
Kid-friendly holiday rentals in Parole
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Parole
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Parole kid-friendly rentals
Child-friendly house rentals

Severn River Hope Cottage
Kevin's place was perfect for us and had everything we needed for two couples and long time friends to catch up. It was a short drive to downtown Annapolis but also secluded and private and away from the hustle and bustle when we wanted it. Thanks so much. We will come again if we get the chance!

"Hilltop Hideaway"- Private basement suite
the place is perfect. clean, peaceful, convenient. Great job, Michelle.

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

* Beautiful Oasis w/ No Detail Spared
We had a short but nice stay here! We really appreciated the quick responses and thorough explanations of everything. We also appreciated the cookies and couple of waters that we so desperately needed after such a long trip! The place itself is just how it looks in pics and isn’t too far away from the downtown area ☺️

Cozy Arnold House Near Annapolis
The place was great for us for one week. Located close to the Naval Academy, the stadium and other places we wanted to go.

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.

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.

Cape Cod at South River USNA Commissioning Week!
Staying at Alena’s place in Annapolis was truly a wonderful experience. From the moment I arrived, Alena’s warmth and friendliness made me feel completely at home. She’s an incredibly gracious host who goes above and beyond to make sure her guests are comfortable. The home itself was immaculate. I especially appreciated that it was an organically cleaned home. Rare find. Knowing that non-toxic products were used and that the environment was being considered added such peace of mind during my stay. The overall feel of the home was incredibly cozy and inviting. Every space felt thoughtfully curated to promote comfort and relaxation. It truly felt like a home away from home. Alena’s care for her guests and the environment shines through in every aspect of the stay. I would absolutely stay here again without hesitation. Highly recommend!
Kid-Friendly apartment rentals

DC Oasis- hot tub, pool, theater/game rm, & more
It was a great and very calm place to stay!

Quiet Cozy 1 Bdr Apt at BWI Airport
only stayed for one night but i was very comfortable. the toiletries and snacks were an appreciated added bonus.

One bedroom apartment in Annapolis
Lisa’s place was amazing! My daughter and I had a great visit. The location is perfect for going into Annapolis. We will definitely be back. Thank you for a great few days!

Escape to a Sunny Apartment in a Quiet D.C. Suburb
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.

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
This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.

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

Charming Studio near Hopkins
Kay was very pleasant and helpful. He responded quickly. He was thoughtful and accommodating. thanks for the pleasant stay.
Child-Friendly Holiday Condos

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
Perfect location for exploring Annapolis attractions via walking including Naval Academy and downtown. A bonus for me, all areas were wheelchair accessible (except balcony). Very clean and well maintained! Bed was super comfy!

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.

Sunny Apartment in Historic Capitol Hill
We had a wonderful stay at this Airbnb! The place was clean, well-designed, and very comfortable — it truly felt like a home away from home. The self check-in with a simple access code was super convenient and made everything easy from the start. The location is amazing — close to all the main tourist spots in Washington, DC. We were just minutes away from the National Mall, museums, monuments, and great places to eat. It was the perfect base for exploring the city. The host was kind, responsive, and made sure we had everything we needed. Fast Wi-Fi, comfy beds, and a quiet, safe neighborhood made the whole experience even better. I’d definitely recommend this place to anyone visiting DC and would love to 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!

Cozy Private Condo in Mt. Vernon with Rooftop
Great location, close to transportation and dining options. Place is very quaint. Uncomplicated entry and exit. Neighborhood walkable and friendly. I would consider staying again.
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