Chincoteague Rentals With Pools
Browse Chincoteague Rentals with Pool Access
Need a rental with more options than just the open water of the VA 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 vacation rental provides several amenities to ensure a fun-filled vacation and a great location to 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!
60 properties available
Life is simple….just add water!The way we live today is crazy - we’re always in a hurry! Work, school, meetings, repeat. It’s so hard to find the time to gather those who mean the most to simply BE together. This is where “Dock Holiday” comes in - this home was made for making family memories together. This spectacular Waterfront Home is Brand New
Dock Holiday
House
$145 - $550 / per night
5
bedrooms
3
baths
10
guests
Flex Stay Home - Captain's Cove doesn't allow Arrivals or Departures on Sundays. A day spent at the Beach is never a wasted day…..Ready for a Vacation that will thrill everyone in your family? You’ve found ‘The Sweets Spot’ right here in Captain’s Cove, for sure! Captain’s Cove Golf and Yacht Club is one of the Best Kept Secrets on the Eastern Shor
The Sweets Spot
House
$135 - $350 / per night
4
bedrooms
3
baths
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
Assateague Inn 204-S
Condominium
$45 - $310 / per night
1
bedroom
1
bath
4
guests
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 Salty Paws in beautiful Captain’s Cove Golf and Yacht Club!One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove
Salty Paws
House
$125 - $275 / per night
3
bedrooms
2
baths
6
guests
Bliss by the Bay - If you’re wearing flip flops, you’re overdressed!There’s nothing like the smell of salt in the air and a warm breeze through your hair - and that’s just what you’ll find at Bliss by the Bay in beautiful Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly
Bliss by the Bay
House
$125 - $375 / per night
3
bedrooms
2
baths
6
guests
Assateague Inn 102 had a recent facelift, 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 week every year,
Assateague Inn 102-S
Studio
$45 - $333 / per night
1
bedroom
1
bath
4
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
Assateague Inn 109-S
Condominium
$45 - $333 / per night
1
bedroom
1
bath
4
guests
Sunset Bay 110 - Relax, Rejuvenate, Reconnect....Sunset Bay 110 is now DOG FRIENDLY with a $100 Pet Fee *PER PET*! Must be pre-approved and max of 2.Welcome to Sunset Bay 110 - Hawk’s Nest - at fabulous Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge
Sunset Bay Villa 110 - Hawk's Nest
Condominium
$150 - $425 / per night
3
bedrooms
2
baths
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
Sunset Bay Villa 310 - Nauti Girl
Condominium
$150 - $475 / per night
3
bedrooms
2
baths
6
guests
“The Ocean stirs the heart, inspires the imagination, and brings eternal Joy to the Soul.” ~ R. WylandWhen was the last time you experienced the pure Joy of time spent with those who matter most - away from all the distractions of our daily lives? Work, school, chores, homework - the hamster wheel seems to never stop spinning. It’s more important n
A Shore Joy
House
$200 - $700 / per night
4
bedrooms
2
baths
10
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
Assateague Inn 104-S
Condominium
$45 - $334 / per night
1
bedroom
1
bath
4
guests
Changes in Latitude, Changes in Attitude….Jimmy Buffet sure does know what he’s talking about, doesn’t he?! 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
Sunset Bay Villa 309 - Changes in Latitude
Condominium
$150 - $495 / per night
3
bedrooms
2
baths
8
guests
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