Vacation rentals with a pool in Maryland Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Maryland Beach rentals with a pool

House rentals with a pool

Superhost
Home in Rehoboth Beach
4.85 out of 5 average rating, 73 reviews

Spacious 6 bed/3.5ba Luxurious Home w/ pool!

AngelaRating, 5 stars3 weeks ago
Big space, clean, quiet, affordable. Close to everything!!
Top guest favorite
Home in Selbyville
5 out of 5 average rating, 16 reviews

Coastal Comfort: 4BR 3BH House Pool & Rooftop Deck

Tehila RachelRating, 5 stars1 week ago
We really enjoyed our stay! Everything was so nice and spacious. We enjoyed the various spaces in the house to relax and the games provided. We booked last minute and still found everything clean and set up. The beds were comfortable and beautifully arranged. The neighborhood was quiet and peaceful. We wish we could have utilized the pool, but the weather was too cold and the pool was cold and a little dirty.
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.
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 16 reviews

Modern 3b/2.5 Townhouse w/ Pool & Tennis

VirginiaRating, 5 stars5 months ago
My 2 friends and I were supposed to go to Asheville, NC, but of course due to the hurricane we needed to make other arrangements. We loved the look of Christie's home so upon reaching out to her she was friendly, responsive and so easy to work with and communicate with. She could not have been anymore accommodating with checking in and checking out. Her home was just as shown, just beautiful, comfortable and homey. Her kitchen was well stocked, and the bedrooms were comfortable and inviting. Christie gave us great recommendations for fun stuff to do in the area. We could not have been any happier with Christie and her home. I highly recommend this Air BNB hands down. Thanks again Christie for your hospitality and engaging personality. Virginia Franco
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 Rehoboth Beach
4.87 out of 5 average rating, 229 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 stars3 days 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!
Superhost
Home in Ocean View
4.87 out of 5 average rating, 67 reviews

PRiVATE Pool, Peaceful, and Close to Bethany Beach

Phil Rating, 5 stars2 weeks ago
We stayed at Trina’s place on a resent golf trip. She was great, and her place is exactly as described. She reached out days before we arrived with clear directions for check in, which was a breeze. Trina responded very quickly to my question and I would highly recommend stay with her if you are traveling to the area.
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 192 reviews

Beautiful Beach House in Rehoboth

JenniferRating, 5 stars3 days ago
We had a wonderful stay at Autumn's house. The house itself was really lovely - clean, spacious, comfortable, and beautifully decorated. And the location was unbeatable: near enough to the beach and restaurants in town to walk everywhere, but in an adorable and quiet neighborhood. (We were visiting in the off season, so probably things are more hectic in the summer, but I would absolutely pick this house over other options in the future). Autumn was also very communicative and responsive. A great find all around.

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 stars5 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 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, 88 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

KathleenRating, 5 stars2 weeks 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 stars7 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 stars7 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 stars8 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 stars8 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.
Superhost
Condo in Rehoboth Beach
4.86 out of 5 average rating, 79 reviews

Lovely Two bedroom condo with community pool.

LaurenRating, 5 stars6 months ago
Airui was a great host. Beautiful place, nice view, very close to stores and restaurants. Airui was very responsive and the apartment was super clean :)

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