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Kid-friendly holiday rentals in Parole

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Parole kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Crownsville
5 out of 5 average rating, 88 reviews

"Hilltop Hideaway"- Private basement suite

MillieRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Annapolis
4.97 out of 5 average rating, 109 reviews

4 bedrooms, 7 beds, 3 bath completely updated

JeffRating, 5 stars1 day ago
Great place with a great host. Would definitely recommend and be a repeat customer
Guest favourite
Home in Annapolis
4.89 out of 5 average rating, 27 reviews

Cozy Townhome Near Navy Stadium

BillRating, 5 stars2 days ago
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.
Guest favourite
Home in Arnold
4.98 out of 5 average rating, 45 reviews

Rachel's BnB

JoAnneRating, 5 stars2 days ago
Great location not far from downtown as well as close to family
Top Guest favourite
Home in Shady Side
5 out of 5 average rating, 170 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

MelindaRating, 5 stars2 days ago
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.
Top Guest favourite
Home in Annapolis
5 out of 5 average rating, 101 reviews

Elegant & Authentic Annapolis

BrittanyRating, 5 stars1 week ago
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!
Guest favourite
Home in Annapolis
4.94 out of 5 average rating, 420 reviews

New Hotel Chic

AishaRating, 5 stars2 days ago
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.
Guest favourite
Home in Annapolis
4.87 out of 5 average rating, 62 reviews

West Annapolis cottage, walk to USNA, City Dock

HeatherRating, 5 stars2 weeks ago
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

Guest favourite
Apartment in Upper Marlboro
4.95 out of 5 average rating, 133 reviews

DC Oasis- hot tub, pool, theater/game rm, & more

JasonRating, 5 stars1 week ago
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.
Superhost
Apartment in Glen Burnie
4.84 out of 5 average rating, 463 reviews

Quiet Cozy 1 Bdr Apt at BWI Airport

AndreasRating, 5 stars2 weeks ago
worth the price. situated a stone's throw from bwi.
Top Guest favourite
Apartment in Patterson Park
4.99 out of 5 average rating, 412 reviews

Butchershill-Private Clean Cozy Fireplace Parking.

GregRating, 5 starstoday
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.
Guest favourite
Apartment in Arnold
4.94 out of 5 average rating, 175 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars9 months ago
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.
Top Guest favourite
Apartment in Essex
4.97 out of 5 average rating, 271 reviews

A unique place on sue creek

Kathlene MarieRating, 5 stars1 week ago
Clean and friendly let us know where Good places were to go to spend time. Dan was great and were respectful of our privacy 👍🏼
Superhost
Apartment in Annapolis
4.77 out of 5 average rating, 264 reviews

Charming Eastport

GreggRating, 5 stars5 days ago
Kimberly's place is in a great location and is walkable to many pubs and restaurants, as well as to downtown Annapolis.
Superhost
Apartment in Annapolis
4.87 out of 5 average rating, 287 reviews

Gybeset Eastport Inn

JillRating, 5 stars4 weeks ago
Great place to stay in Eastport. A couple doors down from Vin 909 Winecafe, which we highly recommend.
Guest favourite
Apartment in Bowie
4.93 out of 5 average rating, 128 reviews

Just Like Home - Private Entrance Apt in DMV Area

RoyRating, 5 stars3 weeks ago
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

Guest favourite
Condo in Arlington
4.92 out of 5 average rating, 261 reviews

Newly Renovated & Modern 1BR Condo - Unit 3

MollyRating, 5 stars1 month ago
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!
Guest favourite
Condo in Northeast Washington
4.95 out of 5 average rating, 177 reviews

Stylish apt w free gated parking, kitchen & patio

KristenRating, 5 stars1 day ago
We had a wonderful stay at Lauren’s place and would highly recommend to anyone traveling to DC!
Top Guest favourite
Condo in Annapolis
4.99 out of 5 average rating, 149 reviews

New Downtown Annapolis Condo With Free Parking

GailRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Annapolis
4.94 out of 5 average rating, 398 reviews

Brand New Reno in Historic Dist w 2 Parking spots

MitchRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Burtonsville
4.93 out of 5 average rating, 243 reviews

Rancho Relaxo! A Southwest styled Casita!

SamanthaRating, 5 starstoday
Abaad was very nice, proactive, communicative. The Airbnb was nice, as pictured. Would stay again.
Superhost
Condo in Annapolis
4.87 out of 5 average rating, 149 reviews

Capts Qrtrs - Awesome downtown Annapolis location!

MatthewRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Ellicott City
4.88 out of 5 average rating, 104 reviews

Old Ellicott Condo | Historic mid-century home

NicoleRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Northwest Washington
4.93 out of 5 average rating, 210 reviews

Unique, charming garden apartment

BettinaRating, 5 stars1 week ago
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

Destinations to explore