Chincoteague Island Rentals for 2026
174 properties available
Welcome to Bishop House - a wonderful family home rich in the history and traditions of our wonderful Little Island by the Sea! Tucked on a spacious corner lot on Church Street, Bishop House truly is close to everywhere you want to be, yet still feels a million miles away from the real world. From this home base, you’re only a few steps away from o
Were you dazzled by your last Vacation? If not, you clearly were not staying at breathtaking Paradise View in Richardson’s Landing! Tucked on a quiet cul-de-sac directly on the water’s edge, Paradise View isn’t simply a place to lay your head at night, it’s a true Vacation Experience - and one you will treasure forever!As you pull down the lane, Pa
Welcome to Bradford House - proof that great things can indeed come in small packages! Y’all, a stay at Bradford House feels like a stay with old friends. There’s a warmth and coziness about it that hits you as soon as you walk in - it just feels like home. Tucked in a great location on School Street, you’ll feel a million miles away from the real
Sunset Bay 307 - Sometimes you just have to go with the Waves…..Welcome to Sunset Bay 307 - Picasso - at fabulous Sunset Bay Villas on the Chincoteague Bay - truly a work of Art! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons an
Tucked in a very quiet part of our Little Island by the Sea, Saltwater Gospel is more than just a home—it’s a way of life. Time doesn’t move hour to hour, but mood to moment. We live by the currents, plan by the tides, and follow the sun….You don’t need a home that sleeps 8, but still want to enjoy the many benefits of staying in a true home, as op
Have you always wanted to Vacation on Chincoteague Island, but couldn't bear the thought of 4 of you in a hotel room? Love the idea of a Vacation Home, but don't want to break the bank? Look no further than Sunrise Serenade at Sea Tag Lodge, formerly "Sea Tag # 24". These fabulous Condos are located directly on the Assateague Channel with some of t
Welcome to Mariner’s Light - a lovingly restored historic home that blends timeless Chincoteague charm with fresh, shabby-chic coastal style. Thoughtfully renovated from top to bottom, this adorable vacation retreat feels both nostalgic and beautifully new—where original character meets breezy modern comfort. Y’all are going to absolutely love this
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
“Rainbows and Mermaids are proof that imagination and beauty go hand in hand.”Welcome to The Mermaid Lounge on Chincoteague Island. An absolutely adorable and affordable Beach getaway tucked on the ever-popular East Side - close to everywhere you want to be!If you’re not familiar with the East Side, imagine driving down a quiet road that hugs the s
Welcome to Island Bay Dreams in the very heart of Chincoteague Island! This absolutely adorable 4 Bedroom Townhome truly has it all, and is less than 10 minutes away from Assateague National Seashore, where our famous Wild Ponies roam free!You know when you walk into a home and instantly feel your worries vanish? That’s exactly the vibe we get from
Whispering Pines, salty breezes, and chirping Tree Frogs - ahhhh. Can't you just picture yourself here right now? Beach Pines is a delightful Vacation Home located on Piney Island, which the is the closest community to Assateague National Seashore on Chincoteague Island. Wild Ponies, Beach Combing, and one of the most gorgeous beaches in our countr
Black Skimmers are known for their unique grace as they forage in flight - the same can be said for this one-of-a-kind Vacation Home on Chincoteague Island. There's nothing quite like this beautiful Home that combines the Modern Amenities you want and need, with Historic Touches of yesteryear that only a Home born in the 1940's can offer. Located i
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