Vacation rentals with a pool in Chincoteague

Find and book unique homes with a pool on Airbnb

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Popular amenities for Chincoteague rentals with a pool

House rentals with a pool

Guest favorite
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
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.
Guest favorite
Home in Selbyville
5 out of 5 average rating, 5 reviews

Dogs Welcome Beaches| Nature Trails|Gym|Pool

AmyRating, 5 stars8 months ago
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!!
Guest favorite
Home in Ocean View
4.9 out of 5 average rating, 21 reviews

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

JessicaRating, 5 stars8 months ago
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!
Superhost
Home in Selbyville
5 out of 5 average rating, 3 reviews

Bayside home in Fenwick across from Sunridge pool

JonRating, 5 stars8 months ago
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!
Superhost
Home in Ocean City
4.81 out of 5 average rating, 52 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

CarlaRating, 5 stars5 months ago
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.
Guest favorite
Home in Salisbury
4.9 out of 5 average rating, 60 reviews

The Bury Oasis: Pool◈Hot Tub◈Master Suite◈PingPong

DavidRating, 5 stars3 months ago
The Oasis was perfect for our needs . We will definitely book it again in the future!
Top guest favorite
Home in Salisbury
5 out of 5 average rating, 52 reviews

Loch Raven Retreat/spacious home w/ private pool

ElizabethRating, 5 stars2 weeks ago
The cleanest AirBnB we’ve ever stayed in! Great location, easy communication with the host. Would not hesitate to book Loch Raven again.
Top guest favorite
Home in Ocean City
5 out of 5 average rating, 19 reviews

Large beachy feel 4 Bedroom

RavenRating, 5 stars3 months ago
Brian's home was beautiful! we really enjoyed ourselves definitely be renting again

Condo rentals with a pool

Superhost
Condo in Ocean City
4.82 out of 5 average rating, 57 reviews

Bayside Boaters' Paradise | Pool | Family Fun

SusanRating, 5 stars4 months ago
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.
Guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 304 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars2 days ago
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.
Guest favorite
Condo in Ocean View
4.89 out of 5 average rating, 9 reviews

Waterfront Condo With Olympic size swimming pool

DawnRating, 5 stars8 months ago
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!
Guest favorite
Condo in Ocean City
4.85 out of 5 average rating, 87 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

KathleenRating, 5 stars1 week ago
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.
Superhost
Condo in Ocean City
4.71 out of 5 average rating, 7 reviews

Time N Tide Condo - 2 BR w/Pool, Boardwalk/Beach

VickieRating, 5 stars6 months ago
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.
Superhost
Condo in Ocean City
4.69 out of 5 average rating, 29 reviews

OC's Only Private Resort

LauraRating, 5 stars6 months ago
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.
Superhost
Condo in Ocean City
4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars7 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
Superhost
Condo in Ocean City
4.88 out of 5 average rating, 40 reviews

Family Friendly Two BR OCMD Condo Bay Side

KirstenRating, 5 stars7 months ago
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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