
Family-friendly holiday rentals in Deale
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Deale
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Deale family-friendly rentals
Family-friendly home rentals with a hot tub

Washington 2 Bedroom Apt Near U.S. Capitol.
This was a very great find. Affordable for the part of the city we were in. Lots of energy and activity around the area, with plenty of places to eat/drink within a few block radius. Close to everything you need to be close to downtown. Easy check-in process. Beautiful, clean apartment. All in all, a wonderful spot to stay.

Large Home with Pool & 7 bedrooms; sleeps 21
Great home,had Everything you need to have a good time. The collection of books will make you go back to continue reading. Will recommend to all my ohio friends traveling to Maryland

Celebrate Summer by Your Private Pool
We had a wonderful stay at Brenda’s place! The pool is amazing and the whole outdoor area is great. With the grill, chairs and tables, outdoor fire (two of them!) we had such a great weekend escape. Very quiet area, we didn’t see the hosts the whole time which made it feel private. They were so responsive and helpful all weekend. Wonderful stay and we will definitely be back!

Romantic Hot Tub Getaway, Walk to Fells Point
Brandon's place was absolutely perfect! We couldn't have asked for a cleaner or more comfortable space. The location was great and Brandon is an amazing host. We would definitely stay here again!

Last Min Getaway! Disc offer due to cancellation!
The lovely “cottage” on Deb‘s property was gorgeous, serene & just what the dr ordered for this exhausted DC mom! Deb couldn’t have been more welcoming; provided an amazing spread of fresh fruits, cookies, a lemon cake, wine, bagels w/cream cheese & OJ in the fridge. Super appreciated as we didn’t arrive until 9:30PM the 1st night. The 1st few days, my teen son & I enjoyed the tranquility of the property, including the refreshing pool & plenty of fun activities nearby. Then, my husband (who had to work), picked up our son so I cld decompress & have a couple much-needed days to hang out w/girlfriends who joined me @ the cottage. Although our last full day was a tad rainy, it didn’t deter us from having a delish brunch in town, checking out the arts festival by the canal & stepping into some cool stores on the main st of vibrant Frederick. Deb‘s accommodations were uber-plush; by far the most luxurious AirBnB I’ve ever stayed in. Thank you so much for the cathartic reset, Deb! 😮💨

Wyndham National Harbor ツ 3 Bedroom Deluxe!
Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.

Cozy waterfront getaway on the Bay
The ultimate Maryland water experience. Beautiful house with perfect amenities to enjoy the bay. With the dock, the view, the crabbing, the fishing, and the kayaking, you save time and money by having everything at your fingertips. The hot tub was wonderful even in summer. The house has everything you could want for a relaxing stay. We ate the crabs we caught every night for a week! Plenty to do and see in the area, too. Definitely want to return!

Wyndham National Harbor- 3 bedroom
Brooke was very helpful in our booking and gave great suggestions. The place at National Harbor was exceptional and from the check in to the check out, the staff were extremely helpful and went above & beyond. We had a great rental that exceeded our expectations.
Family- and pet-friendly home rentals

Astoundingly Charming Bungalow, Bells & Whistles!
This place is a perfect home base for exploring the DC area. It was just right for our family of 4 (2 adults, 2 teens). The decor is eclectic and fun, the kitchen and bathroom nicely updated, and we had everything we needed there. It is an older house—reminded me of my grandmother’s house (in a good way!)—so I would not recommend it for people with limited mobility or difficulty with stairs, but for anyone else traveling to the DC area, you’ll love it!

Luxury in the ❤︎ of everything + Public Transport!
Linda and Jay seemingly were put on this earth to be incredible hosts. Their hospitality is hands down the best I’ve ever experienced and only added value to this already cozy and comfortable home. They have a ton of recommendations for the area and decades of personal experience in this region. I look forward to future opportunities for our paths to cross!

Union Market Garden Apartment
My family and I had a very nice stay at Mark’s place. The neighborhood is walkable and pretty, and the courtyard outside is like a little oasis. Furnishings are lovely, beds are comfortable. I had some trouble getting inside–the keys are finicky–but Mark was always available to help. Would stay again.

Capitol Hill-1BR basement apt-Free parking
Incredible place to stay! The hosts were flexible, responsive, and kind. Very accommodating regarding check in and check out. Would highly recommend!

Secluded acre near BWI and Baltimore
Stanley's place was a great for our two night stay. It is secluded and very private - the garden offers a private oasis and there's plenty of parking! We had four guests stay with tons of suitcases and space was not an issue. The house is older, but very clean. There are three bedrooms that can sleep 2 adults each. The bedroom off the living room is a little warmer than the rest of the house, just an fyi. The kitchen is well stocked with utensils, plates etc. Overall a great stay!

Cool Columbia Heights Garden Apt.
Big shoutout to Joel and his space! Joel welcomed us to the Airbnb, gave us crystal clear instructions on how to get in and out, and showered us with a ton of neighborhood recommendations. The space itself was a great reminder that not all modern AirBnbs need to be soulless gray boxes. We had a great time reveling in all the kitsch. Lots of communication and flexible checkin/checkout times were a bonus. Thanks Joel!

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.

Cozy Riverside Cottage in the Woods
A wonderful place to Get-away, have a working vacay, appreciate the outdoors. It's quiet and rests the eyes. Our family agreed that this home is like a ski chalet not on a mountain but rather in Miniature America Maryland on a river. Would love to return.
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool
WOW. This was one of the most wonderful homes we’ve ever stayed in. Everything was clean, comfortable and accessible. Marissa was so helpful with recommendations, flexible check-in times so we could get my little one down for a nap, my three-year-old love the pool, dedicated playroom, toys, swing set and s’mores that were such a perfect gift from Marissa. My son asked if we could move there! My husband and I loved the kayaks and pond. We saw bunnies in the morning - it’s truly magical. It’s so private and just 2 mins away from town. We made so many memories and I can’t recommend staying at this property enough.

Bay Breeze Retreat
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

Dupont West 1: Charming 2BR
Our stay was fantastic! The location was SO close to everything and the walkability to some great restaurants was great! Greg was very informative and responsive and I def recommend taking advantage of the parking offered, well worth it in this busy neighborhood. This was the cleanest Airbnb I have ever stayed in, everything was well labled and the kitchen had everything you need to cook! The home and the the neighborhood were very charming and if you like unique stays, I'd def recommend checking it out! We would stay here again in a heartbeat!

Rollingside: Two-Room Guest Suite
Calvin's place was exactly what we needed and much more. It was described accurately, yet exceeded expectations with tiny details. For example, there was not only coffee and tea available, but creamer in the fridge, too. We had a peaceful night sleep and a nice shower. I recommend this place to anyone needing a quiet space to work and stay in the area.

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

Charming 3BR Rowhouse in Shaw/Bloomingdale
Nathan has a lovely home—it feels like stepping back in time into one of old Washington’s charming houses. Everything was spotless and well-maintained, and communication with Nathan was excellent. The location is convenient, about a 25-minute walk to Capitol Hill. While the surrounding area could be better—the streets were a bit dirty—it wasn’t a big deal and didn’t affect our overall experience. We had a wonderful time in Washington, and staying at this house was definitely part of it. Thank you, Nathan!

Woodland Retreat
The Woodland retreat is an amazing getaway! My sister and I were extremely happy to spend a weekend at the pool and can't wait to visit again soon!

#1 Foggy Bottom/Georgetown Apartment
Convenient location, comfortable apartment, very responsive host. This was my second stay, and I would stay again.
Quick stats about holiday rentals that are family-friendly in Deale
Total rentals
20 properties
Nightly prices starting at
$149 NZD before taxes and fees
Total number of reviews
2.9K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
20 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
- District Wharf
- Smithsonian National Museum of Natural History
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Georgetown Waterfront Park
- Patterson Park
- Arlington National Cemetery
- Washington Monument
- Great Falls Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Maryland Renaissance Festival
- Meridian Hill Park
- Caves Valley Golf Club