Chincoteague Rentals With Pools

Chincoteague Rentals with Pool Access

Browse Rentals with Pool Access

Need a rental with more options than just the open water of the Virginia shore? Check out these Chincoteague Island Rentals with pools. With over 30 vacation homes and condos with pools or pool access, you are sure to have plenty of swim time and water fun. Each Chincoteague Island vacation rental provides several amenities to ensure a fun-filled vacation and great locations near the major attractions, shops, and dining.

Chincoteague Island has lots to do for your vacation. After a day at the beach, followed by lounging in your vacation rental's pool, maybe be a little adventure is what you need. Check out Maui Jacks Water Park & other fun activities on our Entertainment and Activities page!


Properties Available 33 properties available
‘By the Bay’ - Is there anywhere you’d rather be?!Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! 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 and Egrets frolic over the water. Try your hand at
Hot HOT 17
Sunset Bay Villa 313 - By the Bay
Condominium
$150 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Island Days and Sunny Rays…..Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous Condos sit directly on the Bay with stunning Views of the Bay, Marsh, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fi
Hot HOT 16
Sunset Bay Villa 306 - Our Pleasure
Condominium
$125 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Welcome to Bonneau’s Beach House, where you will make lasting family memories where salty breezes, sandy toes, and unhurried days at the beach bring everyone together!This phenomenal End-Unit Townhome is located in a wonderful little community, Silver Sails. One of the most unique and wonderful features of this Neighborhood is that it has a spectac
Hot HOT 43
Bonneau's Beach House
Town House
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - a Water Lover’s Paradise! 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 and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community
Hot HOT 39
Sunset Bay Villa 310 - Nauti Girl
Condominium Pet Friendly
$150 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course
Hot HOT 14
Assateague Inn 204-S
Condominium
$45 - $250 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Mmmmm., Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course
Hot HOT 14
Assateague Inn 104-S
Condominium
$45 - $310 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
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
Hot HOT 21
Black Skimmer
House Pet Friendly
$175 - $750 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to A Seagull’s Perch - Sunset Bay 320 - where salt in the air brings peace to the soul….Ahhh, Sunset Bay Villas on the Chincoteague Bay - pure Paradise! 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 and Egrets frolic ov
Hot HOT 20
Sunset Bay Villa 320 - A Seagull's Perch
Condominium
$125 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Stunning Updates!Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips
Hot HOT 27
Assateague Inn 111-2R
Condominium
$45 - $310 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Ahhh, Chincoteague Island—where the salty marsh breeze greets you, and wild ponies roam Assateague as if they’re welcoming you home. One trip here, and it’s love at first sight—it’s the kind of place that sticks with you forever. But let’s face it, life’s a whirlwind, and carving out a whole week to escape isn’t always in the cards. Maybe you’re mo
Hot HOT 12
Assateague Inn 110-S
Condominium
$62 - $338 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Whelks on Willow - Live in the Sunshine, Swim the Sea, drink the Wild Air..... Welcome to Whelks on Willow - a lovely Coastal Cape Cod tucked away on Willow Street - close to everywhere you want to be, yet a million miles away from the worries of the real world. Featuring a refreshing Private Pool, Whelks on Willow is truly a Vacation Destination t
Hot HOT 12
Whelks on Willow
House
$140 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course
Hot HOT 16
Assateague Inn 205-S
Condominium
$45 - $310 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests

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