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Family-friendly holiday rentals in Saint Leonard

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Saint Leonard family-friendly rentals

Family-friendly home rentals with a hot tub

Townhouse in NoMa
5 out of 5 average rating, 10 reviews

Capitol Views, Hot Tub, Walk to Everything

Deborah KincaidRating, 5 stars1 month ago
This home was a little more than others we considered but you get what you pay for. It was so nicely furnished, comfortable, and clean. The location was great, close to markets and restaurants. We were close to the most popular things to see and do but since we had little ones, we could drive very easily. There is a playground right across the street. We could also park right across the street or around the corner. Liza responded promptly to questions and was very easy to communicate with. The guys enjoyed the rooftop and the view was amazing! We are a family of five adults, one child and baby. I highly recommend this home and we certainly hope to stay here again. You will be pleased with this choice.
Superhost
Flat in Northwest Washington
3.67 out of 5 average rating, 3 reviews

Washington 2 Bedroom Apt Near U.S. Capitol.

ChadRating, 5 stars110 months ago
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.
Home in Cambridge
5 out of 5 average rating, 10 reviews

Steps from Ironman MD Start

SeanRating, 5 stars21 months ago
Fantastic house in a great location. The surrounding park is beautiful and the location is incredibly peaceful. The house was great and met our needs perfectly. Two beds and a pull out sofa. Living room and kitchen has everything you’d need. Check in and out was as simple as possible. Enjoyed staying here!
Home in Arlington
5 out of 5 average rating, 13 reviews

Majestic Residence, Theater, Gym-5 miles from DC

DavidRating, 5 stars4 months ago
Excellent home gym.
Top guest favourite
Home in Deale
4.99 out of 5 average rating, 145 reviews

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

LauraRating, 5 stars4 days ago
Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!
Superhost
Apartment in National Harbor
4.78 out of 5 average rating, 32 reviews

Wyndham National Harbor ツ 3 Bedroom Deluxe!

RebeccaRating, 5 stars4 months ago
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.
Bungalow in Deale
4.85 out of 5 average rating, 393 reviews

Cozy waterfront getaway on the Bay

MichaelRating, 5 stars1 month ago
This place is awesome!!! Very quiet and nice neighborhood. This was the place that I chose for our 11 th wedding anniversary and could not ask for a better experience. The kitchen is what I loved the most . Many places to eat near by and the Chesapeake bay is right there.
Guest favourite
Apartment in National Harbor
5 out of 5 average rating, 18 reviews

Wyndham National Harbor- 3 bedroom

AliciaRating, 5 stars3 weeks ago
Communication was great. Walking distance to some great restaurants and shopping.

Family- and pet-friendly home rentals

Top guest favourite
Guest suite in Alexandria
4.98 out of 5 average rating, 178 reviews

Luxury in the ❤︎ of everything + Public Transport!

ChadRating, 5 stars1 week ago
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!
Guest favourite
Home in Saint Michaels
4.86 out of 5 average rating, 125 reviews

Premier St Michaels Cottage- In Town Location

Marissa & ChrisRating, 5 stars3 weeks ago
Stayed here Memorial Day Weekend with my family of 4 and dog and had the most lovely time! The house is very clean and conveniently located to everything! Thomas was an excellent and communicative host. We will most certainly stay here again!
Guest favourite
Apartment in Logan Circle
4.89 out of 5 average rating, 465 reviews

Bright, large zen studio on historic Logan Circle

BrookeRating, 5 stars2 weeks ago
Benjamin was a very responsive host.
Guest favourite
Flat in Pentagon City
4.93 out of 5 average rating, 676 reviews

Studio Apt, private w/Kitchenette-10 min to Metro

KimRating, 5 stars2 weeks ago
Rick's place was perfect -- convenient, clean, cozy, and comfortable. We will rent it again!
Superhost
Guest suite in Georgetown
4.81 out of 5 average rating, 228 reviews

Studio at English Basement in Georgetown

DavidRating, 5 stars3 weeks ago
Great place to stay in Georgetown. Place was clean and felt hospitable
Superhost
Cottage in Colonial Beach
4.94 out of 5 average rating, 170 reviews

Bayside Cottage- In the Town with views

KimberlyRating, 5 stars2 months ago
We thoroughly enjoyed our stay at this AIRBNB. It was walking distance to a nice Mexican Restaurant as well as to a brewery. We spent hours on the front porch in the nice rocking chairs. The back of the property overlooked the water which was beautiful! It was close to everything in town! The house was clean and had all of the necessities. We also enjoyed the front sitting area during the morning. The owner was responsive and helpful! We would definitely recommend this property.
Guest favourite
Guest suite in Northwest Washington
4.8 out of 5 average rating, 568 reviews

Cool Columbia Heights Garden Apt.

ErikRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Old Town
4.98 out of 5 average rating, 116 reviews

The Historic Ice House - Old Town Alexandria

TwilaRating, 5 stars4 days ago
My family and I thoroughly enjoyed our stay at the Icehouse in Alexandria. Susan was a generous hostess, supplying us with everything from wine and snacks to multiple umbrellas that came in handy one rainy afternoon. We enjoyed the wonderful decor, beds, grill and record player with a great selection of old time favorites. We also enjoyed Alexandria. We ate grear, shopped at fun consignment stores and went to the farmers market. We also hopped on the metro to spend some time in DC. Susan has a helpful book of tips for your time in Alexandria. We will definitely be back!

Family-friendly home rentals with a pool

Guest favourite
Cabin in Saint Michaels
4.99 out of 5 average rating, 112 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

KateRating, 5 stars2 weeks ago
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.
Superhost
Flat in Foggy Bottom
4.81 out of 5 average rating, 585 reviews

#3 Foggy Bottom/Georgetown Apartment

MariamRating, 5 stars3 weeks ago
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.
Superhost
Home in Queenstown
4.81 out of 5 average rating, 157 reviews

Bay Breeze Retreat

TobyRating, 5 stars3 weeks ago
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.
Guest favourite
Townhouse in Dupont Circle
4.93 out of 5 average rating, 408 reviews

Dupont West 1: Charming 2BR

CarrieRating, 5 stars5 days ago
Greg’s place was very clean and in a great location. Walkable to markets, restaurants, and metro. The beds were comfortable. The kitchen was well stocked. It was a great place to stay during our family vacation to DC!
Top guest favourite
Place to stay in Annapolis
4.94 out of 5 average rating, 121 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

PaulRating, 5 stars1 month ago
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.
Top guest favourite
Townhouse in Logan Circle
5 out of 5 average rating, 109 reviews

Charming 3BR Rowhouse in Shaw/Bloomingdale

ThanyRating, 5 stars1 month ago
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!
Guest favourite
Home in Fort Washington
4.92 out of 5 average rating, 88 reviews

5BD nr Nat'l Harbor, MD, DC & VA w/yard Oasis

ShirikaRating, 5 stars5 months ago
House is amazing!! Everything was perfect and well organized!! Will definitely be back at this property. Excellent communication.
Top guest favourite
Apartment in National Harbor
4.9 out of 5 average rating, 155 reviews

Modern Apartments available at National Harbor

MikeRating, 5 stars1 week ago
Thank you Kenny for the hospitality and the coffee! The place was perfect and we had no issues with our stay. We both enjoyed the area and will be back again when Kenny is available of course. Appreciate it!

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