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Villas and Holiday Rentals in Chincoteague Island, VA

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    Travellers to Chincoteague Island are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 15
    3.5 of 5 stars (3) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    €449
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    1 / 10
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    €126
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    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €516
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    1 / 14
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €583
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    • Air Conditioning
    • Porch
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    About this property
    Located in one of our most popular rental areas, Oyster Bay, off of 5379 Pearl Drive. Blue Hen is a lovely waterfront rental that offers a complete line of amenities. The master bedroom has a queen bed. The second bedroom has a double bed. The third bedroom has 2 twin beds. There is an additional... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 13 June 2014
    We rented this vacation home for a week. It was clean and well kept. We enjoyed spending time on the screened porch the most. We found several things that would have made our...
    5 of 5 stars Reviewed 28 October 2013
    Our family of four adults rented this house after searching many rental house options. We were not disappointed. It had the room we needed and was waterfront. Off season price was...
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    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €287
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    About this property
    **6138 Fir Landing**Located just steps away from Fir Landings Public Boat Launch, this spectacular property is sure to please the boater in your family with its quick and easy access to Little Oyster Bay. 2 first level bedrooms and 2 second level bedrooms, with a large open floor plan makes this... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    €125
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    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Patio
    • DVD Player
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    About this property
    Save --great Weekend Rates now! Reserve Spring Breaks and Summer now! See our On-line REVIEWS all over the internet! Reserve 2016 at 2015 rates now! Great getaway weekends and mini-weeks with cozy fireplace. Open all year Spinnaker Waterfront -REALLY on Chincoteague Island! Full rates... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 12
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    €269
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    About this property
    ***5187 Oak Spring Lane***Refuge is no exaggeration with this luxury top of the line four bedroom waterfront home. Two luxury master bedrooms lead out to waterfront decks. Grand views of the Chincoteague Bay and access for kayaks and canoes, jacuzzi tub in master bedroom, 2 gas fireplaces and over... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 stars Reviewed 17 August 2015
    The Refuge has a beautiful and secluded setting on the water, with many windows to admire the views from, and 2 decks. The living room was spacious and comfortably furnished. The...
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    1 / 17
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €1,073
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    • Air Conditioning
    • Shared Outdoor Pool...
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    About this property
    6321 Captian's Lane.**Beautiful Villa 319 offers a premier location with five-star amenities. This immaculate top floor corner villa is spacious and accommodating, featuring 3 bedrooms. The master bedroom suite has a private luxury bath for your enjoyment and a private entrance to the waterside... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 30 July 2013
    We were two families with young children & this condo could not have worked any better for us! The location was fantastic - we had an end unit with a balcony that wrapped around...
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    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €1,010
    / Week
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Porch
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    About this property
    5038 Bay Colony Lane - Spectacular Waterfront Home on a secluded cul-de-sac! Bright, Airy And Immaculate! King/Queen/2 Twins/1 Queen and 2 full Sleep Sofas;(4) Decks, One Off The Stunning 2nd Floor -Private Master Suite. Dramatic,Cathedral Ceiling In Great Room;Screened Porch; Central Heat And Air;... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 14
    4 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €714
    / Week
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    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
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    About this property
    6321 Captain's Lane ** 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 Bay. There are tvs in all the... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 3 August 2014
    This was a wonderful place to stay. The pictures don't do this place justice. Definitely will stay again.
    3 of 5 stars Reviewed 26 August 2013
    third floor rental with view of marina and bay...good living room couches....nice mbr furniture (if thats important)...but, I found it a struggle to find basic utensils in the...
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    1 / 15
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €628
    / Week
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    • DVD Player
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
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    About this property
    This Adorably Furnished Home is located at 5463 Pearl Drive in Oyster Bay. This home offers a king bed, 2 queen beds, 2 twin beds, a screened porch, W/D, microwave, blender, toaster, coffeemaker, outside shower, VCR, CCTV, and a BBQ Grill. Please No Smoking and No Pets. This home is located right... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 11 August 2014
    Just returned from one of the best vacations ever. This house was nice and big. There were 8 in our party and there was plenty of room to speed out. The kitchen was well...
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    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    From
    €72
    / Night
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    • Pet-friendly
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    About this property
    ***5421 Deep Hole Road -downstairs apt***Secluded, quiet location with lots of yard for a pet. Pet Friendly!***Bed Sizes: 1 Queen, 1 Double, 1 Sleep SofaRates:Prime Season Rates: $550 weekly/$110 per nightOff Season Rates: $400 weekly/$80 per night Additional amenities include: a/c: wind,... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 18
    4 of 5 stars (2) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    €516
    / Week
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Porch
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    • Pet-friendly
    • Wheelchair access
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    About this property
    4475 Deep Hole Road - K /2 Twins/Queen Sleep Sofa; Screened Porch; Upper Level Open Deck; Dishwasher; Central Heat And Air; Gas Fireplace; Toaster; Washer/Dryer; Microwave; Color Tv; Cable; Vcr; Coffeemaker; Phone. No Pets. Maximum Occupancy 6. This House Rents Sunday to Sunday. ** INTERNET***. View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 13 October 2015
    This two-floor unit offered peace and quiet. The quality and amenities were good and more room than we expected. The three bedrooms downstairs included three full baths. Upstairs...
    3 of 5 stars Reviewed 1 August 2011
    We have never been to Chincoteague to know the location of the house or amenities close by, but we were fortunate to be close to it all! The house was nice, after we did the...
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    1 / 10
    3 of 5 stars (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    €390
    / Week
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Porch
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    • Pet-friendly
    • Wheelchair access
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    About this property
    This single story ranch home is located at 6464 Church Street. This home has a recently updated kitchen with a center island. The kitchen has all needed appliances to prepare a meal including a dishwasher. The living room has vaulted ceilings and a ceiling fan. There a large sofa and a sleeping... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 31 August 2013
    i traveled with a friend, we like a cabin so we can move around a little. we stayed a week during pony penning. we loved the cabin, nice location, easy to find once we figured out...
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €426
    / Week
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    • DVD Player
    • Porch
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    New for 2013, brand new HVAC, 1/2 bath added, and new dishwasher. New renovations in progress and will be announced as completed. Located in lovely Piney Island within a short bike ride to the beach. Coming soon a dog run in the back yard for the furry friends you bring with you. View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 stars Reviewed 29 August 2015
    Pros: Nestled in pine forest, well shaded so that AC was not necessary for most of our 2 week stay (esp when we could borrow fans from the management company). Very quiet...
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    1 / 15
    4 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €696
    / Week
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    • DVD Player
    • Private Outdoor...
    • Air Conditioning
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    About this property
    3488 Ridge Road. (2Q/4T/1QSS) Not your typical vacation rental home, Black Skimmer is a 'compound-style' rental that offers some of the best water views of Assateague Island! The main house has been tastefully restored and features hardwood floors and spacious rooms. There are bedrooms on both... View all property information
    Location Information
    Chincoteague Island, Virginia
    3 of 5 stars Reviewed 2 November 2015
    The location of this property was great. You can walk to the veterans park which is behind the property. There was a game room, guest house and a pool. Plenty of deck and chairs...
    5 of 5 stars Reviewed 4 July 2015
    This house was the best vacation house I have stayed in on Chincoteague Island. Its great with the pool when you come home from a long day on the beach you can relax in the pool.
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €530
    / Week
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    • Internet Access
    • DVD Player
    • Porch
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
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    About this property
    This charming contemporary ranch is located at 5535 N. Hibiscus Dr. This home has all the bells and whistles, a lovely screened porch, a grilling deck, a luxurious master bedroom suite with private bath and internet access. There is 2 queen beds, 1 double bed, and 1 twin bunk bed. The eat in... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 17
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
    From
    €1,162
    / Week
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    • DVD Player
    • Porch
    • Internet Access
    • Air Conditioning
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    • Pet-friendly
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    About this property
    4653 Main Street.**. 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 of actress Linda Lavin,... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    €175
    / Night
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    • Porch
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    About this property
    ***7136 Silver Sails Landing***Spacious duplex overlooking the wetlands. With screen porch, deck, first floor master suite, enjoy the community pool after a long day at the beach! Next door to Bay Pony.*****Bed Sizes: 2 King, 2 Twin ***RatesPrime Season: $1300 weekly/$260 per nightOff... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 16
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    From
    €583
    / Week
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    • DVD Player
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
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    About this property
    5405 Miflin's Marsh - Nature calls at this nicely appointed 3 bedroom rental home. The home is nestled on the edge of a huge expanse of 'nature preserve-type' land where you'll see all types of native wildlife. Birders bring your life list. The home features modern amenities, offers a first... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 19 March 2014
    Let me start by saying... We love this place!!! By far, the best house we've stayed at in Chincoteague. My family loved it. We have 3 kids (aged 2-9) and they all had a blast...
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    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €651
    / Week
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    • Porch
    • Air Conditioning
    • Internet Access
    • DVD Player
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    • Pet-friendly
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    About this property
    ** 5146 Deep Fern Court, Oyster Bay II ** Nestled on a quiet cul-de-sac in a private community just off North Main Street is where you'll find the charming Cockleshell Cottage. This new 3 bedroom, 3 bathroom boasts a first-floor master bedroom suite, all modern amenities and new furnishings. Relax... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 stars Reviewed 26 July 2015
    The rental was just perfect! We wished we could have stayed longer. The house was very clean, it was decorated so nice in a nautical theme. We were away from downtown...
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €516
    / Week
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    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
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    • Pet-friendly
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    About this property
    3420 Ridge Road. * A very nice waterview townhome overlooking Assateague Island and the lighthouse. Located across the street from 'Mr. Baldy's Restaurant' formerly known as Island Family Restaurant and in walking distance to Memorial Park park (where there is a boat ramp, a fishing pier, and... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 8 December 2014
    This place was amazing!!! From minute u walk in u look straight through the house to see Assateague Island and lighthouse!!! Has screened in porch plus balconey off master...
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    1 / 11
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €112
    / Night
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    • Porch
    • DVD Player
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    ***5159 Deep Hole Road***This charming island cottage built in 1920 features wood plank floors, open-beam ceilings, a screened-in porch and a large yard. Beautifully restored, East Wing is within walking distance of Little Oyster Bay, a boat launch, playground,restaurans and the best ice cream... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 stars Reviewed 7 September 2014
    We brought our Corgi too and was a cute Island home. Great master BR on 2nd floor w/ A/C (stairs could be awkward because of height of step), 2nd BR was tight but doable. 3rd...
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    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €539
    / Week
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    • Internet Access
    • DVD Player
    • Porch
    • Air Conditioning
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    • Pet-friendly
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    About this property
    This waterfront townhome is located at 3044 Main Street on the Chincoteague Bay. The suite style master bedroom has a queen bed and a private bath. This house features a screened porch that overlooks the bay. This house has a long pier which is great for fishing and crabbing. This home has all... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 17 August 2014
    I can't say enough about this beautiful rental!! Inside was perfect, kitchen and dining room was big enough for everyone and had everything we needed. The front porch was...
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    1 / 15
    4 of 5 stars (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    €651
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    • DVD Player
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
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    About this property
    **4096 Channel Lane (East Side)** Come and see what's new at Assteague View! With fresh new upgrades for 2010, you'll find the A.V. you've come to know and love -- made even better! The best waterfront views on the island are right here, and there's also a private pier where you can dock your boat.... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 2 September 2015
    We needed a place that would also accept dogs and found this charming townhouse! The view of the channel and lighthouse are gorgeous and exactly what we needed. The rooms were...
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    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €106
    / Night
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    • Porch
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    • Pet-friendly
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    About this property
    ***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 for 2013 rental season!! Nearby is Caribbean Ketch.***All bedrooms on same... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €875
    / Week
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    • DVD Player
    • Shared Outdoor Pool...
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    About this property
    6321 Captain's Lane ** This beautiful ground-level villa boasts five-star amenities including a private deck off the living room area with a 'walk-out' to the marina. Enjoy this master bedroom suite, with private bath that features a jetted tub to relax in and a private exit to the waterside deck... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 17 August 2015
    Rental is clean and spacious. Had an absolutely lovely family vacation and no regrets on splurging on this condo! Condo is well equipped with up to date appliances, and staying on...
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    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €534
    / Week
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    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
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    • Pet-friendly
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    About this property
    Light, bright & comfortable townhouse in Lighthouse Estates with pool privileges and water views, located at 7665 East Side Drive. There's water access across the street w/a boat dock. The boat dock is first come first serve. The bedrooms and bathrooms are on both levels. There is 2 queen beds, 2... View all property information
    Location Information
    Chincoteague Island, Virginia
    5 of 5 stars Reviewed 7 April 2015
    We have stayed in this rental several times over the past 14 years. It is well furnished, has plenty of room, is beautifully decorated, and excellent for a large family!! The pool...
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    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €126
    / Night
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    • Porch
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
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    About this property
    ****5476 Pearl Drive-Oyster Bay I***Lovely home located in private community with water view and next to boat ramp. WiFi Available. Bed Sizes: 2 Queen, 2 Twin, 1 Queen Sleep Sofa***RatesPrime Season: $1000 weekly/$200 per night-Off Season: $700 weekly/$140 per night*** Additional amenities... 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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    €1,324
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    About this property
    You Will Enjoy Spectacular Sunsets From This Lovely Water home Overlooking The Chincoteague Channel. This home is located at 4635 Main Street. This home is truly stunning from the inside and out. There is great detail on the outside of this house which make it very inviting. The inside of this... View all property information
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    Chincoteague Island, Virginia
    1 / 16
    5 of 5 stars (3) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
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    • Grill
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    • Hot Tub
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    About this property
    Fresh redo on this spacious and comfortable home, new carpet, flooring, furnishings, mattresses, granite counter tops, tile work and more ! This house has extensive accomadations, two and a half bathrooms and an outdoor shower and foot washing station make as well as a private outdoor hot tub... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    5 of 5 stars Reviewed 31 August 2015
    We have been visiting Chincoteague for over 40 years. We have rented many houses on the island but this home is truly a home away from home. This was our first time using VRBO...
    5 of 5 stars Reviewed 22 June 2015
    This place is fantastic! Comfortable beds and furniture! Owners are nice people. Communication is great and they really try to make this a great vacation home! You won't be...
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    1 / 10
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    About this property
    New for 2010 - a beautiful seaside 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, jetted tub & more. The gourmet kitchen will... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 9
    3 of 5 stars (6) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €444
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    About this property
    This cozy cottage is great for outdoor lovers. This cottage is located at 7047 Pine Drive, Piney Island. Enjoy views of the woods and salt marsh while being bug free in the screened in porch. The living room has a sofa and 2 chairs that surround a fireplace and a TV. The walk in kitchen has all the... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 23 October 2014
    We are long-time visitors to the island and familiar with the property. We had heard that things had gone downhill but were encouraged by the pictures. There appeared to be a...
    5 of 5 stars Reviewed 14 June 2014
    My Sister and I loved this little house. Loved the seclusion, and fireplace. Great screened in porch to read, cocktail, and sleep with our blow up mattresses, and wake up to the...
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    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This charming beach home is perfect for a small family. Enjoy beautiful views of the water right from the screened in porch. Imagine watching the sunset over the lake without being attacked by bugs! The living room has a 2 story high ceiling. There is one sofa and 2 large chairs that surround the... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 12
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €516
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    • Porch
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    About this property
    Luxury rental nestled away in tall pines, and located at 8176 Marsh Point Lane. This rental includes a great kitchen with an island and 3 barstools, refrigerator with an water and ice dispenser, and all other appliances. The dining room table seats 4. This house offers a screened porch, a gas... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 21 July 2014
    this is a great house in a quiet, safe neighborhood with easy access to the whole island and the beach. I would have given in a 5 except that the rental company overcharged for...
    5 of 5 stars Reviewed 3 June 2012
    The Dreamweaver is a wonderful place to stay! Very clean, with plenty of space for everyone. Booking with Chincoteague Resort Realty was easy and they responded quickly to any...
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    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    ***6703 Megan Lane***Bright and spacious duplex located on private lane. In walking distance of many island attractions. Offers second floor master bedroom suite.***1 bedroom and 1 bath downstairs/1 bedroom and 1 bath upstairs*** Bed Sizes: 1 Queen, 1 Double, 1 Twin Sleep Sofa, 1 Queen Sleep... 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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    €99
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    ***6559 Church Street***Island home with large back yard and deck and Internet. Pet Friendly! Next door is Lynnwood.******2 bedrooms and 2 baths downstairs/2 bedrooms upstairs*****Bed Sizes: 1 Queen, 1 Double, 4 Twin***RatesPrime Season: $795 weekly/$159 per nightOff Season Rates: $550... View all property information
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    Chincoteague Island, Virginia 23336
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €893
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    • Internet Access
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    About this property
    **3561 S. Main Street** If you're looking for that special vacation home that offers everything you'll need, look no further. Paradise offers all top-of-the-line amenities including cherry wood floors, chef's kitchen and spacious master bedroom suite with custom bathroom & Jacuzzi tub. The main... View all property information
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    Chincoteague Island, Virginia
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €803
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    About this property
    3645 Main St. (K, D, 2T). A luxury waterfront vacation rental home with community pool privileges. Located on Chincoteague Bay, right at water's edge. Enjoy breathtaking views and beautiful sunsets. Open and airy floor plan, great kitchen (2nd floor) & more. There's a beautiful third level... View all property information
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    Chincoteague Island, Virginia
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €696
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    About this property
    3050 Main Street.** Our Oasis - this very popular waterfront rental home on South Main Street offers breathtaking views over Chincoteague Bay and the most gorgeous sunsets ever. The spacious three bedroom home has all the bells and whistles -- a master bedroom suite (K) with private bath and... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    €85
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    About this property
    7819 Eastside Drive***A peaceful & private cottage tucked away off of Eastside Road with wonderful lighthouse & water views. Offering WiFi, large screened porch, fenced in yard, fire pit & newly renovated throughout. Bed Sizes: 1 Double, 1 Bunk (1 double & 1 Twin)RatesPrime Season: $655... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    €355
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    • Parking
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    About this property
    If you're looking for an affordable vacation, this is it! This home is located on 3588 Ridge Road. This home is cute as a button! This cozy little cottage sleeps 5, and it's conveniently located very close to Memorial Park and the Pony Swim area. The modern amenities make for an enjoyable vacation.... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €714
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    • Air Conditioning
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    About this property
    6321 Captain's Lane ** Villa 203 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, the groumet kitchen is perfect for cooking your favorite meals. It's well stocked and ready for your handiwork. There are three bedrooms, including a... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
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    €741
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    • Air Conditioning
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    About this property
    Ocean East #3 being completely remodeled!! From the outside decks and railings, to the inside floors (carpet & tile) and kitchen (cabinets, appliances, etc)... Everything will be brand-new! The large living room has a log fireplace and a sleeping sofa from 2009. Both levels feature a large deck... View all property information
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    Chincoteague Island, Virginia
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    €853
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    About this property
    5065 Twilley Dive**. Light, bright & airy, Snowy Egret is a wonderfully large vacation home that boasts a full ensemble of amenities along with a nice waterfront setting. Downstairs you'll find a large living/dining room combo and a nice modern kitchen. Off the kitchen is a private den area... View all property information
    Location Information
    Chincoteague Island, Virginia
    1 / 14
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €1,010
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    About this property
    ** 4446 Shady Lane, Smuggler's Cove ** Peace and Tranquility is what Sunset Cove offers. This Beautiful 4 bedroom Water Front home in the Smugglers Cove area rents Saturday to Saturday and offers you 3 bedrooms up D, 4T and one down Q. Enjoy the many amenities this home has to offer Central Air;... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 2 August 2015
    Great house and views. Multi generations stayed and the home we were very comfortable. The only cons: no tv in the family/living room; the kitchen was not intended for those who...
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    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €714
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    • DVD Player
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    About this property
    **6321 Captain's Lane** A stunning condo that offers you all of the comforts of the Sunset Bay Villa community. Enjoy the community pool and fitness center with every modern ammenity. This is one of the very few PET FRIENDLY units at Sunset Bay. BEDS: K/D/2T/QSS View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    €89
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    About this property
    ***4264 Pine Street***Tucked away home close to town with large screened porch.*****1BR down and sleeping porch area downstaris and 1BR and sleep landing upstairs*****Bed Sizes: 1 Queen, 1 Double, 4 Twin***RatesPrime Season: $750 weekly/$150 per nightOff Season: $495 weekly/$99 per night... View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    1 / 14
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €673
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    About this property
    This is an lovely waterfront Victorian home that features a first-floor bedroom and bath. This home also boasts great sunsets over Chincoteague Bay and a private pier! Pet friendly, too! WIRELESS DSL and a woodstove complete the package. This home has 3 bedrooms. The first bedroom has a queen bed,... View all property information
    Location Information
    Chincoteague Island, Virginia
    4 of 5 stars Reviewed 12 August 2015
    This home offered everything we hoped for during an off season week. Hard to beat overlooking the bay & having our own dock. While the home wasn't updated, it was very nicely...
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    1 / 13
    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €803
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    About this property
    ** 6423 Pine Drive ** View all property information
    Location Information
    Chincoteague Island, Virginia 23336
    4 of 5 stars Reviewed 2 February 2014
    You should know that this is a duplex! We did not realize this and would not have been happy about it in peak season but the other half was empty so it was fine. I want to say...
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    Island vacation rentals - seaside villas, waterfront homes and condos

    Browse through our vacation home rentals, and you’ll discover some very tempting choices for your family vacation. An historic Main Street home is surrounded by a private landscape with a screened porch, bikes and beach toys. A luxurious custom home overlooks beautiful Oyster Bay, and family-friendly condos feature waterside decks, swimming pool and marina.

    Abundant outdoor recreation and attractions

    Naturally, the seashore is the dominant focus for outdoor fun on Chincoteague Island. Fish from the dock or walk the beach. Take a bird-watching hike or bicycle ride through wildlife preserves and quaint island lanes. Enjoy dolphin watching, island tours and spectacular sunset views from your own guided cruise through remote bays and waterways. Either Assateague or Chincoteague beaches are ideal for family picnics and water sports.

    Believe it or not, the wild Chincoteague Ponies are an unusual attraction on adjacent Assateague Island. The kids will love a trip to the Chincoteague Pony Center to enjoy pony rides, a show and riding competition. Book a small, charter deep-sea fishing trip that offers the opportunity to land big game fish from mahi-mahi and tuna to marlin and sharks.

    Leisurely shopping and dining

    As a contrast to all of that outdoor adventure, explore the village feel of the historic downtown and Maddox Boulevard areas. You’ll find exceptional hand-crafted duck decoys and original wildlife and landscape paintings and charming gift shops. To keep you entertained on a lazy sun-filled afternoon, stop in at Sundial Books to browse for book favorites and enjoy a cup of coffee or tea.

    Fresh ocean fare dominates local restaurant menus that are loaded with clams, oysters, and all-you-can-eat seafood platters. Of course, you can’t take the kids on vacation without finding the perfect pizza place, and that would be Famous Pizza Family Restaurant. They’ve been serving home-fresh pizza, cheese steaks and more for over 30 years. And you positively have to stop in at The Sea Shell Café for a gourmet salad and authentic Smith Island Cakes. They even cater to your vacation home, if you want to skip the kitchen duties and enjoy their excellent dinner selections.

    Villa and home rentals – the perfect seashore vacation choice

    There is no better way to enjoy a lazy, leisurely island vacation than from your carefully-chosen home rental. You’ll have plenty of room to relax, waterside views to enjoy and some wonderful home-grilled meals or bountiful breakfasts that will long be memorable for your entire family.