
Family-friendly holiday rentals in Deale
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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
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

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.

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.

You'll Never Want to Leave
We thoroughly enjoyed our stay at Laurie's home! It was a great location and the home matched the description. We had everything we could have asked for and more, and Laurie was a great host. Would definitely stay there again!
Family- and pet-friendly home rentals

Lofty Dreams, 2016 Brookstone RV - Waterfront
This 5th Wheel is like a water front Tiny Home. It is accurately described and pictured in the listing. It was clean and had everything needed for a short stay. It is in a working boat yard so it was cool seeing the owners working on and moving boats around. Also had some nice conversations with some of the people who dock their boats here. The marina itself seems very healthy. Clear water loaded with schools of bait fish so the blue heron, great egret and osprey were easy to spot. Unique and fun Airbnb. Highly recommend.

West Annapolis SuperHost!
Perfect location if you’re in Annapolis for a game or just to visit the city. Christopher’s house was the perfect location and distance from everything in the city. Also, very spacious and nice house perfect for me and my 4 other friends.

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.

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!

Walk to famous Tiki Bar on Solomons Island!
This was our second stay at Terri's lovely place. This sweet studio apartment is right in the heart of Solomons. You can walk to nearly anywhere you'd like to go--the Tiki Bar, Cryptic Pizza, and The Pier. And other great sites, such as CD Cafe and Coast 2 Coast Seafood Bar & Grill, are a quick drive. (Mind you, in cooler weather, you could probably walk to those sites as well, but we happened to visit in the midst of a heat wave.) Terri is very responsive and kind. She was flexible with check-in and check-out, and we were so grateful. This property also has a delightful deck for folks to enjoy. Again, we visited when it was as hot as Hades, but such is life. We've enjoyed the space and the proximity to all things Solomons. Thanks, Terri!

Musical H Street / Trinidad Basement Apt w / parking
David and Elizabeth’s place was perfect for my fiancé and our dog Kai. We attended a music festival at RFK and it was a short drive away. We actually ended up riding scooters back because it is so close by! There are so many restaraunts and things to do within walking distance. Check-in was super easy and it’s a very homey, comfortable space. The kitchen has a small fridge, toaster oven, microwave and hot plate with pots, pans, and everything you need to prepare a basic meal. We were able to set our dogs crate up (he’s a medium sized husky) perfectly and still had plenty of space to move around. Finding street parking was super easy and close by. You can hear noise from above at times for sure… ear plugs and a night time noise machine are provided to help. Overall we enjoyed our stay!

Cozy Guest Basement Suite w/ Private Entrance
My friend and I loved our stay! It was a lovely little neighborhood. Alex and Shelby’s place was everything that we needed. Cute and quaint. Only the slightest of pitter patters heard from upstairs. Very clear instructions for checking in and checking out. Convenient for public transportation and provided metro cards were a great gift. Would highly recommend to anyone looking for a place to stay in the DC area!
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.

#3 Foggy Bottom/Georgetown Apartment
Absolutely loved this space. The location is great and allows for exploration of the city. The space itself was clean and spacious. My favorite piece was having access to the gym within the Fairmount hotel (if im not mistaken). Lastly, host(s) are extremely responsiveness. I had questions about the property prior to booking as i was booking extremely last minute and I received a quick response.

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.

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.

Dupont West 3: Charming Studio
Greg's place is perfect for a stay in DC, close to 2 metro stops and plenty of restaurants within a few blocks walk. The space is comfortable and has all the amenities one could need. The apartment is charming with exposed brick walls and you have access to a rooftop deck. Greg sent clear and detailed instructions for parking (small additional fee), access to the apartment and he was communicative thru out our stay. We had a wonderful, if short, stay and would happily stay again in the future.

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!

Modern Apartments available at National Harbor
The place was very nice, clean and quiet. The apartment is spacious and has anything you need in the kitchen. The linens are soft and the bed comfortable. The bathroom is also spacious and the shower incredible. There are good restaurants nearby, a gym in the building and the neighborhood is very interesting. Kenny is an incredible host always given us the support and attention we need. He sent us a basket of fruits as a gift.
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