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Chincoteague Island Family & Kid Friendly Rentals

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125 rentals in Chincoteague Island.
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Spacious, historic Chincoteague Is. vacation house
4 bedrooms
2 bathrooms
Sleeps 8
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Waterfront, 5 BR, 4 BA, Elevator, sleeps 10
5 bedrooms
4 bathrooms
Sleeps 10
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NEW! ‘Brant Point’ Bayfront Bungalow w/ Hot Tub!
3 bedrooms
2 bathrooms
Sleeps 8
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Always Sunny - Pet Friendly - Close to Town
3 bedrooms
1 bathroom
Sleeps 7
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Sunrise Over Little Oyster Bay - Waterfront - Water Access
4 bedrooms
2 bathrooms
Sleeps 8
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Winder Station - Water Front - Pet Friendly
3 bedrooms
2 bathrooms
Sleeps 8
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Elegant Waterfront Residence, Magnificant Sunst, Close to Town Ctr, Elevator
5 bedrooms
4 bathrooms
Sleeps 10
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Epiphany on Deep Hole Creek - Waterfront & Dock - Book now for Fall
4 bedrooms
5 bathrooms
Sleeps 10
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Sunset Bay Villas on Chincoteague Island Waterfront Condo
3 bedrooms
2 bathrooms
Sleeps 8
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Immaculate home, close to the bridge to Assateague, bike to the beach!
3 bedrooms
2 bathrooms
Sleeps 6
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SNUG HARBOR WATERFRONT COTTAGE with a stunning view of lighthouse and ponies!
2 bedrooms
1 bathroom
Sleeps 6
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Newly Renovated Cottage On Main Street - Professionally Sanitized
1 bedroom
1 bathroom
Sleeps 4
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PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Waterview , fireplace discounted rates for fall 5-STAR. Newer home!
3 bedrooms
3 bathrooms
Sleeps 6
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4 Bedrooms, flexible check in/out days
4 bedrooms
1 bathroom
Sleeps 8
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Breezy Pines- Relax on the Dock of the Bay!
3 bedrooms
3 bathrooms
Sleeps 8
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Perfect Chincoteague Home for your small family getaway
1 bedroom
1 bathroom
Sleeps 6
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Enjoy Sandpiper House on Chincoteague's Peaceful Piney Island! �launch sept29
3 bedrooms
2 bathrooms
Sleeps 8
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A Boaters Dream Waterfront Condo
2 bedrooms
1 bathroom
Sleeps 6
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Water Front Property With Boatslip!
2 bedrooms
1 bathroom
Sleeps 5
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Sunset Bay Villas - Another Day in Paradise
3 bedrooms
2 bathrooms
Sleeps 8
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Sunset Bay Villas Chincoteague Island - Sunset in Paradise
3 bedrooms
2 bathrooms
Sleeps 8
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Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
5 bedrooms
6 bathrooms
Sleeps 12
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Calling all Sailor's and Saltwater Lover's!
3 bedrooms
3 bathrooms
Sleeps 6
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LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
2 bedrooms
1 bathroom
Sleeps 6
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Historic Home in town (Sleeps 7 - 10)
4 bedrooms
2 bathrooms
Sleeps 8
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Eureka! on Deep Hole Creek - Waterfront! Sleeps 12-16 book now for fall, winter
7 bedrooms
7 bathrooms
Sleeps 18
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Located in the Heart of Historic Downtown Chincoteague!
2 bedrooms
1 bathroom
Sleeps 6
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Captain's Rest - Lovely Waterfront on Marsh Island!
3 bedrooms
3 bathrooms
Sleeps 8
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Contemporary Masterpiece With Private Deep Water Pier, Tandem Kayak included
3 bedrooms
3 bathrooms
Sleeps 8
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SET YOUR CLOCK TO ISLAND TIME!
3 bedrooms
2 bathrooms
Sleeps 6
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ENJOY THE 'BEAUTIFUL LAND ACROSS THE WATER' AT GINGOTEAGUE.
4 bedrooms
2 bathrooms
Sleeps 8
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Sunset Bay Villa 111 - A Waterfront Wonderland!
3 bedrooms
2 bathrooms
Sleeps 8
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Unplugged in Chincoteague
3 bedrooms
2 bathrooms
Sleeps 8
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Beck's Corner is as cute as can be!
1 bedroom
1 bathroom
Sleeps 6
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Les Bon Temps is a beautiful 3 Bedroom/2 Bath home on Chincoteague Island.
3 bedrooms
2 bathrooms
Sleeps 6
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A gorgeous 3 Bedroom/2 Bath Vacation Rental with stunning Views of the Chincotea
2 bedrooms
2 bathrooms
Sleeps 8
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WATERFRONT RELAXATION AT IT FINEST!
2 bedrooms
2 bathrooms
Sleeps 6
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Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!
3 bedrooms
1 bathroom
Sleeps 6
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Beautiful Chincoteague Island retreat
3 bedrooms
1 bathroom
Sleeps 6
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Your Memorable Island Vacation Starts Where the Sidewalk Ends!
2 bedrooms
2 bathrooms
Sleeps 6
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Endless Summer is a stunning Newly Renovated Dream Home that will take your brea
4 bedrooms
3 bathrooms
Sleeps 8
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Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst
3 bedrooms
2 bathrooms
Sleeps 8
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Porthole is a stunning 3 Bedroom/2.5 Bath Waterfront Vacation Home on Chincoteag
2 bedrooms
2 bathrooms
Sleeps 8
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Bradford House in the heart of Downtown Chincoteague
2 bedrooms
1 bathroom
Sleeps 6
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A CHARMING ISLAND HOME IN THE HEART OF DOWNTOWN CHINCOTEAGUE
3 bedrooms
2 bathrooms
Sleeps 7
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All Decked Out on Chincoteague Island!
4 bedrooms
3 bathrooms
Sleeps 8
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YOUR RELAXING ISLAND SANCTUARY AWAITS!
2 bedrooms
3 bathrooms
Sleeps 6
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Walking distance of town!
2 bedrooms
1 bathroom
Sleeps 6
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We invite you to stay and leave feeling 'as fresh as a daisy'
2 bedrooms
1 bathroom
Sleeps 4
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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.
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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.
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.
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.