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 35 properties available
Ahhh, Chincoteague Island—where the salty breeze of the marsh tickles your senses and wild ponies roam free, painting a picture straight out of a dream. Once you step foot on our little slice of paradise, it’s like leaving a piece of your heart behind. But let’s be real—life gets busy. Taking off for a full week every year? Not always easy. Maybe y
Hot HOT 24
Assateague Inn 203-S
Condominium
$54 - $239 / 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 22
Black Skimmer
House Pet Friendly
$179 - $750 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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 crabbing or fishing from the Community Dock - or w
Hot HOT 16
Sunset Bay Villa 216
Condominium
$150 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Heron Creek - Relax, Rejuvenate, and Reconnect…..Life is busy - schedules, school, meetings, and games - it’s nonstop. When was the last time you spent time with those who matter most simply playing - relaxing - giggling - making memories sure to last a lifetime?If this is what you’ve been yearning for, just wait til we tell you about fabulous Hero
Hot HOT 18
Heron Creek
Town House Pet Friendly
$150 - $495 / 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 30
Assateague Inn 205-S
Condominium
$45 - $214 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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 26
Sunset Bay Villa 320 - A Seagull's Perch
Condominium
$130 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Isn't it time for a new romance.....with Life?! A visit to fabulous Bay Pony is certainly the place to begin. 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 spectacular seasonal Community Swimming Pool for you to enjoy af
Hot HOT 19
Bay Pony
Town House
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Assateague Inn 102 has been completely renovated for 2025, and is beachy and beautiful - check it out!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
Hot HOT 25
Assateague Inn 102-S
Condominium
$85 - $275 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Assateague Inn 106 is newly renovated with New Flooring, Cabinets, Renovated Bathroom, and Fresh Paint - it's gorgeous!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
Hot HOT 23
Assateague Inn 106-S
Condominium
$45 - $214 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Assateague Inn 213-2R has been TOTALLY updated and is STUNNING! All new bedding, carpet, paint, appliances and more! Sitting Waterfront on Eel Creek, you'll enjoy lovely Views!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
Hot HOT 12
Assateague Inn 213-2R
Condominium
$45 - $214 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Looking for the perfect beach break close to everywhere you want to be? The Assateague Inn is a long time favorite of Chincoteague Island Lovers, and sits less than 5 minutes from the Beach! Assateague National Seashore is one of the most visited beaches in America - after a visit, you will understand why! Home of our famous Wild Ponies, our pristi
Hot HOT 17
Assateague Inn 103-S
Condominium
$45 - $214 / 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 16
Assateague Inn 104-S
Condominium
$45 - $214 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests

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