
Vacation rentals with a pool in Parole
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Top-rated rentals with a pool in Parole
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Parole rentals with a pool
House rentals with a pool

Mins to Annapolis from Waterfront home Pool, Pier
House owners were extremely responsive and informative. House was well stocked , and a great location and view made the stay even better.

Bay Breeze Retreat
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.

Gorgeous, waterfront home. Perfect for Families.
We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!

Modern Bay Dream
Rick was very supportive and his communication was superb. Great host with a beautiful cozy home. 5 star all across the board.

Gunpowder Retreat
We had a great weekend! The host was incredibly kind and accommodating, making check-in and communication smooth from start to finish. The house itself was well-stocked, clean, and thoughtfully organized—perfect for relaxing with a small family group. We especially enjoyed winding down in the cozy living room and falling asleep to a movie after a fun day out. Would absolutely stay here again!

Historic Peace and Plenty Farm: Pool House
The property is everything as described and more! We immediately felt at peace and appreciated the wonderful amenities (fully stocked kitchen, sauna, comfortable beds, window views). Duane was a ray of sunshine and incredible host. He stopped by to give us a history of the property and suggestions for enjoying nature. Our walks were relaxing and we enjoyed all the wildlife: birds playing in the morning, a groundhog running about, and busy squirrels. We would certainly stay again when in the area!

Spacious/Unique in Heart of DC Designer Rowhome
I stayed at Will’s property for four nights in March 2025 with a group totaling nine people. Upon arrival, we found the property clean and free of clutter. The property was conveniently located within walking distance to Union Market and the metro, allowing for easy exploration of the greater DC area. Will was an exceptional host, demonstrating prompt, friendly, and professional communication throughout our stay. Will graciously accommodated an early check-in and late check-out, which gave my party extra time to explore the DC area before our departure. I would highly recommend this property for groups of 5-9 people and would gladly return if visiting the area again.

The Little Gypsy BoHome
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 :)
Condo rentals with a pool

National Harbor 2bdrm condo near DC, Gaylord, MGM
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!

The Fountains condo one bedroom 2 level apartment
The host was more than accommodating and the condo Is exactly as pictured . Great stay

Charming Annapolis Waterfront Condo
We really enjoyed our stay! The place was clean, comfy, and had everything we needed. Jared was super responsive and helpful. I highly recommend.

Cozy Annapolis Condo
We had a great stay in Annapolis and the place was very instrumental in making sure it was that way. The place is well located, clean and consistent with the description in every way.

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

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.

Newly Renovated 1-Bedroom on Spa Creek
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. :)

Modern Apartments available at National Harbor
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!
Quick stats about vacation rentals with a pool in Parole
Total rentals
20 properties
Total number of reviews
720 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Nationals Park
- The White House
- Lincoln Park
- National Mall
- Hampden
- National Museum of African American History and Culture
- Georgetown University
- Sandy Point State Park
- Smithsonian National Museum of Natural History
- Smithsonian American Art Museum
- Washington Monument
- Arlington National Cemetery
- National Harbor
- District Wharf
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- Oriole Park at Camden Yards
- Six Flags America
- American African Museum
- Meridian Hill Park
- Congressional Country Club
- M&T Bank Stadium