
Kid-friendly holiday rentals in Parole
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Top-rated kid-friendly rentals in Parole
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Popular amenities for Parole kid-friendly rentals
Child-friendly house rentals

"Hilltop Hideaway"- Private basement suite
Perfect find - beautiful apartment, exceptionally quiet considering it is on the lower level, awesome view from the patio, all amenities that one could need - in addition, Michelle is awfully considerate and easy to communicate with. Looking forward to my next stay.

4 bedrooms, 7 beds, 3 bath completely updated
Great place with a great host. Would definitely recommend and be a repeat customer

Cozy Townhome Near Navy Stadium
We were in town for night. Place was super clean and convenient. Walkable to restaurants but may want to opt for the car. Super convenient if you are attending a football game. Exactly as advertised and what we needed. Hosts were super responsive.

Rachel's BnB
Great location not far from downtown as well as close to family

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
The venue, property and service made great memories. Our host went above and beyond to help and especially with a special request that only an exceptional person would do. We had a wonderful stay and look forward to another visit.

Elegant & Authentic Annapolis
We loved our stay at Monica’s place! Her Airbnb was the cleanest we have stayed in (and I’m very picky about only staying in ones with good ratings for cleanliness, so that says a lot!). It was very well-furnished and beautiful. She provided extra supplies as well (tissues, paper towels, toilet paper, bottled water). She responded very quickly to any questions, and accommodated us with a later check out when we asked! She also provided us with a residential parking permit during our stay, which allowed us to not have to pay for any parking, as her Airbnb was within walking distance of all of the attractions and restaurants we wanted to visit. We would absolutely stay there again if we are in the area!

New Hotel Chic
We had a wonderful stay at this well-appointed, cozy, and impeccably clean home. From the moment we arrived, it was clear that every detail had been thoughtfully considered—from the comfortable furnishings to the fully stocked kitchen and fresh linens. The space felt warm and inviting - perfect for relaxing after a long day. Communication with the host was smooth and responsive, and check-in was a breeze. I would absolutely stay here again and highly recommend it to anyone looking for a peaceful and comfortable getaway.

West Annapolis cottage, walk to USNA, City Dock
I had a amazing time at Cyndi's place in West Annapolis. Sweet neighborhood to walk around, super comfortable beds so friends I was visiting with could stay overnight if it was too late to drive home, walking distance to a coffee and ice cream shop, and easy drive into downtown Annapolis and also DC and Baltimore to visit friends.
Kid-Friendly apartment rentals

DC Oasis- hot tub, pool, theater/game rm, & more
This is a great place to stay and tour the DC Metro area - provided you have a car. Most days it would take us 30 minutes to get to and from DC though if we hit rush-hour, it was as long as an hour. The space is tidy and great. My kids love the pool, though it was a little cold for me-they swam there every night. Jennifer is great to communicate if you have any needs she gets stuff done right away. Note that there is only one bathroom, which can be a pain if you have a full house of six people. The washer and dryer are small so it will take you longer if you’re used to a full size. She had all the cooking methods and appliances available. The theater room has Netflix and Amazon prime ready for you to watch a show. There is even a popcorn maker. We did not use the gym, but it was nice - comparable to a small hotel gym. Property is in the owner’s basement, so there is some sound from upstairs as identified in the listing. Host stays out of your way but is there if you need anything.

Quiet Cozy 1 Bdr Apt at BWI Airport
worth the price. situated a stone's throw from bwi.

Butchershill-Private Clean Cozy Fireplace Parking.
We chose John's place because it was a block from our Son's house in Butcher's Hill. We would choose it again because it was a beautiful place with everything you could need thoughtfully supplied. John was super responsive to every question and communication, which is a big plus. We would not hesitate to stay there again in the future.

Celebrate Summer by Your Private Pool
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

A unique place on sue creek
Clean and friendly let us know where Good places were to go to spend time. Dan was great and were respectful of our privacy 👍🏼

Charming Eastport
Kimberly's place is in a great location and is walkable to many pubs and restaurants, as well as to downtown Annapolis.

Gybeset Eastport Inn
Great place to stay in Eastport. A couple doors down from Vin 909 Winecafe, which we highly recommend.

Just Like Home - Private Entrance Apt in DMV Area
Lynn's home was wonderful and quaint. The bed was comfortable, the kitchen and living area were perfect, and my stay was enjoyable. I'll stay again when I visit the Annapolis/DC area in the future! Thank you Lynn!
Child-Friendly Holiday Condos

Newly Renovated & Modern 1BR Condo - Unit 3
Willie's place was just as pictured- super clean and free of clutter living, kitchen, bedroom and bathroom. We had an issue getting into the unit initially (code was not working) but I called Willie and he IMMEDIATELY answered and the issue was resolved in seconds. Location is great, could walk or an easy Uber/Lyft into the city or around the area. Also downtown Arlington has lots of cute shops. Less than 10 minute drive to the airport too! The only negative is that this is a four unit shared "house" and the stairs to get up to the unit, along with being on the top floor (old squeaky floors) it is very difficult to be quiet during the after hours (even with just walking in and getting ready for bed). Other than that, the stay was perfect and just as described! Thank you Willie!

Stylish apt w free gated parking, kitchen & patio
We had a wonderful stay at Lauren’s place and would highly recommend to anyone traveling to DC!

New Downtown Annapolis Condo With Free Parking
Ellen’s condo was absolutely perfect for Commissioning Week. The location couldn’t have been better—within walking distance to fantastic restaurants, the Naval Academy, and Graduation at the Navy-Marine Corps Memorial Stadium. The coffee shop downstairs was a delightful bonus, and the underground parking was a major perk. Ellen provided clear and detailed instructions about the condo and guest expectations, making everything easy to understand and stress-free. The condo itself is beautifully and tastefully furnished, with all the essentials thoughtfully provided. The in-unit washer and dryer were a huge convenience. The bathroom was spacious and well-appointed, complete with shampoo, conditioner, and body wash. What I appreciated most was how quiet and peaceful the condo was—it offered a true retreat. The private patio was perfect for enjoying a morning coffee or an afternoon cocktail. I would absolutely stay here again.

Brand New Reno in Historic Dist w 2 Parking spots
We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.

Rancho Relaxo! A Southwest styled Casita!
Abaad was very nice, proactive, communicative. The Airbnb was nice, as pictured. Would stay again.

Capts Qrtrs - Awesome downtown Annapolis location!
We had a great time once again staying here. It is just steps from the main gate of USNA and the downtown activities and restaurants. Caite was also responsive and very flexible with us and our needs.

Old Ellicott Condo | Historic mid-century home
Ben’s place is exactly as described me and my family enjoyed our stay. I felt right at home, when I’m visiting my sister in the near future I will definitely stay again.

Unique, charming garden apartment
Great apartment! Sean’s apartment is very comfortable and tastefully decorated. It is completely quiet at night and the bed is good. There is a good vibe in the neighbourhood and the apartment is less than five minutes from a Green Line metro station that will take you directly to the best art museums in the city. Sean and his co-hosts are very helpful and responsive. I hope to come back to Washington one day and if that happens, I will definitely try to book Sean’s apartment again. Thank you Sean, Megan and Loren for all your helpfulness and a lovely stay!
Quick stats about holiday rentals that are kid-friendly in Parole
Total rentals
70 properties
Total number of reviews
4.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
70 properties include access to Wi-Fi
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park