
Family-friendly holiday rentals in Saint Leonard
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Saint Leonard
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Saint Leonard family-friendly rentals
Family-friendly home rentals with a hot tub

Capitol Views, Hot Tub, Walk to Everything
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.

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.

Steps from Ironman MD Start
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!

Majestic Residence, Theater, Gym-5 miles from DC
Excellent home gym.

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

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
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.

Wyndham National Harbor- 3 bedroom
Communication was great. Walking distance to some great restaurants and shopping.
Family- and pet-friendly home rentals

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!

Premier St Michaels Cottage- In Town Location
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!

Bright, large zen studio on historic Logan Circle
Benjamin was a very responsive host.

Studio Apt, private w/Kitchenette-10 min to Metro
Rick's place was perfect -- convenient, clean, cozy, and comfortable. We will rent it again!

Studio at English Basement in Georgetown
Great place to stay in Georgetown. Place was clean and felt hospitable

Bayside Cottage- In the Town with views
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.

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!

The Historic Ice House - Old Town Alexandria
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

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.

Dupont West 1: Charming 2BR
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!

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!

5BD nr Nat'l Harbor, MD, DC & VA w/yard Oasis
House is amazing!! Everything was perfect and well organized!! Will definitely be back at this property. Excellent communication.

Modern Apartments available at National Harbor
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!
Destinations to explore
- Washington Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- New York Holiday rentals
- Outer Banks Holiday rentals
- East River Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a washing machine and dryer Saint Leonard
- Rentals with a patio Saint Leonard
- Rentals with outdoor seating Saint Leonard
- House rentals Saint Leonard
- Rentals with beach access Saint Leonard
- Family-friendly rentals Saint Leonard
- Family-friendly rentals Calvert County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- The White House
- National Mall
- Georgetown University
- National Museum of African American History and Culture
- District Wharf
- Smithsonian National Museum of Natural History
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Quiet Waters Park
- Maryland Renaissance Festival
- Flounder Pavilion Beach Front - Sandy Point State Park
- Library of Congress
- Gerry Boyle Park
- American African Museum
- Ragged Point Beach
- Leesylvania State Park