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

Superhost
Home in Rehoboth Beach
4.75 out of 5 average rating, 4 reviews

New property with private pool! Sleeps 10

KimberlyRating, 5 stars7 months ago
Exactly as described, great space! Bedrooms, bathrooms and kitchen brand new and super high end appliances. Living room space comfortable and well appointed. Highly recommend!
Guest favorite
Home in Ocean City
5 out of 5 average rating, 14 reviews

Poolside Paradise - Location!

KristenRating, 5 stars10 months ago
This spacious 3 bed, 2 bath home is perfect for families seeking comfort and convenience. The generous living space offers plenty of room for everyone, with well-sized bedrooms and bathrooms. The dining area was great for meals, and the kitchen is equipped with appliances and ample counter space. One of the standout features is the home's prime location, directly across from the community pool, making it ideal for summertime fun and relaxation. The neighborhood is friendly and safe, with excellent restaurants nearby. This home truly offers the best of both comfort and convenience, making it a perfect choice for families looking to vacation in OC.
Guest favorite
Home in Rehoboth Beach
4.87 out of 5 average rating, 230 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 stars1 month ago
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 72 reviews

Spacious Living in Rehoboth, with a Pool

ClaireRating, 5 stars5 months ago
Lovely place to stay! My family and I had our Christmas here and it was the perfect space. It was comfortable, came well stocked, and had nice touches throughout the home.
Guest favorite
Home in Cobbs Creek
4.98 out of 5 average rating, 154 reviews

Blue Heron WaterSide

KimberleeRating, 5 stars1 week ago
So glad we found this gem of a location and grateful to our hosts for sharing it with us! Was the perfect quiet weekend getaway for the two families that stayed, and plenty for our tweens and teens to do. We enjoyed fishing and crabbing from the dock and appreciate the generosity of the hosts allowing us to use the SUP, kayak, etc. Laura was very helpful in all communications, before and during our stay. Would definitely stay again!
Guest favorite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars9 months ago
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.
Superhost
Home in Lewes
4.78 out of 5 average rating, 45 reviews

Slps 6 | Comm. Pool | PetsOK | WD | Bikes | Kayaks

AlyciaRating, 5 stars7 months ago
Such a perfect mix of private and secluded but easy access to the beach. Loved the fire pit. Family had a great time, house had everything needed for the weekend.
Superhost
Home in Rehoboth Beach
4.75 out of 5 average rating, 8 reviews

Bluewater Beach House - "Under New Management!"

SarahRating, 5 stars9 months ago
The house was in a great location - walkable to beach and town but on a quiet street. It was close to the main road with stores and conveniences. It had two sun porches which were not shown in the photos and were great for outdoor relaxation.

Condo rentals with a pool

Guest favorite
Condo in Rehoboth Beach
4.98 out of 5 average rating, 83 reviews

Lovely 2BR Condo - Rehoboth/ Dewey

LatiaRating, 5 stars8 months ago
Michelle's place was spacious and well-appointed for myself and four other people. The water pressure was great, there was plenty of hot water for showers, and it was conveniently located. The neighborhood was quiet, and while we didn't have time to enjoy the amenities, the screened-in porch was lovely to enjoy and, best of all, free! The beds were firm and comfortable; the apartment was very clean! Thanks for a great stay, Michele!
Guest favorite
Condo in Ocean City
4.88 out of 5 average rating, 32 reviews

Ocean View, Large Condo, Heated Pool

ShelbyRating, 5 stars2 weeks ago
I had a fantastic stay! The place was immaculately clean—you can tell the host really takes pride in maintaining a spotless and welcoming space. Everything felt fresh, tidy, and well-cared for, which made it so easy to relax and feel at home. Beautiful view!! Communication was smooth, and check-in was simple. Highly recommend to anyone looking for a comfortable and exceptionally clean stay!
Guest favorite
Condo in Ocean View
4.89 out of 5 average rating, 9 reviews

Waterfront Condo With Olympic size swimming pool

DawnRating, 5 stars9 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
4.94 out of 5 average rating, 16 reviews

Condo with Pool in the Heart of OC

SarahRating, 5 stars8 months ago
Stayed at this condo for Oceans Calling—which was about 3 miles away. It was tidy and welcoming and fit our needs well.
Guest favorite
Condo in Ocean City
4.86 out of 5 average rating, 91 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

RonnellaRating, 5 stars2 weeks ago
Our family stayed here for a brief weekend trip. The place was cozy, with everything you need inside and out, and the view! I felt spoiled sitting on the patio watching the ocean while I drank my coffee in the mornings. The condo itself was lovely, and the location was great, with easy access to stores and city transportation. I was a little disappointed that the property pool and kiddy area wasn’t open yet, but we had an entire ocean at our finger tips. Everything from start to finish was easy to navigate. We will definitely be back in the future!
Guest favorite
Condo in Ocean City
5 out of 5 average rating, 8 reviews

Bayfront Condo 46th St *2 POOLS*Free Linens/Towels

AliciaRating, 5 stars12 months ago
I can’t say enough how beautiful this condo is! It was absolutely spotless and the views are worth every penny! Felt right at home!
Guest favorite
Condo in Dewey Beach
4.98 out of 5 average rating, 45 reviews

Stunning 2 bedroom with pool

JonathanRating, 5 stars2 weeks ago
My husband and I love staying in Airbnb‘s. I am pretty anal about cleanliness. I am a teacher and also a cleaning lady myself, and thought this was the cleanest place I’ve ever stayed at. The decor was so crisp and clean. I felt comfortable sitting on the couch, the beds, etc. They were very accommodating when we needed to talk to them. I totally recommend this place!
Superhost
Condo in Ocean City
4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars9 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!

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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