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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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    ** 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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    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    ***4312 Main Street***Enjoy the water view from this immaculate home offering spacious rooms and a quiet location off Main Street. All bedroom on the same level.***Bed Sizes: 3 Queen, 1 Double Futon***Prime Season Rates: $775 weekly/$155 per night.Off Season Rates: $600 weekly/$120 per night.... View all property information
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    Chincoteague Island, Virginia 23336
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    ** 4653 Main St // Waterfront // BEDS: 2Q/D/4T ** Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian-style home steeped in tradition. From the original woodwork to the brick kitchen floor, you'll enjoy the original integrity this island home features. Once the home... View all property information
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    Chincoteague Island, Virginia 23336
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    ***7469 Goose Lane***Very private and spacious waterfront home overlooking Assateague Island with pier and deep water dock. It offers over 1100 square feet of outside decking and large screen porch and over one acre prime waterfront setting overlooking marsh and beautiful vistas. Nice bedrooms... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (2) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    ** 7143 Pine Dr // Waterfront // Beds: 2D/T/B(2T)/Futon ** The house is located on Pine Drive on Piney Island, closest neighborhood to the beach and convenient for shopping and dinning on Maddox Blvd. This wonderful waterfront beach bungalow features a wrap around deck with views of Assateague and... View all property information
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    Chincoteague Island, Virginia 23336
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    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6321 Captain's Ln // Waterfront // BEDS: K/Q/2QSS ** A beautiful bayside villa, professionally decorated, features luxury amenities including a walk-out from the living room area to a private deck and then marina area. The master bedroom suite is a dream come true - beautiful tiled shower,... View all property information
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    Chincoteague Island, Virginia 23336
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    1 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 3645 Main Street // Waterfront // Beds: K/D/2T ** A luxury waterfront vacation rental home with community pool privileges. Located on Chincoteague Bay, right at the water's edge. Enjoy breathtaking views and beautiful sunsets! On the first floor you'll find a sitting area, two bedrooms (D & 2T)... 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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    ** 4622 Main St // Water View // BEDS: K/Q/B(D/T)/B(2T)/QSS/Futon ** We are pleased to be able to offer this rental to you! Mainstay is a newer vacation rental home with so many luxuries you'll want to stay all summer long! The eco-friendly, newly constructed home has all the modern amenities and... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 3300 Main Street // Waterfront // Beds: Q/D/2T ** A lovely 3 bedroom waterfront Victorian home that features a first-floor bedroom with a queen bed and full bathroom with tub/shower. Almost Heaven is just that... boasting amazing sunsets over the Chincoteague Bay and a private pier great for... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    ** 7482 East Side Rd // Waterfront // BEDS: Q/B(2T)/QSS ** We are pleased to be able to offer you this fabulous 2nd level unit! The interior has been completely renovated, from the drywall and paint, to the furniture! You'll enjoy all modern amenities including flat-screen TVs (3), internet,... View all property information
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    Chincoteague Island, Virginia 23336
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    ** 7482 Eastside Dr // Waterfront // BEDS: D/4T ** Do you need a vacation rental where you can park your boat and bring your pet? You've found it! Sea Tag #23 is a great two bedroom unit (upper level) that overlooks beautiful Assateague Island. Enjoy relaxing on the covered porch after a fantastic... View all property information
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    Chincoteague Island, Virginia 23336
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    5 Bedrooms, 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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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    **7665 East Side Dr // Water Access // BEDS: 3Q/QSS ** This comfortable, family friendly vacation rental is waiting for you to enjoy. This unit has pool access and dock access directly across the street for easy access for those fun family fishing and crabbing experiences. It is within walking... View all property information
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    Chincoteague Island, Virginia 23336
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    3 of 5 bubbles (2) Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ** 4096 Channel Lane // Waterfront // Beds: Q/2T/Q Air Matt. ** The best waterfront views on the island are right here, and there's also a private pier where you can dock your boat. Clean, cool and comfortable, you'll enjoy a most relaxing island vacation here. The master bedroom suite features a... View all property information
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    Chincoteague Island, Virginia 23336
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    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***5387 Hibiscus Drive-Oyster Bay I***Spend your day at the beach or on this wonderful wrap around screen porch. Canal front, located in private community.***Bed Sizes: 1 King, 2 Twin, 1 Trundle***Rates:Prime Season Rates: $1050 weekly/$210 per night.Off Season Rates: $800 weekly/$160 per night.... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    ** 5020 Main Street // Town & Country // Beds: Q ** This charming Chincoteague cottage was built in the 1930's and is located directly across the street from the Chincoteague Bay. Abbie Thornton Cottage has kept much of the original integrity, but has been lovingly restored to offer all the modern... 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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    ** 3386 Hook Dr // Waterfront // BEDS: 2Q/2T/2QSS ** Comfortable, pet friendly home on large, private side-creek lot with fantastic views from both front and back of house! Excellent crabbing from dock! (Property sits on creek only suitable for kayaks, canoes and crabbing.) Easy walking distance to... View all property information
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    Chincoteague Island, Virginia
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 5155 Winder Ln // Waterfront // BEDS: K/Q/2T ** Our guests come year after year to relax and enjoy truly fabulous views of our famous Chincoteague Bay sunset! This roomy, attractively decorated home is surrounded by water views, wetlands and birds! Windrush boasts lots of outdoor space including... 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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    ** 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
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    Chincoteague Island, Virginia
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    5 of 5 bubbles (34) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    It's a celebration of nature in its most magnificent form, as the wild Chincoteague ponies run up and down the marshland, the local birds will sing you a song. As this perfect day comes to an end, the laid back reggae tunes will set the mood for the miraculous montage of Caribbean colors that make... View all property information
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    Chincoteague Island, Virginia 23336
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    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    ** 4501 Main St // Waterfront // BEDS: Q/B(D/T)/B(2T) ** Water's Edge is an adorable Bay Front cottage in walking distance to Chincoteague's Historic Downtown. You'll be impressed by the charm of this home from the time you pull in the driveway. On the first floor you'll find a full bathroom with... View all property information
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    Chincoteague Island, Virginia
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    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 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
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    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    ** 3032 Main St // Waterfront // BEDS: 2Q/2B(4T) ** Words cannot describe this top-of-the-line luxury townhome. The moment you walk in, you'll find a game room with pool table board games and a large flat screen TV. The second level is a spacious open floor plan with views of the water from just... View all property information
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    Chincoteague Island, Virginia 23336
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    3 of 5 bubbles (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ** 6321 Captains Ln // Waterfront // Beds: K/D/2QSS ** Villa 114 is a beautiful, professionally decorated unit located close to the pool and fitness area. Spacious, light and bright, this ground-level unit features a private deck area with walk-out to the marina. The master bedroom has a private... View all property information
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    Chincoteague Island, Virginia 23336
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    ***208 WonderView - 7622 East Side Drive***This top floor end unit offers spectacular views over Assteague Channel and lighthouse. The covered deck is a perfect spot after a long day at the beach. Ideal place for kayaking or bird watching. WiFi Available***Bed Sizes: 1 King, 1 Twin with Trundle,... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** 5416 Hibiscus Ct // Waterfront // BEDS: 3Q/DSS ** Oyster Cove is a beautiful three bedroom, two bath home with an open floor plan, plenty of windows, and outstanding views of Oyster Bay! Relax with a book on the giant screened porch or catch some sun on one of the home’s several open decks. At... View all property information
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    Chincoteague Island, Virginia
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    ** 3043 Ridge Rd // Water Access // BEDS: Q/2T ** This delightful townhome features beach living at it's best. The Master Bedroom offers a private balcony with sunset views. Snow goose also offers (shared) dock access to a tidal canal that is full of wildlife. Additional amenities include: view:... View all property information
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    Chincoteague Island, Virginia 23336
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    ** 5129 Richardson St // Waterfront // BEDS: 2K/Q/2T ** Enjoy some of the island's best water views overlooking Oyster Bay from nearly every room of this custom beach home! Located on a bulk-headed waterfront lot in Richardson's Landing, you can fish and crab from the backyard! A wonderful feature... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 6423 Pine Dr // Waterfront // BEDS: 2Q/2T/QSS ** Island Sunrise is gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house pet friendly but it offers a deep water boat dock and 3 spacious decks. The views of Assateague Island and the Assateague... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 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
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (5) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    ** 3867 Main Street // Water View & Access // BEDS: 2Q/2T/B(2T)/TT/Futon ** Huge 5 bedroom, 2.5 bath Victorian home right on Main Street - close to downtown. Great White is pet friendly & big enough to accomodate 12! Fantastic wrap-around screened porch out front! This home includes access to a... View all property information
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    Chincoteague Island, Virginia 23336
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    2.5 of 5 bubbles (4) Poor
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    ** 3464 Ridge Road // Water Access // BEDS: K/Q/2B(4T)/QSS ** Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beautiful views of Assateague Island. The chef's kitchen compliments the spacious dining area that opens up to the large... View all property information
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    Chincoteague Island, Virginia 23336
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Our waterfront cabanas are located right on Assateague channel on East side Rd. The property overlooks Assateague Island and the National Park and the Wildlife Refuge. You can see the Assateague Lighthouse and the famous wild ponies straight from the property right across the water. You can wake... View all property information
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    Chincoteague Island, Virginia 23336
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ** 4092 Channel Ln // Waterfront // BEDS: Q/2T/QSS ** Tastefully remodeled and comfortably furnished, TERN INN is a delightful 2 bedroom townhome you'll find nestled on the shoreline of the Assateague Channel. Open floor plan, master bedroom suite with balcony, private pier and unobstructed views... View all property information
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    Chincoteague Island, Virginia 23336
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    3.5 of 5 bubbles (7) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • ?
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    • ?
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    ** 7047 Pine Dr // Waterfront // BEDS: D/QSS ** WOW - Talk about a prime location! This charming Piney Island waterfront cottage has some of the most amazing views of Assateague Island and has just been newly renovated! With many upgraded amenities, you will fall in love all over again with this... View all property information
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    Chincoteague Island, Virginia 23336
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    • x
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    ** 5329 Cedar Dr // Water Access // BEDS: Q/T/B(2T) ** Take a step back in time at this lovely little cottage. What you won't find are the modern-day 'connectivity' features - there is no cable TV or internet. This is the perfect spot to disconnect and just enjoy your time at the beach! Prime Time... View all property information
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    Chincoteague Island, Virginia 23336
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Porch
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    • DVD Player
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 7381 Hickman Ln // Waterfront // BEDS: 2Q/B(2T)/QSS ** Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio perfect for those summer time seafood feasts. The first level is great room boasting reclaimed barn board walls and wide... View all property information
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    Chincoteague Island, Virginia 23336
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
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    ** 7312 Turlington Ln // Water View // BEDS: K/Q/T/DSS ** Fantastic 2 bedroom ranch-style home with a fantastic location on East Side! This home features central air, washer/dryer, dishwasher, fireplace & more. The kitchen has been remodeled, there are new wood floors, new dining room & more!... View all property information
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    Chincoteague Island, Virginia 23336
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
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    ** 7516 Doe Bay Lane // Waterview // Beds: 2Q/2T/QSS ** Bayside II is a nearly new, well appointed, waterview, 3-bedroom duplex located just off of South Main St. on the quiet southern end of the island. This spacious, nearly 2,000 sq ft. home offers a family of up to 8 an open floor plan to enjoy... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
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    ** 4092 Grand Bay Court // Waterview // Beds: Q/D/QSS/TT ** Family-Friendly FUN -- This is a great rental home! The first floor offers a large living room that is open to the spacious eat in kitchen. Walk through the sliding glass doors from the kitchen out to your pond front patio with seating, a... View all property information
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    Chincoteague Island, Virginia 23336
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Patio
    • Grill
    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Moorings North is an unique architecturally designed luxury 5 bedroom home in the heart of Chincoteague Island. The house is elegantly decorated and has mesmerizing panoramic views of Chincoteague Bay. It is conveniently located in walking distance to small shops, a coffee house, and... View all property information
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    Chincoteague Island, Virginia 23336
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    1.5 of 5 bubbles (2) Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
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    ** 3438 Main St // Waterfront // BEDS: Q/2T/QSS ** Affordable waterfront accomodations! We are pleased to be able to offer you this modest Chincoteague cottage located on Main Street just south of town. An unbeatable deal - waterfront location at a non-waterfront price - you won't find it anywhere... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 44
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Terrace
    • Internet Access
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** 5118 Richardson St // Waterfront // BEDS:2 K/Q/2T/QSS ** Truly a masterpiece, this luxury vacation rental home offers only the finest amenities. Each bedroom is a separate suite with private bath. The master bedroom suite (K) features two a spa bath with jetted tub, a private waterside deck area... View all property information
    Location Information
    Chincoteague Island, Virginia
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    2 of 5 bubbles (1) Poor
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Porch
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ** 7142 Silver Sails Landing // Town & Country // Beds: 2Q/2T/QSS ** This wonderful 3 bedroom, 2.5 bath rental home is light, bright & airy. Adam's Apple boasts all amenities including community pool privileges, 1st floor master, open floor plan, screened porch, deck, fully stocked kitchen & more.... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    ** 5216 Pine Tree Way // Town & Country // Beds: 3Q/B(2T)/QSS ** Rest and relax at the charming Carriage House while enjoying all of the modern conveniences of home. Built in a quiet community (Oyster Bay II), this home features a large and spacious kitchen, with an open concept living room and... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 15
    3 Bedrooms, 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