Vacation rentals with a pool in Parole

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Popular amenities for Parole rentals with a pool

House rentals with a pool

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.
Guest favorite
The exterior view showcases a spacious backyard with an inviting swimming pool surrounded by lounge chairs and blue umbrellas. A two-story gray house stands prominently, with a deck and seating area visible, all framed by greenery and a clear sky.
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home. Perfect for Families.

Leslie RogersRating, 5 stars4 months ago
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!
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.
Top guest favorite
Home in Perry Hall
4.99 out of 5 average rating, 93 reviews

Gunpowder Retreat

MaxRating, 5 stars2 weeks ago
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!
Top guest favorite
A vibrant array of flowers in various colors frames the freshwater lap pool, leading to a two-story guest house. The building features a balcony above large glass doors, with the serene pool reflecting the surrounding greenery.
Home in New Market
4.93 out of 5 average rating, 134 reviews

Historic Peace and Plenty Farm: Pool House

BrittanyRating, 5 stars4 weeks ago
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!
Guest favorite
A charming corner home features a rounded turret and tall windows that allow natural light to illuminate the interior. Lush greenery surrounds the property, with well-maintained trees and colorful shrubs contributing to the inviting landscape.
Home in Northwest Washington
4.81 out of 5 average rating, 116 reviews

Spacious/Unique in Heart of DC Designer Rowhome

NathanRating, 5 stars1 month ago
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.
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 stars3 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 :)

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 National Harbor
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
Top guest favorite
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 stars2 weeks 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.
Guest favorite
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, 51 reviews

Cozy Annapolis Condo

RickRating, 5 stars2 weeks ago
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.
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
4.77 out of 5 average rating, 43 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 fenced swimming pool is visible under clear blue sky, with sunlight reflecting off the water's surface. Several white lounge chairs surround the pool, complemented by a shaded table and umbrella nearby. The area appears well-maintained and inviting for relaxation.
Condo in Betterton
4.92 out of 5 average rating, 36 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

CaitlinRating, 5 stars7 months ago
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.
Guest favorite
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. :)
Top guest favorite
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 National Harbor
4.89 out of 5 average rating, 149 reviews

Modern Apartments available at National Harbor

HollyRating, 5 stars1 week 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!

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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