Vacation rentals with a pool in Queen Anne's County

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Queen Anne's County rentals with a pool

House rentals with a pool

A seasonal heated pool is surrounded by lush greenery, with comfortable lounge chairs positioned nearby. The pool's clear water reflects the blue sky, creating a serene atmosphere. A fenced area enhances privacy, and a gathering space is visible under the shade of trees.
Home in Denton
4.89 out of 5 average rating, 9 reviews

Riverfront Denton Estate on 7 Acres w/ Fire Pit!

JennaRating, 5 stars2 months ago
This beautiful house was situated on the Choptank River and was absolutely beautiful. The kitchen is a little dated but was well stocked with almost anything we could have needed. Loved that there were little snacks left for us! All of the rooms were comfy and the bathrooms were clean and updated. I wish it had been warm enough to spend more time outside because it truly was a gorgeous location.
Top guest favorite
Home in Chestertown
5 out of 5 average rating, 22 reviews

Chestertown Watson Family Farm

TaraRating, 5 stars7 months ago
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.
Home in Stevensville
5 out of 5 average rating, 3 reviews

Waterfront Escape with Pool Nature Lover Paradise

KarenRating, 5 stars3 weeks ago
This property has a breathtakingly beautiful view of the water that has a fully fenced in yard…so you don’t have to worry about little ones getting into the water. The master bedroom and master bath was amazing. My extended family and I traveled from 4 different states to stay at this property and all of us were comfortable. The house had plenty of spaces to kit be on top of each other. I highly recommend booking this property. The host is very responsive and helpful. I will keep this property in mind for future stays.
Top guest favorite
A clear swimming pool reflects the overcast sky and surrounding buildings. Multiple white lounge chairs are arranged around the pool, accompanied by blue umbrellas offering shade. The pool area is enclosed by a low fence, creating a serene atmosphere for relaxation.
Home in Rock Hall
5 out of 5 average rating, 13 reviews

The Mariner's House

VivianRating, 5 stars1 month ago
We thoroughly enjoyed our stay. The location was perfect. The Bay was across the street. There were many extra Amenities available to us on the grounds. The house was in a perfect location, very well maintained, fully equipped, very cozy, and within walking distance to everything. The neighborhood was quiet and peaceful. Megan was the perfect host. She was very welcoming, friendly, warm, and responsive. Everything went smoothly and was exactly how she said that it would be. There were no unexpected surprises. We can't wait to go back!
Guest favorite
A two-story home is seen from the perspective of a patio area, featuring a large saltwater pool in the foreground. Lounge chairs are arranged around the pool, and string lights are hung overhead. A garden area with plants borders the pool, adding greenery to the scene.
Home in Church Hill
4.89 out of 5 average rating, 53 reviews

Private Peaceful Waterfront House w/ Pool, Hot Tub

LenaRating, 5 stars9 months ago
This was our 2nd year at Peaceful Waters. It is indeed just that! Peaceful! Perfect and beautiful location. Everything needed is there to assure a wonderful carefree stay. The place is well stocked, clean and is just as it reads and appears! My group of 16 loved the place AGAIN this year. Hopefully, planning to go back next year. Matthew and Rose are great to work with! ❤️
Superhost
The home features a welcoming exterior illuminated by warm outdoor lighting, showcasing large windows and a spacious deck with comfortable seating. A pool and spa, glistening in green hues, are surrounded by lush landscaping, creating a serene evening atmosphere.
Home in Saint Michaels
4.5 out of 5 average rating, 10 reviews

10 Minutes to St. Michaels with a Private Pool

JoyRating, 5 stars4 months ago
We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰
Top guest favorite
A well-maintained front yard features neatly arranged azalea bushes in bloom, surrounded by lush green grass. The home, with a double garage and a sloped roof, is framed by mature trees under a clear blue sky, creating a serene outdoor setting.
Home in Stevensville
5 out of 5 average rating, 15 reviews

Bayside Escape

StacyRating, 5 stars5 months ago
Our family loved our too-short stay at Jessica’s lovely home. Mornings looking out on the water and lounging on the outdoor deck were so tranquil. The home has a wonderful orientation and light-filled living area. Plenty of space, well laid-out and just about every convenience one needs in this comfortable abode!

Destinations to explore