Vacation rentals with a pool in Southern Maryland

Find and book unique homes with a pool on Airbnb

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Popular amenities for Southern Maryland rentals with a pool

House rentals with a pool

Guest favorite
Home in Temple Hills
5 out of 5 average rating, 17 reviews

Bright/Cozy 4BR Home w/ Heated POOL Near MGM & DC

AsiaRating, 5 stars3 weeks ago
Staying at Luam's place was great! The house looks exactly as it is listed. We wish the pool would have been available for use :( but all other amenities and accommodations were exceptional! The house came with a fully stocked kitchen perfect for cooking a great meal. The house was spacious and there was plenty of room for all of my guests. There could be more mirrors in the house as the only mirrors were in the bathrooms and 1 large mirror in the living room and the beds were slightly hard but that did not take away from how amazing the house was. It was 20 minutes from DC in a quiet area. The perfect home away from home. Thanks, Luam for being so responsive and providing easy check-in instructions. We would definitely stay again if in the area.
Superhost
A modern home is featured with a spacious pool area, showcasing a large blue pool surrounded by lounge chairs. A red umbrella provides shade on the deck, while the home's large windows offer views of the surrounding greenery.
Home in Arnold
4.69 out of 5 average rating, 13 reviews

Mins to Annapolis from Waterfront home Pool, Pier

VickyRating, 5 stars10 months ago
House owners were extremely responsive and informative. House was well stocked , and a great location and view made the stay even better.
Superhost
A refreshing saltwater pool is framed by comfortable lounge chairs in vibrant red and blue. A large grassy area is visible beyond the pool, leading to serene waterfront views under a clear blue sky, complemented by a tree providing shade.
Home in Queenstown
4.81 out of 5 average rating, 156 reviews

Bay Breeze Retreat

EeshaniRating, 5 stars7 months ago
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.
Superhost
Home in Deale
4.94 out of 5 average rating, 16 reviews

Modern Bay Dream

Olani Rating, 5 stars2 months ago
Rick was very supportive and his communication was superb. Great host with a beautiful cozy home. 5 star all across the board.
Guest favorite
Home in Montross
4.99 out of 5 average rating, 150 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars2 weeks ago
This was our second stay at Beach Please and it was just as delightful as the first! The house was again squeaky clean, thoughtfully decorated and had plenty of room for our multi-generational family to spread out. Grandparents appreciated the first floor master bedroom and kiddos loved the game room, and the crafts and puzzles upstairs. The neighborhood is peaceful and cozy, with beautiful views in every direction. The addition of the acoustic guitar for songs by the firepit was a major plus, as our ten year old is a music lover and almost brought her own. We had a great stay and would recommend this AirBnB to anyone! Grab a week (or two) and don't think twice.
Top guest favorite
A serene outdoor area features a saltwater swimming pool surrounded by comfortable seating, including wicker chairs and side tables. Lush greenery frames the space, with a view of the water beyond. Lanterns are placed around the pool for added ambiance.
Home in Tracys Landing
4.99 out of 5 average rating, 206 reviews

The Little Gypsy BoHome

ToddRating, 5 stars2 weeks ago
The place was perfect, clean, homey, comfortable and really unique. Loved the pool, cold plunge, sauna, screen porch. We had everything we needed from fresh flowers and cookies to convenient multiple charging stations by the beds. Loved the outdoor lighting and overall coziness of this place. Quiet and peaceful, sounds of the water lapping the shore, beautiful place to drink morning coffee and watch the sunrise. Also found some great sea glass on the beach!! Love, love, loved staying here :)
Top guest favorite
A serene poolside area is framed by lush greenery and a large tree, providing a peaceful view of the water. Lounge chairs are positioned for relaxation, with picnic tables nearby. The clear blue sky and calm water create a tranquil atmosphere.
Home in Lusby
5 out of 5 average rating, 138 reviews

Historic Rousby Hall, Waterfront, Patuxent River

ShannonRating, 5 stars3 months ago
What a lovely stay! Incredibly charming home with such hospitable hosts. Our group felt comfortable and relaxed. Picturesque environment.
Guest favorite
A spacious backyard features a private swimming pool surrounded by a patio. Lounge chairs are positioned for relaxation, with a small shed visible in the corner. A two-story house stands in the background, showcasing multiple windows that allow natural light.
Home in Fort Washington
4.89 out of 5 average rating, 46 reviews

Spacious Retreat w/ Pool, Washington DC Area

MargeRating, 5 stars1 week ago
We enjoyed the house and its amenities. The beds were super comfy, perfect combination of firm and soft, with a variety of pillow types to choose from. There was plenty of hot water for 6 showers every morning, and we were all getting ready about the same time. When the dryer squealed and I notified Ruben, he immediately offered to send a repairman with our convenience in mind. He responded quickly to any questions from the very beginning of the reservation throughout our stay. My sister especially liked having a ceiling fan in the master suite. My 92-year-old mother was thrilled with a ground floor bedroom and a half bath right next door. We often gathered around the table in the kitchen area to make our plans, and though we didn't cook much we appreciated that the kitchen was equipped with everything we needed. The quiet neighborhood made us feel safe and let us sleep well.

Condo rentals with a pool

Superhost
An indoor swimming pool is surrounded by large windows that allow natural light to flood the space. Poolside seating is provided with tables and chairs. The ceiling features skylights, enhancing the openness of the area, while tile accents add to the modern design.
Condo in Oxon Hill
5 out of 5 average rating, 4 reviews

National Harbor 2bdrm condo near DC, Gaylord, MGM

ElizabethRating, 5 stars2 months ago
Wonderful experience! The accommodations were just as described, well kept and comfortable, and the location was perfect. Thanks to Janee as well for answering all my questions and making for a seamless process!
Superhost
The spacious lobby features polished tile floors and neutral-toned walls. A contemporary seating area includes a light-colored sofa and armchairs centered around a wooden coffee table. Abstract artwork hangs on the wall, and a potted plant adds a touch of greenery.
Condo in Alexandria
4.86 out of 5 average rating, 14 reviews

The Fountains condo one bedroom 2 level apartment

MaybelleRating, 5 stars2 months ago
The host was more than accommodating and the condo Is exactly as pictured . Great stay
Superhost
A comfortable living area is displayed, featuring a sectional sofa and a coffee table on a textured rug. A wall-mounted television is visible, alongside a stylish fireplace. The open layout connects to the kitchen area, with warm lighting illuminating the space.
Condo in Annapolis
4.99 out of 5 average rating, 73 reviews

Charming Annapolis Waterfront Condo

AnnaRating, 5 stars1 week ago
We really enjoyed our stay! The place was clean, comfy, and had everything we needed. Jared was super responsive and helpful. I highly recommend.
Superhost
An open living area is showcased, featuring a light-colored sofa against a wall adorned with framed photographs. A large rug anchors the space, complemented by a round dining table and chairs. Natural light floods in from large sliding doors leading to a balcony.
Condo in Annapolis
4.96 out of 5 average rating, 50 reviews

Cozy Annapolis Condo

JoeRating, 5 stars3 months ago
Host gave an accurate description. Also, gave clear and easy instructions for checking in to condo. Had everything we needed. Comfortable beds! Would highly recommend if you're visiting the Annapolis area.
Superhost
The spacious living area includes a comfortable blue sofa, a matching accent chair, and a coffee table with a glass top. A television is mounted on the wall, while a wooden table and stools are positioned nearby. Natural light filters through vertical blinds.
Condo in Greenbelt
4.76 out of 5 average rating, 42 reviews

Lovely 1-bedroom condo w/ 2 parking spots near DC

TaiyloreRating, 5 stars2 weeks ago
I definitely loved this home soooo spotless felt right at home. You might hear people walking here and there BUT it’s not an all the time thing, other than that it’s so peaceful. Kitchen is beautiful and has all the spices you kinda need if you wanna cook, bed was sooooooo comfortable and the living room was so inviting. It’s close to food spots banks grocery stores, etc. I’m definitely booking again.
Superhost
A welcoming living area features a brown leather sofa and a light rug under a coffee table. A large television is mounted on the wall opposite the seating. Natural light enters through a window, complemented by a potted plant and artwork on the wall.
Condo in Annapolis
4.94 out of 5 average rating, 18 reviews

Newly Renovated 1-Bedroom on Spa Creek

Courtney LynnRating, 5 stars6 months ago
To say this place was perfect is an understatement! I didn’t want to leave! The apartment is equipped with everything you need. Some highlights: a location near the water with great views, extremely clean and beautifully decorated, easy parking and walkable to EVERYTHING! Marie is the perfect host - proactive with all the information and reachable with any questions! Even better, the per night cost is about half that of a hotel in town! There is no doubt I will be staying here again on my next Annapolis adventure. :)
Superhost
The living area features a spacious arrangement with a large circular coffee table at its center. Two colorful sofas, accented with red and blue throws, are situated opposite a wall-mounted television. Natural light filters through the adjacent windows, illuminating the soft rug underfoot.
Condo in Oxon Hill
4.89 out of 5 average rating, 149 reviews

Modern Apartments available at National Harbor

HollyRating, 5 stars4 days ago
I cannot say enough about this property or Kenny. It was an extremely busy for me as it was my daughter’s wedding. Kenny made the check-in, stay, and check out easy for me, which is just what I needed. He checked on us frequently, but not too much. He was very responsive to a few questions that I had. The place was clean, well furnished, and a really fun area to stay in. I highly recommend Kenny and this property!
Superhost
The living area features a flat-screen TV mounted on a white media console. A wooden coffee table occupies the center, surrounded by a textured area rug. A sunroom filled with natural light showcases a desk and panoramic views of the greenery beyond.
Condo in McLean
4.98 out of 5 average rating, 130 reviews

Luxury 1bd in Heart of Tysons

LarissaRating, 5 stars3 weeks ago
Perfect overnight for a show at Capital One Hall.

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