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Vacation Rentals in Chincoteague Island, VA

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    Travellers to Chincoteague Island are booking April dates now. Secure your vacation rental today, and have the perfect trip.
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 6238 Church St // Town & Country // BEDS: 4Q ** What a beautiful home! This classic downtown Victorian is perfect for your vacation. The spacious first floor offers a large living room, formal dining room, fully equipped kitchen screened porch and queen bedroom plus half bath. Upstairs you'll be... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 5337 Oak Drive // Water Access // Beds: 2Q/4T ** This beautifully renovated 4 bedroom, 2 bathroom home could be the ideal vacation home for your family and/or friends. Located on Oak Dr in Piney Island this home is an easy bike riding distance to the beach and trails of Assateague Island.... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ***7541 Pony Cove Lane***Comfortable duplex with screen porch is a delight. Next to Seagull's in Flight. WiFi in the prime season.***Bed Sizes: 1 King, 1 Queen, 4 Twin, 1 Double Sleep Sofa, & 1 Twin Day Bed***Prime Season Rates: $950 weekly/$190 per night.Off Season Rates: $650 weekly/$130 per... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***4560 Shelley Cove Lane - Smugglers Cove***Private, secluded neighborhood. Very natural wooded setting with water access available. Next door to Pine Cove Place and Serenity Now. Water access is for kayaks and canoes. 2 bedrooms and 1 bath downstairs/2 bedrooms and 1 bath upstairs.***This... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    ** 7482 East Side Dr // Waterfront // BEDS: Q/QSS ** Very nice waterfront condo unit overlooking Assateague Island. Ground floor unit. This unit will sleep 4, and comes with a deep water boat slip for your use all week. Fish or crab from the dock. There is a community laundry facility on premises.... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    ***6582 Church Street***Lovely spacious home with 2 enclosed sunporches. Large kitchen for those looking to cook. Nice back deck and 1st level bedrooms. 3rd bedroom is loft area. Close to town & shopping but very quiet and private setting. 2 bedrooms and 2 baths downstairs (includes master bed... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***5348 Oak Drive-Piney Island***Tucked away in Piney Island Just minutes from Assateague's nature trails and beach. Wireless internet and water access for canoe and kayak. Pet Friendly! New bedroom and bathroom added in 2013. All bedrooms on same level.***Bed Sizes: 1 Queen, 1 Double, 2... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    ** 7665 East Side Dr // Water Access // BEDS: Q/2T/QSS/Air mattress ** Great 2 bedroom, 2.5 bath townhome in Lighthouse Estates community off East Side Drive. This home features all amenities including central air, washer/dryer and new kitchen appliances. In addition, there is a community pool as... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (4) Excellent
    Studio, 4 Bathrooms, Sleeps 14 | Quick View
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    ** 7159 Sheepshead Ln // Waterfront // BEDS: 4Q/2T/QSS/Futon ** Nestled on the eastern tip of Chincoteague Island, this spacious waterfront estate has been designed and meticulously constructed by a local craftsman. Enjoy the unobstructed views of Assateague Channel and the lighthouse while the... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    ** 6289 Hancock Ln // Waterfront // BEDS: 2K/4T/QSS ** Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with all bedrooms on the first floor, and the main living-level on the second floor. This allows you to capture and maximize the... View all property information
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    Chincoteague Island, Virginia 23336
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Lorna’s Dune is a 2 bedroom, 1 1/2 bath, central air conditioned home that sleeps up to 4 people with 1 Queen and 2 Twin beds. On the first floor you will find the kitchen that is furnished with stove, refrigerator, dishwasher, microwave, coffee pot, crock pot, pots and pans, dishes, glasses,... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 4579 Shelley Cove Ln // Waterfront // BEDS: K/Q/D/T/T ** Wow, what a deal! This magnificent 5 bedroom, 3 bathroom waterfront home is perfect for your family vacation. Offering two first floor bedrooms one with a twin trundle bed and en suite bath, the second bedroom has a double bed. The large... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    ** 7749 East Side Dr // Waterfront // BEDS: Q/5T ** As a classic Chincoteague-style home, Hopkin's House is situated on the East Side of Chincoteague Island and overlooks the Assateague Channel. You'll enjoy a wonderful, relaxing vacation at this 3 bedroom home; it's just a short distance from the... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (2) Very good
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6321 Captain's Ln // Waterfront // BEDS: K/Q/2T/QSS ** Villa 312 is a beautiful 3 bedroom villa featuring a master bedroom suite with luxury bath, gourmet kitchen with center island which is great for entertaining, laundry room with washer/dryer and a waterside balcony overlooking Chincoteague... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***8172 Marsh Point Lane***Charming, traditional island home near town. Walking distance to shops, restaurants, waterfront. Perfect for gathering family/friends. 1 bedroom and 1 bath downstairs/2 bedrooms and 1 bath upstairs.***Bed Sizes: 2 Queen, 1 Queen Sleep Sofa, 2 Twin***Rates:Prime Season... View all property information
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    Chincoteague Island, Virginia 23336
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    Bayberry is an inviting, 2 bedroom, 2 ½ bath, centrally air conditioned, canal front townhome that sleeps up to 6 people with 1 Queen, 1 Queen Sleep Sofa, and 2 Twin beds. This island getaway is the perfect spot for enjoying the Fresh Salt Air from the first floor deck or the second floor balcony... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 7158 Piney Island Rd // Waterfront // BEDS: K/Q/D/2T ** Delightful end-unit townhome overlooking the Assateague Channel and Lighthouse. This unit boasts many fine features including a fully-stocked kitchen, waterside master bedroom suite (with balcony), a fireplace and a 28inch flat screen TV... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    WATCH SPECTACULAR SUNSETS FROM THIS LUXURY TOWNHOME! This exceptionally beautiful 3 bedroom/2 bath luxury vacation rental home has central AC/heat and will accommodate 6 guests. Amenities include a designer kitchen, Jacuzzi tub & top of the line upgrades throughout the home. The master bedroom and... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***6444 Dogwood Lane*** Very nice and spacious home in quiet area of island. Large kitchen with stanless steel applicances, big dining area leads out to sun porch.***Bed Sizes: 2 Queen, 2 Twin***Prime Season Rates: $900 weekly/$180 per night.Off Season Rates: $775 weekly/$155 Per night.... View all property information
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    Chincoteague Island, Virginia 23336
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    4.5 of 5 bubbles (3) Very good
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    ** 7556 East Side Dr // Waterfront // BEDS: 3Q/2T/QSS ** Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic view awaits you…to the left is the Assateague Bridge; right of the bridge is the Assateague Lighthouse and ponies; and to the... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 7041 Pine Creek Drive // Town & Country // Beds: 2Q/D/T/QSS ** There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-in kitchen and dining area, and a huge wrap-around deck -- perfect for enjoying the quiet, peaceful setting. The... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***6559 Church Street***Island home with large back yard and deck and Internet. Pet Friendly! Nearby is Chincoteague Crossing. 2 bedrooms and 2 baths downstairs/2 bedrooms upstairs.***Bed Sizes: 1 Queen, 1 Double, 4 Twin***Prime Season Rates: $795 weekly/$159 per night.Off Season Rates: $550... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    ** 5421 Hibiscus Court // Waterfront // Beds: 2Q/4T/Futon ** Avalon is an exquisite 4 bedroom, 2.5 bathroom home situated on a bulkheaded lot on Oyster Bay! There is a large great room that boasts to family rooms, a dining area and large kitchen. Starting from the gas fireplace to the 16' cathedral... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (3) Very good
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    ** 5064 Wildcat Lane // Waterfront // Beds: 2Q/4T/QSS ** Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of the island. Every bedroom is a suite, to ensure all of the adults have the right amount of privacy and a quiet place to... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    ** 4405 Salt Marsh Dr // Waterfront // BEDS: 2Q/4T/QSS ** You can stop looking; you've found it! This 4 bedroom 4.5 bathroom luxury waterfront home may be what you have been searching for. The unique reverse floor plan features 4 bedrooms (with each bedroom offering a private bathroom) on the first... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***6301 Circle Drive***Charming pet friendly cottage in serene island setting with easy access to the Beach and to the Old Town. Spacious yard and screened porch. 2 full bathrooms. Bedrooms include 1 large master BR with king-size; plus 1 BR with 2 twins; and a cozy den with sofa/sleeper. Pet... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    ** 3884 Main St // Town & Country // BEDS: K/Q/2T/B(D/T) ** Welcome to the 'NEW' Hill House! Wonderful traditional island home with fantastic new upgrades! Excellent in town location, walk to dinner, movie, shopping & galleries. Hill House features 4 bedrooms and 2.5 bathrooms, with a first floor... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 5038 Bay Colony Lane // Waterfront // Beds: K/Q/2T/3QSS ** Spectacular waterfront home on the end of a cul-de-sac! Bright, airy and immaculate! Four decks, (one off of the stunning 2nd floor - Private Master Suite). Dramatic cathedral ceiling in the Great Room. A screened porch to host an... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 4333 Anderton Ave // Town & Country // BEDS: 2Q/TT ** You cannot go wrong with this brand new beautiful vacation home!! Walking to restaurants, movies, shopping or anything else is just minutes away. Sea Star is a single story 3 bedroom 2 bathroom home that is tastefully furnished and decorated... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    ** 5122 Main St // Town & Country // BEDS: Q/D/T/QSS ** Set back across the street from Chincoteague Bay, Homestead sits on 5 acres and is a cozy 1890 cottage with the charm of yesterday and the comfort of today. Private, quiet, lots of room outside; it’s perfect for a retreat or family fun.... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Paradise By The Lighthouse is located on the eastside of Chincoteague just off the bank of Assateague Channel. Enjoy watching the wild ponies from your balcony and experience the wonderful breezes and breathe taking views of Assateague Island and the historic Lighthouse. You are within a stone’s... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
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    ** 7622 East Side Dr // Waterfront // Beds: K/Q/DSS ** Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, features all amenities, as well as master bedroom suite with king bed & waterside balcony. Many extras like a flat screen TV... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    Studio, 5 Bathrooms, Sleeps 8 | Quick View
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    ** 5321 Sunrise Shore Dr // Waterfront // Beds: K/Q/B(2T)/2T/Futon ** A waterfront five-star home located in the quiet, pristine Oyster Bay I community. Uniquely designed, no detail was left untouched in the construction and furnishing of this custom home. Unobstructed water views offer... View all property information
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    Chincoteague Island, Virginia 23336
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ***3757 Willow Street***Completely renovated traditional home in town with bright cheerful rooms and offers all amenities. Pet friendly! Two bedrooms on second level of home and two walk thru third story bedrooms. Third story loft with 4 twin beds has a typical Traditional home steep staircase.... View all property information
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    Chincoteague Island, Virginia 23336
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    4.5 of 5 bubbles (2) Very good
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 7665 East Side Dr // Water Access // BEDS: 2Q/2T/QSS ** Light, bright and comfortable 3 bedroom, 2 bath townhouse in Lighthouse Estates with pool privileges and water views. There's water access across the street w/ a boat dock (shared, first come, first serve). Bedrooms and bath on both levels.... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (2) Excellent
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 5173 Winder Ln // Waterfront // Beds: 2Q/2T/Futon ** Saltings is a stunning custom-designed bayfront home with sweeping panoramic views over Chincoteague Bay. The home has an open floor plan designed to capture these breathtaking water views from every room. Saltings is nestled at the edge of a... View all property information
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    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Balcony
    • Washer
    • DVD Player
    • Porch
    • Grill
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 6425 Pine Dr // Waterfront // Beds: Q/D/B(2T)/QSS ** This beautiful Assateague Bay waterfront property int the very popular "Piney Island" area, features a large lawn and loblolly pines along with a deep water boating/fishing pier in a quiet and secluded neighborhood. The master bedroom features... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    2 Bedrooms, Sleeps 6 | Quick View
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    • Grill
    • DVD Player
    • Air Conditioning
    • Porch
    • Satellite TV
    • Washer
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Melva’s Place is a warm and inviting retreat, located in the Heart of Chincoteague. Upon entering this 1 story home you are greeted by a Fully Stocked Kitchen, Dining Room, Large Living Room with a Queen Sleeper Sofa, 1 Full Bath, and 2 Bedrooms. The first Bedroom is furnished with a Double bed,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    • Porch
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ***4446 Main Street****Pet Friendly. Proud traditional with a water view of the Chincoteague Bay. Large appointed rooms, back deck and front screened porch.***Bed Sizes: 2 Queen, 2 Twin, 1 Double***Prime Season Rates: $875 weekly/$175 per night.Off Season Rates: $650 weekly/$130 per night.... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • DVD Player
    • Air Conditioning
    • Porch
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 6407 Pine Drive // Waterfront // Beds: Q/D/2T/QSS ** Located in one of Chincoteague Island's most popular spots (Piney Island), Happy Crab may be the perfect place for your family vacation! This beautiful 3 bedroom duplex has been newly renovated and is loaded with amenities and extras!... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Porch
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 5130 Wildcat Ln // Waterfront // BEDS: K/2Q/2T/QSS ** Prospect Point offers one of the BEST locations on Chincoteague Island. Situated on the last lot at the northern-most tip of the island. This house boasts views of nothing but protected conservation land and open water. There are two bedrooms... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Porch
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 4138 Ridge Rd // Town & Country // BEDS: 2K/4T/QSS ** Light, bright and airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities including screened porch, outside shower, all appliances including washer/dryer, tvs in every bedroom and more. The home is... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 16
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
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    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 7665 East Side Dr. #7 // Water Access // Beds: Q/D/2T ** Bay Mist is a nice two bedroom town home that features water and lighthouse views. The first floor has a large dining/kitchen area, living room with TV and a half bath. Upstairs features a master suite bedroom with private balcony that... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ***6751 Megan Lane***Spacious updated duplex with Screened Porch, W-iFi and Outside Shower. Within walking distance to Maddox Blvd. with shopping, restaurants and attractions.***Bed Sizes: 2 Queen, 2 Twin***Prime Season Rates: $780 weekly/$156 per night.Off Season Rates: $575 weekly/$115 per night.... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 4063 Grand Bay Ct // Water View // BEDS: Q/D/QSS ** Josie's Dream is a newer, more modern vacation rental that features a master bedroom suite with private bath and a great location across the street from Memorial Park. Walk to Etta's Restaurant, East Side Marina or Memorial Park. Note: parking... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 11
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Internet Access
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 3914 Main St // Town & Country // BEDS: 2Q/B(2T)/QSS ** Very nice 3 bedroom home sleeps 6. Full bath on each level (shower only on first level). The spacious living room has a great picture window overlooking Main Street. There's a separate dining room - a great space for gathering the gang for... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 17
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Terrace
    • Satellite TV
    • Balcony
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 6151 Marsh Island Drive, Marsh Island // Waterfront // Beds: 2K, Trundle (2T) ** Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincoteague Bay! Bay Daze is a clean, comfortable and modern townhome (end unit) offering all the... View all property information
    Location Information
    Chincoteague Island, Virginia 23336