Chincoteague House Rentals
Enjoy the open, less-crowded, and beautiful natural surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out our large selection of Chincoteague Island Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access. Each home is packed with amenities, such as free WiFi, comfy furnishings, and close proximity to all attractions, shopping, and dining on Chincoteague Island.
Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Island vacation rentals for more options.
143 properties available
Welcome to Chris' Cottage 2!Tucked away in a peaceful setting just a short stroll from the Sea Shell Motel and the beach, Chris’ Cottages offer the perfect blend of comfort, convenience, and classic Eastern Shore charm. This property features three identical cottage-style units, thoughtfully updated and designed for a relaxing coastal getaway. All
There’s nothing like the smell of salt in the air, the sound of the trees swaying, and a warm breeze through your hair - and that’s just what you’ll find at The Shore Shanty in Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly on the Chincoteague Bay, just 25 short minut
New Screened Porch, Expanded Sunroom, New Front Deck, and Electric Vehicle Charger! "Les Bon Temps" loosely translates to "Let the good times roll" - can you think of a better phrase to kick off your Chincoteague Island Vacation this year? Tucked away on the East Side, this quintessential Chincoteague Cottage is beyond charming. Located only steps
Welcome to Albion and the best Chincoteague Island Vacation you have ever had! This phenomenal, one-of-a-kind dream home is located on Willow Street, right in the heart of the island, and near everywhere you want to be. Lush, tropical landscaping will welcome you as you pull into the custom circular driveway, with parking for 3 cars. This spectacul
Ninety-five feet of private Chincoteague Bay shoreline. That's what's waiting in your backyard at Lookout on Main — along with a dock, a ladder, two kayaks, a canoe, crab pots, and front-row seats to the most spectacular sunsets on the island.Set on South Main Street in one of Chincoteague's most coveted locations, this beautifully renovated 5-bedr
Welcome to Bird of Paradise, a spacious and relaxing retreat nestled in the desirable Oyster Bay community on Chincoteague Island. Overlooking a tranquil pond and offering plenty of room for family and friends, this beautiful home comfortably sleeps up to 8 guests in 4 Bedrooms.Wake each morning to serene water views and enjoy your coffee while wat
There’s a story behind every home—and “Your Song” tells a beautiful one. This Waterfront gem was named by the owner in memory of his late wife and her favorite song. Today, it welcomes guests with the same spirit of love, tranquility, and timeless beauty that inspired its name.Tucked on a quiet Canal in Captain’s Cove Golf and Yacht Club, you’ll ta
There is only one thing more precious than our time, and that is who we spend it on….Life is short - we live in a world where we’re always rushing - even when there’s no rush! We have to force ourselves to slow down - to stop and smell the flowers - or even better, Mother Ocean! If you’ve been longing to get away with those who matter most, we have
"We cannot control the wind, but we can direct the sail" - Life is busy. It gets more and more difficult to find that cherished time with family and friends. This is the sole purpose of Smooth Sailing on Chincoteague Island. It is a retreat. A destination. A place to rejuvenate and reconnect with those who matter the most. This wonderful Home was c
Welcome to Fletcher House #8 on Willow Street! The Fletcher House Cottages have been helping families make amazing Chincoteague Memories for decades! Once part of the The Sea Shell Motel, these cottages are now part of our Seaside Vacations’ Family! And, Fletcher House Guests have access to the Outdoor Pool at the Sea Shell Motel nearby!This adorab
New Flooring, New Furnishings, and Updated Decor!Live for the moments you can’t put into words…..When was the last time you took a Vacation that truly took your breath away? A Vacation Home shouldn’t be just a place to lay your head at night - it’s the heart of your Vacation - a place to relax, rewind, and reconnect with those who matter most. A pl
Ready to have a ‘Shell of a Time’ on your next trip to our Little Island by the Sea?! You will absolutely fall in love with this beautiful Cottage on Chincoteague Island - tucked on a quiet street, but close to everywhere you want to be! Shell of a Time has all that you love about a quintessential Chincoteague Cottage, plus the Modern Amenities you
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