Large group vacation rentals in Exmore, VA

Explore 28 large group vacation rentals, homes, and villas in Exmore, VA for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Free Parking and Family-Friendly Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $156 per night and homes offering up to 6 bedrooms and 6 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

28 Great for Groups in Exmore

Virginia Retreat w/ Porch & Grill, Near Beaches!

Wachapreague, VA, US
3 Bedrooms 8 Guests
Aug 29 - 31
$322 night

Sunny days spent by the seaside await when you stay at this 3-bed, 2-bath Wachapreague vacation rental! Boasting a fully equipped kitchen, a screened-in porch, and a prime location near beaches, this home provides the perfect place to make unforgettable memories with your loved ones. Spend your days soaring through the clouds at Virginia Hang Gliding, catching some rays while boating at Burtons Bay, or building sandcastles at Sound Beach. End the night with a BBQ on the porch as the sun sets. -- THE PROPERTY -- Newly Renovated | Sunroom | Near Boating | 4-Person Golf Cart (Waiver May Be Required) Bedroom 1: Queen Bed | Bedroom 2: 2 Full Beds | Bedroom 3: Queen Bed OUTDOOR LIVING: Covered porch, screened-in porch, charcoal grill, outdoor seating & dining, ceiling fans, outdoor shower, boat slip (available upon request) INDOOR LIVING: Smart TV, gas fireplace, breakfast bar, dining table, shower/tub combo, walk-in shower, ceiling fans, board games, books KITCHEN: Stainless steel appliances w/ dishwasher, cooking basics, dishware/flatware, pod coffee maker, microwave GENERAL: Free WiFi, electric heating, mini-split A/C, water softener & filtration system, complimentary toiletries, hair dryer, washer/dryer, laundry detergent, hangers, iron/board, linens/towels, trash bags/paper towels ACCESSIBILITY: 2-story home, 7 steps to enter, 2 bedrooms & 1 bathroom on 1st floor, interior stairs required to reach the additional bedroom & bathroom on 2nd floor PARKING: Driveway (2 vehicles), RV/trailer parking -- THE LOCATION -- ATTRACTIONS: Virginia Institute of Marine Science (VIMS) Eastern Shore Laboratory (0.2 miles), Lilliston’s Crab Market & Fishery (0.4 miles), Island House Restuarant & Marina (0.5 miles), Virginia Hang Gliding (9 miles), Eastern Shore Watermen’s Museum and Research Center (10 miles), Barrier Islands Center (23 miles) BOAT DAYS: Wachapreague Town Marina (0.5 miles), Quinby Harbor Launch Site (5 miles), Onancock Wharf & Marina (10 miles), Folly Creek Public Boat Ramp (10 miles), Holly Cove Charters (12 miles), Kegotank Landing Boat Ramp (21 miles) SUN & SAND: Wachapreague Seaside Park (0.5 miles), Burtons Shore Beach (7 miles), Snead Beach (10 miles), Sound Beach (14 miles), Gargathy Beach (19 miles), Guard Shore Beach (22 miles), Hungars Beach (29 miles) AIRPORTS: Salisbury Regional Airport (64 miles), Norfolk International Airport (69 miles), Newport News/Williamsburg International Airport (94 miles) -- 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 - NOTE: This 2-story home requires 7 steps to enter. While it features 2 bedrooms and 1 bathroom on the 1st floor, interior stairs are required to access the bedroom and bathroom located on the 2nd floor - NOTE: A waiver may be required prior to using the golf cart. If you wish to use the golf cart, please reach out to the Guest Contact prior to arrival

Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

Painter, VA, US
2 Bedrooms 6 Guests
Sep 3 - 5
$273 night

Tiptoe away to quieter surroundings and enjoy a getaway at this 2-bedroom, 2-bath house where you can boat all day on the Chesapeake Bay or simply lounge on the spacious deck. Boasting 3 Smart TVs, an electric fireplace, and a laundry room, this Painter vacation rental has everything you’ll need. When you’re feeling spontaneous, The Blue Crow Antique Mall has lots of shopping and Virginia Hang Gliding will provide an adrenaline rush, while Chatham Vineyards & Winery is a little further out. -- THE PROPERTY -- 2-Level Deck w/ Seating | Charcoal Grill (Bring Your Own Charcoal) | Boat Parking Allowed | 3 Acres Bedroom 1 (Suite): King Bed | Bedroom 2: King Bed | Additional Sleeping: 2 Twin Air Mattresses, Pack ‘n Play HOUSE HIGHLIGHTS: 3 Smart TVs, electric fireplace, ceiling fans, coolers, private yard KITCHEN: 2 fridges, stove & oven, dishwasher, cooking basics, dishware & flatware, microwave, drip coffee maker, ice maker, water filter, trash bags, paper towels GENERAL: Free WiFi, central A/C, washer & dryer, complimentary toiletries, towels & linens, hangers, keyless entry FAQ: Stairs to access, single-story home, 2 exterior security cameras (facing out), homeowner boat not available, no cell service, pet fee (paid pre-trip, 2 max, cats & dogs only), HOA documentation required (including guest's homeowners'/renters' insurance and identification) PARKING: Ample parking -- THE LOCATION -- CHESAPEAKE BAY (community boat ramp ~0.25 miles away): Swimming, fishing, boating, wildlife viewing, birdwatching AREA ACTIVITIES: Virginia Hang Gliding (7.0 miles), The Blue Crow Antique Mall (8.8 miles), Brownsville Preserve - Virginia Coast Reserve (14.8 miles), Chatham Vineyards & Winery (19.1 miles) FIND SOME FOOD: Scoops Ice Cream Shop (11.7 miles), Market Street Grill (11.8 miles), Blarney Stone Pub (12.1 miles), Mallard's At the Wharf (12.4 miles), The Shanty (32.0 miles) AIRPORT: Norfolk International Airport (65.4 miles) -- 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 - Pet friendly w/ $50 fee (+ fees & taxes, 2 max, dogs & cats only) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The single-story home requires stairs to access - NOTE: The homeowner’s deck boat on the trailer out back is not available for guest use - NOTE: This property comfortably sleeps 4 guests in 2 beds, and can sleep 2 additional guests in the twin air mattresses (best suited for children) - NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located in the garage, and camera 2 is a Ring doorbell camera on the front door facing the front entry. They do not look into any interior spaces. The cameras record video and sound when activated by motion or when the doorbell button is pressed - NOTE: The HOA requires guest registration and documentation prior to stay. This includes the guest's homeowners'/renters' insurance and identification

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Machipongo, VA, US
4 Bedrooms 10 Guests
Aug 26 - 29
$558 night

Hosting picture-perfect views both inside and out, this 4-bedroom, 2.5-bath, Machipongo vacation rental offers waterfront living at its best. During the day, soak in the luxuries of kayaking and shellfishing just steps from the front door, and when evening falls, view breathtaking sunsets on the private dock. For a dose of local charm, explore the Cape Charles Historic District. Whatever brings you to the area, whether it be outdoor fun or a family wedding, this spacious home is sure to please. -- THE PROPERTY -- Waterfront Views | Direct Bay Access | Near Cape Charles & Wedding Venues Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Loft: 2 Twin Beds HOME FEATURES: 2 Smart TVs, 2 remote workspaces, sunroom, wood-burning stove, loft w/ exercise bike, dining table w/ chandelier, books, board games, ceiling fans, farmhouse furnishings, open floor plan, chic & modern decor OUTDOOR SPACES: Fenced yard w/ wood-burning fire pit & chairs, patio w/ dining & seating areas, private dock, gas grill, 2 kayaks CHEF’S KITCHEN: Cooking basics, breakfast bar w/ seating, stainless steel appliances, spices, dishware & flatware, electric tea kettle, Keurig coffee maker, wine fridge GENERAL: Free WiFi, washer/dryer, towels/linens, central heating & air conditioning FAQ: Exterior security cameras (4, facing out), step-free access PARKING: Driveway (4 vehicles), RV/trailer parking -- THE LOCATION -- CHESAPEAKE BAY (on-site): Kayaking, canoeing, paddle boarding, fishing, clamming, bird watching, sunset viewing LOCAL ATTRACTIONS: Chatham Vineyards & Winery (3 miles), Barrier Islands Center (6 miles), Cape Charles Museum (18 miles), Cape Charles Historic District (18 miles), Kings Creek Marina & Resort (18 miles) WEDDING VENUES: Green Valley Farm (3 miles), Elkington Events (12 miles), Mimosa Barn (16 miles) TRAILS & BEACHES: Brownsville Preserve - Virginia Coast Reserve (10 miles), Savage Neck Dunes State Natural Area Preserve (15 miles), Cherrystone Beach (17 miles), Cape Charles Natural Area Reserve (19 miles) AIRPORT: Norfolk International Airport (52 miles) -- 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 - NOTE: Your safety matters. This property features 4 exterior security cameras. Camera 1 is located by the front door and views the entryway, camera 2 is located by the garage and faces the garage entrance, and cameras 3 and 4 are located on the back of the house, facing the backyard. The cameras are outward facing and do not look into interior spaces. The cameras actively record video and sound detected by motion but can be deactivated while guests are in residence

Spacious Cheriton Home: 8 Mi to Cape Charles!

Cape Charles, VA, US
6 Bedrooms 19 Guests
Oct 30 - Nov 2
$1,128 night

Discover small-town charm in a big way when you stay at this Cheriton home with room for the whole family! The 6-bedroom, 5.5-bath vacation rental has 2 en-suites, one on the main floor and one on the top floor, is nestled on 190 acres with waterfront views, boasts an expansive pool house, and a beautiful patio! When you’re not enjoying the luxuries of your retreat, take a drive into Cape Charles for an endless array of entertainment, activities, and attractions. -- THE PROPERTY -- Expansive Outdoor Entertainment Areas | 3,500 Sq Ft | 190-Acre Property w/ Waterfront Views Bedroom Suite 1: King Bed | Bedroom Suite 2: King Bed, Twin Daybed w/ Twin Trundle | Bedroom 3: King Bed | Bedroom 4: Queen Bed | Bedroom 5: 2 Queen Beds | Bedroom 6: 3 Twin Beds | Pool House: Sleeper Sofa POOL HOUSE: Heated indoor/outdoor pool, sauna, heat lamps, fully equipped kitchen, living area w/ fireplace, dry bar, breakfast bar, dining table, foosball table, patio w/ pergola, hammocks, gas grill, outdoor dining area OUTDOOR SPACE: Covered patio, gas grill, smoker, hammocks, outdoor dining area, patio furniture, expansive yard, cornhole, bocci ball INDOOR LIVING: Flat-screen cable TVs, formal dining room, gas fireplaces, book selection, board games, ceiling fans KITCHEN: Stainless steel appliances, breakfast table, Keurig Duo w/ drip coffee (coffee not provided), kettle, dishware/flatware, stove/oven, microwave, dishwasher, refrigerator, paper towels, trash bags GENERAL: Washer/dryer, linens/towels, complimentary toiletries, central air conditioning, hair dryers, iron/board, high chair, baby gate, toilet paper FAQ: Stairs required for access, wood-burning fireplace (decorative only), pool/beach towels not provided PARKING: Driveway (2 vehicles), pool house parking lot (8 vehicles) -- THE LOCATION -- WATERFRONT FUN: Brockenberry Bay (on-site), Cape Charles Beachfront (8.3 miles), The Oyster Farm Seafood Eatery (8.4 miles), Cape Charles Town Harbor & Marina (8.5 miles) CAPE CHARLES HISTORIC DISTRICT (8.1 miles): Boutiques, art galleries, waterfront restaurants THINGS TO DO: Bay Creek Resort & Golf Club - Jack Nicklaus & Arnold Palmer 18-hole courses (8.5 miles), Eastern Shore of Virginia National Wildlife Refuge (11.5 miles), Kiptopeke State Park (11.9 miles) AIRPORT: Norfolk International Airport - ORF (42.0 miles) -- 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 - No hunting - No firearms - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: The wood-burning fireplace is not available for guest use - NOTE: No trespassing the property's tree line boundaries - NOTE: Pool towels, beach towels, and coffee are not provided, it is recommended that guests bring their own

Pelican Home with Rooftop Deck & Walk to Beach

Cape Charles, VA, US
3 Bedrooms 8 Guests
Sep 30 - Oct 3
$500 night

The Pelican, rooftop sunsets, walk to the beach! This home got a facelift! New paint, furniture, and décor! 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 The Pelican, Home Features: • 3 Bedrooms, 2.5 Baths, up to 8 guests • TV Room & Cozy Two-Sided Fireplace, Shared with Screened Porch • Walk to The Oyster Farm & Marina • Remote Work Desk with a View • Free WiFi & Smart TVs Only steps away from a private beach, come experience stunning sunsets over the Chesapeake Bay from the incredible rooftop deck! The Pelican is an elegant custom-built home in a private neighborhood that offers the best of both worlds. The popular Oyster Farm Restaurant and wedding venue is conveniently located on Kings Creek Marina at the end of the street. Or take a short golf cart ride to the historic downtown restaurants and shops! The sophisticated coastal style of the open concept first floor draws you in and is the perfect setting for quiet evenings or fun-filled family nights. There is a 65" smart TV, cozy leather sectional, and a two-sided gas fireplace, shared with the screened in porch. Step through the French doors onto the porch; perfect for morning coffee or an evening cocktail. The beautiful dining area seats 8 and is open to both the living room and kitchen. Make yourself at home in the chef appointed kitchen boasting a gas Wolf range and second wall oven. The coffee bar comes fully equipped with Keurig, drip, French press and pour over options. This level also has a large laundry room, fully fenced in backyard and an outdoor shower, perfect for washing off sand from the beach across the street! The first floor suite includes a luxurious king bed, television, a full private bath and access to the porch. The second floor has wonderful views, a children’s reading area, and two lovely bedrooms. These bedrooms offer privacy and are joined by a jack-and-jill bathroom. The front room includes a king bed with a WinkBed mattress, television, and a lovely view of the Chesapeake Bay. The second bedroom offers 2 twin bunk beds (4 twins total) and ample closet space. There are two twin cots available in the closet for additional sleeping (the two cots allow for a total of sleeping ten). The third-floor loft is the perfect place to enjoy panoramic views of the Bay and the Marina! This level includes a sitting area, library, and a large executive desk (an ideal office for working from home). During your stay, please take advantage of the carefully curated library. From here, step out onto the spacious rooftop deck, a perfect spot to settle in with a good book or enjoy conversation and a beverage while you watch the sunset. Truly, Cape Charles is the best kept secret on the Eastern shore! Home to walkable sandy beaches, incredible sunsets, golfing, nature trails, restaurants, shops, outdoor activities and so much more! Come and discover all it has to offer during your stay at The Pelican! 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, 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: 837

Pet-Friendly Home w/ Gazebo: Minutes to Beach!

Cape Charles, VA, US
5 Bedrooms 9 Guests
Aug 30 - Sep 2
$499 night

Experience the small town of Cape Charles when you stay at 'Ivey Mill,' a newly renovated 5-bedroom, 2-bathroom vacation rental house! Standing majestically at the entrance of town, this retreat combines classic charm with the conveniences of modern living, including a spacious kitchen, sleeping for 8, and high-speed internet connection. With the beach, harbor, and local attractions all less than 2 miles away, you're sure to have a fabulous getaway at this East Coast gem! -- THE PROPERTY -- 2-Acre Private Lot | Pet Friendly w/ Fee | Walk to YMCA Pool & Gym | Updated Space Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bunk Bed, Twin Bed | Bedroom 5: Downstairs, Full Bed KITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, ice maker, toaster INDOOR LIVING: 42" cable LCD HDTV, 2 cable TVs, open foyer, heart pine flooring, dining table, board games, DVD player OUTDOOR LIVING: 2-acre lot, 1,200 sq ft patio, covered gazebo, outdoor furniture, fire table, new stainless steel grill, 36" Blackstone, picnic table, additional tables & chairs, outdoor shower GENERAL: Central A/C & heat, towels & linens, washer & dryer, free WiFi, trash bags & paper towels, beach chairs, tent & umbrella, beach towels, beach toys, large dog crate FAQ: Pet fee (paid pre-trip), stairs required for access, no fireplace use PARKING: Driveway (4 vehicles), boat parking allowed on-site, NO CAMPERS ALLOWED -- THE LOCATION -- WATERFRONT FUN: Cape Charles Beachfront (2.5 miles), Cape Charles Town Harbor & Marina (2.7 miles), Oyster (4.0 miles), Kiptopeake Beach & Boat Ramp (8.2 miles) CAPE CHARLES HISTORIC DISTRICT (2.4 miles): Boutiques, art galleries, waterfront restaurants THINGS TO DO: Bay Creek Resort & Golf Club - Jack Nicklaus & Arnold Palmer 18-hole courses (2.7 miles), Kiptopeke State Park (7.7 miles), Eastern Shore of Virginia National Wildlife Refuge (8.1 miles) AIRPORT: Norfolk International Airport (36.6 miles) -- 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 - Pet friendly with $100 fee (+ fees & taxes, 2 pets max) - No events, parties, or large gatherings - Must be at least 30 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs for access which may be difficult for guests with limited mobility - NOTE: The fireplace is not for guest use - NOTE: Campers are not permitted to be parked on-site

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

Cape Charles, VA, US
1 Bedrooms 4 Guests
Aug 26 - 28
$308 night

Hot Tub Soaks | Barbecue Feasts w/ Gas Grill | Board Game Nights | ‘Whitney Bungalow' Nestled in the heart of Cape Charles, with easy access to beaches, shops, and restaurants, this 1-bedroom, 1-bath vacation rental is the perfect launchpad for your Chesapeake Bay getaway! Sip your morning brew on the furnished patio. Then, stroll through the quaint downtown or spend an afternoon at Kiptopeke State Park. As evening falls, settle into the hammock or gather around the fire for s’mores! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom: 1 king bed - Living Room: 1 twin daybed - Additional Sleeping: 1 full air mattress, 1 portable crib INDOOR LIVING - 2 Smart TVs - Dining table - Board games OUTDOOR LIVING - Furnished patio, hot tub - Gas grill (bring your own propane) - Spacious yard w/ hammocks - Fire pit, starter pack of wood - 2 beach chairs KITCHEN - Refrigerator, stove/oven, dishwasher, microwave - Cooking basics - Keurig coffee maker (bring your own coffee) GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Washer & dryer - Linens/towels ACCESSIBILITY - Single-story cottage, 2 steps required to enter PARKING - Driveway (2 vehicles) - RV/trailer parking allowed on-site ADDT’L ACCOMMODATIONS  - An additional property is available in the main house with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - On-site access to Brockenberry Bay - 8 miles to Cape Charles Historic District & beaches - 9 miles to Bay Creek Resort & Golf Club - 12 miles to Kiptopeke State Park - 46 miles to Virginia Beach - 41 miles to Norfolk Int’l 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 single-story property requires 2 steps to enter - The property sleeps 3 guests in 2 beds, with room for 4 total by using the full air mattress

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

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

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

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

Bay Breeze Home, Close to Beach, Bay Creek Access

Cape Charles, VA, US
4 Bedrooms 10 Guests
Aug 31 - Sep 2
$575 night

Enjoy the Bay Breeze in Cape Charles! Beautiful beach house located in Marina Village. 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 Bay Breeze, Home Features: • 4 Bedrooms, 3 Baths, up to 10 guests • Spacious Kitchen • Views of the Marina • Jacuzzi Tub & Standing Shower in Primary Suite • Free WiFi & Smart TVs Located in a gated community, Bay Breeze is in walking distance of Kings Creek Marina, a private beach, and a quick golf cart ride to downtown Cape Charles. Bay Breeze offers 2 first floor bedrooms, 1 king and 1 queen, each with their own bathrooms and deck access. The Primary Suite is complete with a large bathroom with a jacuzzi tub and a large standing shower. Up the stairs an open concept, perfect for entertaining your group with a spacious kitchen and living area that has views of the Marina and a second story deck. This floor is completed with 2 bedrooms, a queen and a double bunk room as well as a full bath. Upstairs on the third floor there are 360 degree views of the Marina Village. This is the spot to enjoy your morning coffee or a cocktail indoors or on the balcony! 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. Also, the complimentary pool is open Memorial Day through Labor Day. 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, 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: 976

Madison Suite Cottage, Two Blocks from the Beach

Cape Charles, VA, US
1 Bedrooms 2 Guests
Aug 26 - 28
$295 night

NEW! The new cottage on the block! This newly renovated 1 bedroom cottage is nestled just 1 and a half blocks from the beach! Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) *This is a no pet/animal home. The Madison Suite, Home Features: • 1 Bedroom, 1 Bath, up to 2 guests • Just 1.5 Blocks from the Beach • Well-Equipped Kitchen & Stainless Steel Appliances • Close to the Town’s Central Park & Downtown • Free WiFi & Smart TVs New to the rental program and newly renovated cottage just 1.5 blocks from the beach! This home is ideal for a couple’s romantic beach getaway for 2! This home has 1 bedroom with a queen bed and 1 full bathroom with a tub/shower combo with new tile surround. The kitchen is well-appointed with new stainless steel appliances, the dining room has a dining table that seats 6, and a large backyard with an outdoor shower and gas grill. The house is close to the town’s central park and downtown! What more can you ask for? The laundry room with a full-sized washer and dryer is attached to the house but is only accessible from the outside. No pets allowed at this property. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by 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: 1283

Nautical Miles Home, Close to Park, Beach & Shops

Cape Charles, VA, US
3 Bedrooms 9 Guests
Aug 30 - Sep 1
$408 night

Newly renovated: unveiling Cape Charles, VA’s latest vacation rental gem! New appliances, furniture and bedding! And the owner is continuously improving this new rental! Adding new photos as we go along! Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) Pet Friendly, fee applies per pet. Nautical Miles, Home Features: • 3 Bedrooms, 2 Baths, up to 9 guests • Fully Equipped Kitchen, Stainless Steel Appliances • TV Room with Board Games • Private Backyard Patio & Grill • Free WiFi & Smart TVs Escape to the tranquil shores of Cape Charles, VA, and indulge in a coastal getaway unlike any other! Nestled in this charming beach town, our newly renovated 3-bedroom, 2-bath ranch offers the perfect retreat for families, friends, and couples seeking relaxation and adventure. Step inside to discover a beautifully appointed interior, blending modern comforts with beach-inspired décor. The spacious living area invites you to unwind with plush furnishings and abundant natural light streaming through the many windows. Kick back and catch up on your favorite shows on the flat-screen TV or gather and play board games with loved ones. Prepare delicious meals in the fully equipped kitchen, featuring sleek countertops, stainless steel appliances, and ample cabinet space for all your culinary essentials. Enjoy meals together in the adjacent dining area, where sliding glass doors lead to a private outdoor patio. When it’s time to rest, retreat to one of three inviting bedrooms, each thoughtfully designed to ensure a peaceful night’s sleep. The master suite boasts a luxurious king bed and en-suite bath, complete with a walk-in shower and elegant vanity. Two additional bedrooms offer comfortable accommodations for guests, with a queen beds & bunk room detailed with charming coastal accents. Outside, you’ll find your own private oasis awaiting. Relax on the spacious patio and soak up the sunshine, or fire up the grill for a delightful barbecue with friends and family. Afterward, gather around the picnic table and stargazing under the clear night sky. With the beach just moments away, endless adventures await! Spend your days swimming, sunbathing, and building sandcastles along the pristine shoreline, or explore the town’s vibrant shops, restaurants, and attractions. Embark on a scenic bike ride along the nearby trails, or relax in the sun room addition with a good book. Whether you’re seeking relaxation or excitement, our charming ranch provides the perfect home base for your Cape Charles retreat. Book your stay today and start making memories that will last a lifetime! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by 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: 1360

Coopers Landing Home, Two Blocks from Beach

Cape Charles, VA, US
3 Bedrooms 6 Guests
Aug 30 - Sep 1
$383 night

Great location! 2-story beach house just a short to the beach! Just 1 block! Charming beach cottage in sought after in-town location. Owner has strong eye for design which is evident throughout this meticulously maintained home with high-end finishes and a flexible open floor plan. Original wood floors. Plenty of charm. Cooper’s Landing, Home Features: • 3 Bedrooms, 2 Baths, up to 6 guests • 1 Block from the Beach • Large Front Porch with Seating • Remodeled Kitchen • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) This is a no pet/animal home. Cooper’s Landing is located in Cape Charles on Virginia’s charming Eastern Shore. The house is situated only 1 block from one-half mile of public beach along the Chesapeake Bay. A beautiful front porch graces this home. Perfect for a peaceful, early morning coffee, or to catch a cool evening breeze. Inside, the owners lovingly decorated and furnished the rustic interior. Antiques eclectically mix with modern furniture to create a cozy atmosphere perfect for family and friends. With three bedrooms (sleeps 5), dining area (seats up to 6), newly remodeled kitchen (additional seating for 2), one full bathroom upstairs, and a full bath downstairs. A landscaped patio with seating for 6 is the centerpiece of a fenced backyard. Park and leave your car and hop on a golf cart rental to see all that Cape Charles has to offer. There are plenty of activities to enjoy like summer concerts in the park, beachcombing, boating, fishing, kayaking, paddleboarding, biking, antiquing, cider, wine or bourbon tastings, and visiting our new local craft brewery. There is even a local public library and historical society and museum dedicated to our special town. There is so much to do or you can choose to do nothing at all and relax at this lovely home. That is the best part of staying here. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by 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: 1330

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

Blue Haven Home, Fire Pit & Blocks from Beach

Cape Charles, VA, US
3 Bedrooms 7 Guests
Aug 26 - 30
$530 night

Creating unforgettable summer memories has never been so easy! Completely renovated into an open floor plan with a modern kitchen and spacious rooms. The house is located blocks from the beach, shops and restaurants. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around This is a no pet/animal home. Disclaimer: Hot tub is not for guest use. Blue Haven, Home Features: • 3 Bedrooms, 2.5 Baths, up to 7 guests • Well-Equipped Kitchen • Kitchen Island Breakfast Bar • Back Deck with Outdoor Seating • Free WiFi & Smart TVs Completely renovated into an open floor plan with a modern kitchen and spacious rooms. The house is located blocks from the beach, shops and restaurants. Fully stocked kitchen, dining for six and four additional chairs at the kitchen island, washer and dryer, and Wi-Fi for your home away from home. After a long fun day at the beach return to comfort and relax on the back deck and hard-scaped stone patio. Parking for Blue Haven is both on street and a private driveway. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Chesapeake Properties Vacation Rentals by 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 Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do not record any audio. License number: 654

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

Second Wind Townhouse, Walk to Beach & Downtown

Cape Charles, VA, US
2 Bedrooms 7 Guests
Aug 26 - 28
$295 night

Your beach vacation awaits at Second Wind! You can’t go wrong with this location. Please see: Other Things to Note For Area Details, please see: Where You’ll Be (Located under the map!) *This is a no pet/animal home. Second Wind, Home Features: • 2 Bedrooms, 3 Baths, up to 6 guests • 2 Separate Living Areas • Just Blocks from the Beach & Downtown • Outdoor Furniture, Grill & Bikes! • Free WiFi & Smart TVs Find your Second Wind at this charming, newly renovated duplex in Cape Charles! Located just blocks from the beach and downtown action, Second Wind is the perfect place to experience your Cape Charles getaway. This duplex features a front porch facing a quiet street, as well as a back deck complete with a privacy partition and a fenced in back yard. Step inside to relax in the living room, thoughtfully decorated in beach theme! The open concept is perfect for entertaining your group in the living room while cooking a fabulous meal in the fully-stocked kitchen if you choose to stay in. The downstairs hosts a full bath as well as a private sitting room that doubles as a third bedroom with a queen size sleeper sofa. Upstairs, you’ll find the first bedroom and full bath featuring a full and twin bed. Continue down the hallway to a tucked away laundry room and the primary bedroom. This bedroom also features a full bath and a luxurious queen size bed. Second Wind has all the amenities one may need including outside furniture, bikes, and a brand new grill! This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by 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: 555

Ocean Breeze Home, Close to Beach, Shops & Park

Cape Charles, VA, US
3 Bedrooms 8 Guests
Aug 26 - 28
$418 night

Brand New construction in the town of Cape Charles. Open concept main floor with a first floor bedroom and bathroom. Ocean Breeze, Home Features: • 3 Bedrooms, 2.5 Baths, up to 8 guests • Open Concept Floorplan • Wide Fenced Backyard • Free WiFi & Smart TVs Please see: Other Things to Note For Area Details, please see: Where you’ll be (Located under the map!) This newly built home sits in a great spot in Cape Charles only a short walk from the Eastern Shore Custom Carts where golf carts are rented. This home has an open concept main floor with a first floor bedroom and bathroom. The second floor has a Queen bedroom, kids bedroom has 3 twin beds and a trundle bed, there is also a pullout couch in the main upstairs area that is connected to the second floor full bath. Wide open fenced in backyard which is great for the kids to run around and knock off some energy. Come stay in this lovely home and enjoy our small town. This home uses keyless entry for self-check-in; your door code is sent by email and text 2 weeks (or less) prior to arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast, meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek’s award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to and around Cape Charles, Virginia: • Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy’s Taxicab Services] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Chesapeake Properties Vacation Rentals by 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: 678

Sweet Virginia Breeze Condo, Walk to Beach & Shops

Cape Charles, VA, US
2 Bedrooms 4 Guests
Aug 26 - 28
$265 night

Newly renovated condo equipped with new furniture, decor, appliances and all you will need for your beach vacation. Close to beach and shops! Sweet Virginia Breeze, Home Features: • 2 Bedrooms, 2 Baths, up to 4 guests • Walk to Shopping District • Well Equipped Kitchen & Open Floor Plan • Includes Private Parking • 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. Newly renovated condo equipped with new furniture, decor, appliances and all you will need for your beach vacation. This 2 bedroom, 2 bath condo is located within the historic district of Cape Charles, VA, a quick golf cart ride or walk to the shopping district and 6 blocks from the beach! Open concept living, comfortable seating in living and dining area. • Quick golf cart ride to the beach or walk to the shopping district • Outdoor seating area and grilling This condo includes private parking and has the option to rent one unit or multiple for a larger crowd! 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: 1502

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**

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

Vacation Rentals in Exmore by Amenities & Features

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Vacation Rentals Near Exmore

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