
Vacation rentals with a pool in Queen Anne's County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Queen Anne's County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Queen Anne's County rentals with a pool
House rentals with a pool

Home in Denton
4.89 out of 5 average rating, 9 reviewsRiverfront 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 reviewsChestertown 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 reviewsWaterfront 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

Home in Rock Hall
5 out of 5 average rating, 13 reviewsThe 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

Home in Church Hill
4.89 out of 5 average rating, 53 reviewsPrivate 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

Home in Saint Michaels
4.5 out of 5 average rating, 10 reviews10 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

Home in Stevensville
5 out of 5 average rating, 15 reviewsBayside 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!
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- Nationals Park
- Betterton Beach
- The White House
- National Mall
- Hampden
- National Museum of African American History and Culture
- Sandy Point State Park
- Washington Monument
- Smithsonian National Museum of Natural History
- Six Flags America
- Big Stone Beach
- Oriole Park at Camden Yards
- Smithsonian American Art Museum
- District Wharf
- Patterson Park
- National Air and Space Museum
- Meridian Hill Park
- Heritage Shores
- Killens Pond State Park
- American African Museum
- M&T Bank Stadium
- Lincoln Park
- Maryland Renaissance Festival
- Crystal Beach Manor, Earleville, MD