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.
142 properties available
“Life is a journey that is not measured in miles or years, but in Experiences.” ~ Jimmy BuffettClose your eyes and feel the salty, sweet bay breeze wash over you. Breathe in the smell of Coppertone - hear the Gulls cry above. This is the very essence of Lammers Largo in beautiful Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on
Brand New flooring and furniture for 2026!There’s only one thing more precious than our time, and that is who we spend it on. In the hustle and bustle of daily life, it can be surprisingly difficult to carve out meaningful moments with those who matter most. But in the end, it’s those shared laughs, heartfelt conversations, and quiet moments togeth
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 Dolly's Place 5!Tucked away in a peaceful setting just a short stroll from the Sea Shell Motel and the beach, the Cottages offer the perfect blend of comfort, convenience, and classic Eastern Shore charm. This property features 2 Cottages, both sitting behind Dolly’s House. All of this, and just minutes from one of the most pristine and
Life is good - but Island Life is better!Welcome to The Salty Crab in the very heart of Chincoteague Island! This gorgeous Brand New Home is nestled on Church Street, just a short stroll from our famous Farmers Market and Downtown Historic Main Street’s many Shops and Restaurants. Robert Reed Waterfront Park is also only steps away and home of the
Looking for a different kind of Beach Vacation? Dad likes to golf, Mom and the kids want the beach, and you don't want to leave Fido behind? How do you please everyone, you ask? We’ve got the answer right here at Paws and Relax in beautiful Captain’s Cove Golf and Yacht Club!One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s C
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re visiting a long, lost friend on our Little Island by the Sea. You’ll love making unforgettable family memories in this charming historic home that has graced Chincoteague Island with its presence since the early 1900’s. With the q
“Live in the sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo EmersonThere’s something about a day at the Beach - the warm sun on your face, the salty, sweet sea breeze, the sound of the Laughing Gulls - not to mention our Famous Wild Ponies - pure heaven! When was the last time you escaped the day to day, just to relax, rejuvenate, an
We are big believers that every Home has a story.......a story rich in happiness and sadness, struggles and successes - that creates its very essence. The C-Ray Cottage has a story you will love.......This adorable Bayfront Waterman's Cottage exudes that quintessential Chincoteague Charm. The C-Ray Cottage is the former working office of C. Ray Jes
Every Seashell has a story…..And isn’t that what this life is about? Our stories - our Memories - precious times spent with those who matter most. Welcome to The Shell Hunter in the very heart of Chincoteague Island. This adorable Cottage is THE place to make memories, build dreams, and find treasures. Tucked on a super quiet side street, this beau
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessenti
Beachgrass Bungalow - High Tides and Good Vibes….The best things in Life are the people we love, the places we’ve been, and the memories we make along the way…..Life is busy - plain and simple. Work, meetings, schedules, lessons - pretty much chaos - all the time! This makes breaking away from the day to day more important than ever. Pack a bag, gr
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