
Vacation rentals with a pool in Chincoteague
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chincoteague
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chincoteague rentals with a pool
House rentals with a pool

West OC Bayside Getaway w/ pool
House is in one of the best spots for easy in and out of inlet access to beach, shopping, and restaurants. Gives you an extremely personal, and private way to thoroughly enjoy beach life environment. Doug was absolutely amazing from start to finish. Hospitality beyond expectations, which made the stay that much more enjoyable.

Dogs Welcome Beaches| Nature Trails|Gym|Pool
My family and I enjoyed our stay in Delaware! The home was clean, beautiful, and just as described. Serena was easy to work with and very responsive. With the pool, access to the bay, walkable neighborhood, and close proximity to restaurants and the beach, we would love to stay here again!!

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach
We had three families with five kids stay and the location was perfect! Having the pool next door was essential! The kids ran back and forth each afternoon! We had to drive to the beach but it only took us 10 minutes. layout was great. host was great. we will certainly be looking at this house again for future trips!

Bayside home in Fenwick across from Sunridge pool
Wonderful stay in a fun, family-friendly community. Close proximity to great restaurants and DE beach towns. House was spacious with great amenities. We look forward to renting again in the future!

Amazing Large 4 Bedroom West OC Town House, Pool!
My family and I enjoyed our stay. We didn’t want to leave. The location was excellent. It was close to boardwalk, restaurants and the outlet mall. I loved not having to drive far to places. We will be back.

The Bury Oasis: Pool◈Hot Tub◈Master Suite◈PingPong
The Oasis was perfect for our needs . We will definitely book it again in the future!

Loch Raven Retreat/spacious home w/ private pool
The cleanest AirBnB we’ve ever stayed in! Great location, easy communication with the host. Would not hesitate to book Loch Raven again.

Large beachy feel 4 Bedroom
Brian's home was beautiful! we really enjoyed ourselves definitely be renting again
Condo rentals with a pool

Bayside Boaters' Paradise | Pool | Family Fun
Beautiful view on the bay. Ally was very thorough & communicative throughout the process. Only thing that is kind of a bummer is that linens are not included. But other than that, I highly recommend Ally's condo.

Ocean Front 802 Midtown Oasis Pool & Parking
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.

Waterfront Condo With Olympic size swimming pool
James was an amazing host. He was responsive, helpful, and kind. The condo was beautiful, clean, and perfect for our family. The neighbors were also very kind and welcoming. My children loved the pool and walking the bay. The views were second to none and the location was perfect since it was minutes away from restaurants, stores, and Bethany beach. We will definitely be booking again!

Ocean View Condo W/ Indoor and Outdoor Pool
We’ve stayed at Seawatch for many years so we’re already familiar with the great location. The condo was exactly as described and was a great place for our family. Would definitely book again.

Time N Tide Condo - 2 BR w/Pool, Boardwalk/Beach
The Time-n-Tide condo was great! Very well furnished, great decor, excellent amenities and great location. We felt very relaxed and comfortable during our stay, super cozy. Tina & Daryl we're very helpful with information and responsive to any questions we had. We hope to stay here again - great choice and value.

OC's Only Private Resort
Great place in a great spot! We enjoyed quiet mornings on the porch and being able to walk to nearby shops and restaurants with ease.

Paradise At Sunset Island In OC
We love staying at Sunset Island. This is the first time in a condo and it was perfect!

Family Friendly Two BR OCMD Condo Bay Side
It was a great place with lots of space! Diane even had a helpful manual with local stores, restaurants, hospitals, and pharmacies around the area. Very easy check in and check out process.
Quick stats about vacation rentals with a pool in Chincoteague
Total rentals
140 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Assateague Island National Seashore
- Jolly Roger Amusement Park
- Trimper Rides of Ocean City
- Northside Park
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Assateague State Park
- Parramore Beach
- Wallops Beach
- Guard Shore
- Langford Sand
- Jolly Roger at the Pier
- Ocean City Boardwalk
- Bear Trap Dunes
- Lost Treasure Golf
- The Links at Lighthouse Sound
- Plantation Lakes Golf and Country Club
- Peninsula Golf & Country Club
- Cedar Island Beach
- Snead Beach
- Sound Beach
- Bow Beach
- Assateague Beach
- Gargathy Beach
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