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 Woolford

5 out of 5 average rating, 114 reviews

Starboard on McKeil Point, w/heated pool & hot tub

MeiRating, 5 stars1 week ago
We spent three relaxing ,pleasant and peaceful days in this house. The on-site experience was unforgettable. It is suitable for large groups. The interior is beautifully decorated with enough space, the kitchen has complete cooking utensils. It was too cold to get into the pool, but, we enjoyed the hot tub. We fished ,caught crabs , and abundant oysters by the dock,kayaked on the water, and enjoyed the beauty of nature。The sunrise by the house,sunset at the Blackwater National Wildlife Refuge are amazing. Lindy’s seafood market near by has very good price for crabs. Thank you Kristin and your beautiful house, we will come back again.
Guest favorite

Home in Berlin

4.79 out of 5 average rating, 193 reviews

OC, Md great amenities in community, near beaches

EmilyRating, 5 stars1 month ago
Shawn and Terri’s air bnb went above and beyond my expectations! We decided not to stay on the beach this year but I didn’t realize that we’d still be right on the bay! There’s a peer overlooking the ocean that was just a five minute walk away. Not only that, but the community itself was private, peaceful, and had everything you could ever need to stay busy! There were two pools, ball courts, and playgrounds all walking distance. The residents were kind and welcoming. Assateague beach was a five minute drive away and restaurants only a ten minute drive! The main strip of ocean city was super close. The air bnb itself was clean and beautifully decorated. There were extra blankets, amenities, my son loved the cards and coloring books! All in all this was the perfect place to stay.
Guest favorite

Home in Ocean Pines

4.96 out of 5 average rating, 125 reviews

Little house in Berlin, Md.

GeorgeRating, 5 stars1 month ago
This place was perfect. Well equipped, clean, roomy(4 people) the screened in porch is the place to be. Fan, tv, fridge. The house is centrally located, 10 minutes or less from just about everything. I’m definitely booking here in the future. Easily one of the best Airbnb’s I’ve stayed at.
Guest favorite

Home in Ocean City

4.93 out of 5 average rating, 178 reviews

Right behind Alley Oops & Crab Bag. Walk to beach

AllisonRating, 5 stars2 weeks ago
We enjoyed our stay. The place was clean and welcoming. She was able to accommodate an early check-in and she checked on us during our stay. Very responsive and looking forward to another trip soon!
Guest favorite

Home in Rehoboth Beach

5 out of 5 average rating, 185 reviews

Beautiful Beach House in Rehoboth

MargaretRating, 5 stars2 weeks ago
Autumn is an excellent host. Her home is lovely -- spacious, clean, comfortable, and a wonderful location.
Guest favorite

Home in Rehoboth Beach

5 out of 5 average rating, 69 reviews

Spacious Living in Rehoboth, with a Pool

SusanRating, 5 stars1 month ago
Was a perfect and spacious home to unwind at the beach with friends and family. We cooked together, watched baseball and football on the living room TV. Our electric bikes we brought along, fit just fine in the locked shed. The house was beautifully decorated and very well stocked. We found all the spices we needed for cooking provided. Kitchen appliances and cookware were great. The basket of crab crackers and utensils came in handy. Beds were very comfortable and cozy. There was lots of room for the 5 of us to have their own space and privacy. The hosts were very helpful and responsive to any questions we had. We enjoyed playing some board games and put together a couple of jigsaw puzzles from the entertainment cabinet in the dining room. The community pool was also great to have and we were able to get in a swim before it closed for the season. We hope to return next year! Wonderful stay!!
Guest favorite

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars2 months ago
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.
Guest favorite

Home in Rehoboth Beach

4.9 out of 5 average rating, 116 reviews

Luxury Carriage House in Rehoboth Beach

JeffRating, 5 stars1 month ago
Linda's place was more beautiful in person than in the pictures. She was very pleasant and helpful. The house was perfect for us. Everyone loved it. The bedrooms were gorgeous as well as the livingroom and the lovely serene screened in back porch, would absolutely stay here again. A great value for the money!

Condo rentals with a pool

Superhost

Condo in Ocean City

4.78 out of 5 average rating, 105 reviews

Spacious Direct Oceanfront 1BR Condo w/Balconies

BrandonRating, 5 stars3 weeks ago
An amazing place! Double balconies for sunrise and sunset views. Very peaceful and friendly neighbors. Everything within walking distance. Would highly recommend! Natasha was very quick to respond to any questions or needs you may have.
Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 287 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

EddieRating, 5 stars1 week ago
Really minor minor items to help improve the location: * put a couple hooks on the back of the bathroom doors for towels and.. * definitely.Add a floor standing toilet tissue holder in the master bath.Or change out the holder 21 that the role was slide off of. * consider sliding the master bed mattress down 1 to 2 inches to avoid people stubbing their toes on the bed frame legs. Like I said, really minor stuff.Because the place is great.Thank you.
Superhost

Condo in Ocean City

4.75 out of 5 average rating, 159 reviews

Beach condo next to Seacrets

CaryRating, 5 stars1 month ago
I’ve stayed in Annette’s place for two years in a row during Ocean City Bike Week. Her place is the perfect location, affordable, and she’s an awesome host! We’ll be back again for year 3 next year!
Guest favorite

Condo in Ocean City

4.89 out of 5 average rating, 179 reviews

Prime Condo North OC 2 Blocks to Beach w/ Pool

AlexRating, 5 stars3 weeks ago
Perfect place to crash after a day out at Country Calling music festival. The space was clean and the host was great with communication. The only reason I took a star was having to bring our own linen, host did clearly state to do this before hand so we were prepared but still slight inconvenience. The condo is also about 8 miles from the festival area so we had to take the public bus which wasn’t bad but just so others are prepared.
Guest favorite

Condo in Rehoboth Beach, Sussex County

4.98 out of 5 average rating, 169 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

SaraRating, 5 stars1 month ago
We had a great time in Rehoboth Beach and staying at Zoltan and Noemy’s place was an added plus. They provided many amenities which we didn’t have to worry about, which made our trip less stressful. We would highly recommend staying here, and Zoltan and Noemy were very attentive and kind hosts!
Guest favorite

Condo in Rehoboth Beach

4.9 out of 5 average rating, 197 reviews

Charming Beach Condo

RobertRating, 5 stars1 month ago
Very nice spot, convenient. The host had lots of ways to contact them, but didn’t need to-which I think is the sign of a great stay.
Guest favorite

Condo in Ocean City

4.88 out of 5 average rating, 127 reviews

Water Front Condo w/Pool Short Walk to Beach

NoahRating, 5 stars1 month ago
The spot is exactly how it looks. It was spotless and check in/out was easy. Very close to the beach as well
Guest favorite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 176 reviews

Buoyed Spirits 2 BR 2B 1st floor condo

DanielRating, 5 stars1 month ago
Multiple stays at Jamie's condo and she is always a treat to work with. Chrystal clear communication and her condo carries a nicely secluded, "feels like home" atmosphere. Highly recommend.

Quick stats about vacation rentals with a pool in Chincoteague

  • Total rentals

    150 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

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