48" range with griddle and two dishwashers, a huge pantry, gourmet coffee station and cocktail bar with sink and extra fridge. The enormous custom-built dining table seats 12. Enjoy the views and the fireplace from the large sofas or work a puzzle in the adjacent library. Catch the bay breeze on one of the 3 beach-side porches, and grill local seafood and vegetables on the generous patio using the grill and outdoor seafood burner. The second-floor screened porch contains a large table and plenty of additional seating for al-fresco dining. The 2 top-floor bayside bedrooms open onto a deck that is perfect watching boats, the sunset, and the stars. The backyard offers a custom putting green and plenty of room for games (provided). Supply beachgoers with drinks from the full-size refrigerator in the "sand room," where they can toss their towels and suits into the large washer. There is easy access from the beach to the half-bath and outdoor shower. Sunset Shores is well-equipped inside and out. The garage has sports equipment including standup paddleboards, kayaks, bicycles, tennis & pickleball rackets, beach chairs and sand toys. Inside you’ll find a wide selection of board games, puzzles and books and beach towels and blankets for guest use. Located in Marina Village, Sunset Shores is in a gated community a short distance from downtown Cape Charles. Golf carts are available for rent or ride a bike to downtown. Fine dining, art galleries, a pharmacy, clothing, and boutique stores await. Guests have free access to the Bay Creek amenities that include the private community pool (in season), tennis & pickle ball courts, nature trails and the private beaches. Complimentary Access: Bay Creek Amenities This home includes complimentary access to a variety of Bay Creek Resort amenities, perfect for active and nature-loving guests. Enjoy a junior Olympic-size pool, tennis and pickleball courts, a private community beach, and over 10 miles of scenic hiking and biking trails winding through a stunning 365-acre nature preserve. Please note: Access to the Bay Creek Life Center is not included, nor available for purchase. 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. • While the complimentary resort amenities of the Bay Creek Resort are included, please note the Members Life Center is not available to guests. 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] • 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 House Rules & Important Information By booking with Chesapeake Properties by Portoro, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration. All guests staying at one of our Portoro homes are required to complete identity registration and sign a rental agreement via e-signature. Non-compliance may result in sizable fines. • Age Requirement. The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support. Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro, our team is available 24/7. • Directions + Check-In Details. Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests). Check-in is 4:00pm and check-out is 10:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Parking Restrictions. Boats, campers, RVs, trailers, and similar vehicles are not allowed in condo complexes. If you need parking for boats, campers, RVs, trailers, or similar vehicles, please contact Guest Experience for nearby storage locations or any property-specific options. • Local Taxes (Including Extended Stays). Both the local jurisdictions (Town of Cape Charles, Northampton County) and the State of Virginia require hotel/vacation rental hosts to collect hotel tax. We collect these taxes within the booking transaction. Please inquire separately for terms and conditions. • Animals/Pets, No Pets. This is a no pets property. A $150/day fee will apply for violations, and you may be asked to vacate the premises with no refund (at the discretion of Portoro). Portoro follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking. This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro. • No Parties or Events. Parties and events are not permitted. • Quiet Hours. 10:00pm-8:00am. These hours reflect local residential and regional expectations, please keep noise low and be mindful of neighbors. • Report Damages. Any known damages incurred during your stay must be reported to the property manager immediately. • Security. Some Portoro properties have exterior-only cameras for monitoring. • Local or Property Water Features. Some Portoro properties may have pools, hot tubs, or other nearby water features. There is no guard around water features, use at your own risk. • BBQs/Grills, No Personal Units. Personal BBQs/grills (including charcoal, propane, electric, or portable units) are not permitted on the property. Please use only the grills provided for guest use, if available. • No Feeding Wildlife. Feeding wildlife is strictly prohibited at all properties to avoid damage and nuisance issues. In condo complexes or HOA communities, fines may apply for violations. Additional cleaning, sanitation, and remediation fees may also apply at the discretion of Chesapeake Properties by Portoro and/or the HOA. • Wildlife + Pests. You may see local wildlife during your stay. Please help keep the home and outdoor areas free of food and trash, secure all garbage in the provided bins and do not leave food outside. For homes that include or offer BBQs, please bring all food items inside and scrape grills clean after use to avoid attracting wildlife. The home is regularly treated for pests, but occasional insects may still appear. License number: 1500

Bay Getaway

Cape Charles, VA, US
3 Bedrooms 6 Guests
Aug 27 - 29
$504 night

Bay Getaway is a second floor condo that is just steps from the Fairway’s pool. This condo sleeps 6 guests comfortably with two queen size beds and two twin size beds. The Doral floor plan, 1550 sq. ft. in size, has an open kitchen, bar area and living room which is great for entertaining or enjoying time with family and friends. Resort-Style Amenities: Your reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern. - Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores. - Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus. - Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center. - Trails & Nature Preserve – Explore miles of scenic walking and biking trails. -Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. - Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites. Location: - Just minutes from historic downtown Cape Charles, where you can explore the marina and boutique shops, rent a golf cart, and enjoy fresh local seafood or delicious baked goods. Enjoy being a short golf cart or car drive from the excitement in town then retreat back to the calmness of Bay Creek with all the resort amenities at your fingertips!

Bay Breezin’

Cape Charles, VA, US
3 Bedrooms 6 Guests
Aug 26 - 28
$504 night

Bay Breezin’ is a breath of fresh Chesapeake Bay air and so much more! Perfect for a couple, golf group or family, this beautifully decorated bright and airy 3 bedroom 2 bath condo is updated, featuring new beds and furniture! This condo also boasts a gas grill for those nights where the weather is too good to cook indoors! Resort-Style Amenities: Your reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern. - Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores. - Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus. - Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center. - Trails & Nature Preserve – Explore miles of scenic walking and biking trails. -Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. - Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites. Enjoy being a short golf cart or car drive from the excitement in historic downtown Cape Charles then retreat back to the calmness of Bay Creek with all the resort amenities at your fingertips!

Fairway Bliss

Cape Charles, VA, US
3 Bedrooms 6 Guests
Aug 26 - 28
$504 night

Property Highlights: - Spacious & Stylish: This beautifully decorated home features an open-concept layout with a cozy living area, a fully equipped kitchen, and a dining space perfect for gathering. - 3 Comfortable Bedrooms: Sleeps up to 6 guests with plush beds and quality linens. - 2 Full Bathrooms: Modern and well-appointed for your convenience. - Private Outdoor Space: Enjoy a cup of coffee or an evening drink on the relaxing second floor balcony with peaceful golf course views. - High-Speed WiFi & Smart TV: Stay connected or unwind with your favorite shows. Resort-Style Amenities: Your reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern. - Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores. - Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus. - Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center. - Trails & Nature Preserve – Explore miles of scenic walking and biking trails. -Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. - Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites. Location: - Just minutes from historic downtown Cape Charles, where you can explore the marina and boutique shops, rent a golf cart, and enjoy fresh local seafood or delicious baked goods. Enjoy being a short golf cart or car drive from the excitement in town then retreat back to the calmness of Bay Creek with all the resort amenities at your fingertips!

Salty Breeze

Cape Charles, VA, US
3 Bedrooms 8 Guests
Aug 26 - 28
$654 night

Live your best life in this open concept living home with inviting spaces where there’s plenty of room to entertain and play games. With its high end appliances and luxury materials this home is a must rent. This home boasts a gas range, granite countertops and a large kitchen island with enough seating for 4, with a larger dining room table for 6 more perfect for families or golf groups, the living room with its large cozy couch, 2 comfortable chairs and 75 inch mounted TV along with boards games and playing cards for the kids, you will be entertained no matter what! The home has 3 bedrooms, 2 full bathrooms and a half bath. There are 2 King master suites, one on the first floor with beautiful master bathroom with walk in shower and 65 inch TV and large walk in closet, the other on the second floor with en suite bathroom. The third bedroom has two twin beds. You will also find a loft area with a couch that converts to a queen bed and a 65 inch TV. The home also offers a covered screened in back patio with comfortable patio furniture and a gas grill, where you can enjoy your morning coffee or a glass of your favorite wine! Enjoy the surrounding natural beauty that is Bay Creek with its pet friendly walking trails, community tennis courts, pools, gym, 2 mile private sandy beach, Coach house tavern and golf course. Or, visit the quaint town of Cape Charles with its one of a kind local shops and restaurants.

Hook’d on the Cape

Cape Charles, VA, US
3 Bedrooms 7 Guests
Aug 26 - 28
$504 night

Nestled within the serene Bay Creek community, this 3-bedroom, 2-bathroom condominium offers a harmonious blend of comfort and coastal charm, providing an ideal retreat for families, friends or golf enthusiasts. This updated condo is beautifully decorated with wood floors, lots of natural light and coastal vibes. With its open floor plan, brand new comfortable furniture and a large flat screen TV, it really is your home away from home. Resort-Style Amenities: Your reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern. - Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores. - Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus. - Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center. - Trails & Nature Preserve – Explore miles of scenic walking and biking trails. -Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. - Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites. Location: - Just minutes from historic downtown Cape Charles, where you can explore the marina and boutique shops, rent a golf cart, and enjoy fresh local seafood or delicious baked goods. Enjoy being a short golf cart or car drive from the excitement in town then retreat back to the calmness of Bay Creek with all the resort amenities at your fingertips!

Vacation Rentals in Cape Charles by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Cape Charles

Saved Home Image
Sign in or join now to view and save the homes you love