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Family-friendly vacation 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

Guest favourite
Home in Annapolis
4.86 out of 5 average rating, 105 reviews

Nautical Vibe Walk 2 Harbor Pubs Shops

TiffanyRating, 5 stars3 months ago
In town for the Military Bowl and location was perfect. Loved the yard and would love to visit in the warmer months! Yarrow was excellent and had great recommendations! Highly recommend!
Guest favourite
Condo in National Harbor
4.81 out of 5 average rating, 27 reviews

Wyndham National Harbor- 1 bdrm

VictorRating, 5 stars9 months ago
Great place, enjoyed the stay while attending a professional conference at nearby convention center.
Superhost
Home in Annapolis
4.87 out of 5 average rating, 175 reviews

Charming Annapolis Water View Home

WalterRating, 5 stars1 month ago
This home is worth it just for the beautiful views of the Chesapeake bay! It was a gorgeous space with plenty of seating for our family vacation. The master bedroom and bathroom were also a highlight for us. The large soaking tub fits two and the shower was amazing. It being winter we couldn’t make use of the kayaks but we loved the hot tub and there is a lovely park walking distance from the house. We drove into Annapolis and also spent a day in Baltimore as the house is in a great spot for driving to either. Can’t wait to check this place out in the summer!
Superhost
Hotel room in National Harbor
4.5 out of 5 average rating, 4 reviews

Wyndham National Harbor * 2BR Presidential Suite

MaryRating, 5 stars87 months ago
My husband and I wanted to do a relaxing getaway in a place with a jacuzzi... This was perfect. Its in the middle of National Harbor, so its right next to all sorts of restaurants etc. The suite is great, featuring a kitchen, living room, master bedroom and bath with jacuzzi, and 2nd bedroom and bathroom. We could eat out or eat in, since there is a CVS within walking distance.
Guest favourite
Villa in Annapolis
4.84 out of 5 average rating, 112 reviews

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*

MarthaRating, 5 stars6 months ago
Our family and friend group of 11 stayed here for three nights. The house was perfect for us and had everything you would possibly need. We loved it so much that we punted some things we were going to do to hang out there. The fire pit on the deck was a fan favorite at night which all of us sat around, talking and laughing. Some people got up early to fish at the pier that we had access to, and my daughter spent time at the beach there. I can't say enough kind words about Paul as a host. He answered all our questions in a timely manner by texting us which not all hosts do. Today, he gave us a later check out time which was helpful in getting so many people up and out! Paul was there when we arrived and was just so gracious. I would highly recommend this place to anyone and would love to come back someday. Thank you so much, Paul!
Top guest favourite
Home in Deale
4.99 out of 5 average rating, 140 reviews

Chesapeake Waterfront HotTub-Kayaks-Crabbing

PamRating, 5 stars4 days ago
Second time, we have stayed at this AIRBNB. The host, Natalie is very helpful and welcoming! Both stays were awesome! The home is cozy and comfortable for our family. Amazing water views with a fenced yard for our dog. We enjoyed making a bonfire and roasting marshmallows. Highly recommend this home, and will stay again when we are in the area.
Guest favourite
Condo in National Harbor
4.78 out of 5 average rating, 32 reviews

Wyndham National Harbor ツ 3 Bedroom Deluxe!

RebeccaRating, 5 stars1 month 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, 388 reviews

Cozy waterfront getaway on the Bay

MollyRating, 5 stars1 month ago
Doug's cottage is just lovely - super clean and airy, comfortable, quiet. In mid-February, the lake must have had 20 swans on it, gliding from one side to the other every morning. It was surreal. We loved nearby Annapolis and the US Naval Academy as well. So much to do, even on a cold and rainy weekend.

Family- and pet-friendly home rentals

Top guest favourite
Home in Northwest Washington
4.95 out of 5 average rating, 183 reviews

Historic Row House. Solar Powered!

SusanRating, 5 stars1 week ago
We enjoyed our stay. Nice house, responsive host and safe neighborhood. Thanks Colin!
Superhost
Apartment in Bethesda
4.74 out of 5 average rating, 390 reviews

Full apartment in quiet area, 10 mi from DC.

재철Rating, 5 stars3 weeks ago
We stayed there comfortably for three weeks. It is located pleasant and safe neighborhood and we found the Korean United Presbitarian Church near two blocks away. I will give 92vpoints over 100 except that the kitchen knives and forks were all fragile to be broken easily. In addition, we could not cook in the morning because of a complaint about the smell from the above floor. Besides these two things, we were satisfied with our stay there at the 6901 lookout basement.
Superhost
Guest suite in Northwest Washington
4.9 out of 5 average rating, 218 reviews

Pet Friendly Private BSMT w/Parking & Backyard

JaimeRating, 5 stars1 week ago
Absolutely loved stay at Miguel’s place! The neighborhood offered several delicious food options and the space was immaculate. It was a quick 15 min drive wherever we wanted to visit. This will definitely be on our list for our next trip to DC.
Top guest favourite
Apartment in Capitol Hill
4.99 out of 5 average rating, 218 reviews

Capitol Hill-1BR basement apt-Free parking

EllenRating, 5 stars5 days ago
This place was perfect for our needs. Easily within walking distance of many of the things we wanted to do. Convenient and easy (and free) parking. And it was easy to get groceries nearby and cook a meal in the evenings. If we are ever in the area again, we will be back! Plus the hosts were super friendly and very responsive. Thank you for making our trip to DC memorable for all the right reasons.
Superhost
Home in Arlington
4.93 out of 5 average rating, 146 reviews

Fourth Street South House

RyanRating, 5 stars5 months ago
Great stay! Good safe area that’s really easy to get into the city.
Top guest favourite
Guesthouse in Annapolis
4.94 out of 5 average rating, 100 reviews

Carriage House near Navy Stadium, parking, pets

GraceRating, 5 stars1 week ago
We enjoyed our stay in Annapolis! Ingrid’s place was really cute and charming. Ingrid was very communicative and responsive. Thank you for the stay!
Guest favourite
Guest suite in NoMa
4.9 out of 5 average rating, 119 reviews

Capitol Hill 1BD-Cari's in the City

RebeccaRating, 5 stars3 months ago
I loved my stay at this little flat. It was very clean, and there was a french press and electric tea kettle, which was very nice to have as a person who cherishes my coffee made to order. There were little snacks available, coffee, tea, and sweetners. Cari was very responsive and made sure that I was comfortable, yet was not intrusive at all. I felt safe in the neighborhood and was able to walk downtown to the convention center very easily. It was a quick 10 min bus ride back to the flat. I could park my car next to the flat and walk or ride where ever I needed to go. Even an Uber was only like $15 to get to downtown. There is a lovely little eatery called Laos with very good prices and fast service that is only a quick walk away. I would highly recommend this spot. You will love it and feel very comfortable.
Top guest favourite
Townhouse in Logan Circle
4.93 out of 5 average rating, 233 reviews

ConventionCenter/Logan Circle home. 96 walk score

EricRating, 5 stars1 week ago
Wonderful stay in a convenient location in DC! Good space for the family to relax and feel at home away from home, and everything we needed. Thank you!

Family-friendly home rentals with a pool

Superhost
Apartment in Foggy Bottom
4.74 out of 5 average rating, 457 reviews

#4 Foggy Bottom/Georgetown Apartment

DeannaRating, 5 stars1 week ago
Another great stay. Thank you!
Guest favourite
Townhouse in Dupont Circle
4.93 out of 5 average rating, 392 reviews

Dupont West 1: Charming 2BR

JoyRating, 5 stars1 day ago
Greg was a wonderful host. He was proactive and checked in with us a few times to make sure we had a great stay! The apartment was comfortable and had everything we needed! The neighborhood was beautiful and quiet with many restaurants and coffee shops. Just minutes from the tourist attractions in DC. We had a great stay and would highly recommend Greg as a super host!
Top guest favourite
Home in Cambridge
5 out of 5 average rating, 12 reviews

Turtle's Nest - Hist. Cambridge

ThomasRating, 5 stars4 months ago
We had a wonderful family thanksgiving! The kitchen was perfect for our needs!
Guest favourite
Home in Woolford
4.98 out of 5 average rating, 66 reviews

Gorgeous Waterfront, Beach, Pool, Pets- 7 Bd /5ba

Laura JaneRating, 5 stars3 months ago
Absolutely fabulous experience! We stayed during a very low key time (Christmas+) but were able to find lots of fun things to do (shopping in St Michael’s [don’t miss The Blue Heron for the best caffeine], driving tour of Blackwater National Wildlife Refuge, etc.). We got incredible photos during sunrise/sunset, safely walked-ran on the neighborhood roads, enjoyed the fire pit, and thoroughly rested and relaxed. So grateful we chose Jon’s home for 5 days/4 nights of R&R ❤️
Top guest favourite
Townhouse in Logan Circle
5 out of 5 average rating, 105 reviews

Charming 3BR Rowhouse in Shaw/Bloomingdale

JessicaRating, 5 stars6 days ago
My family and I loved our time in DC and Nathan’s home was a perfect retreat after a long day of sightseeing. Everything was tidy & beautifully decorated! Nathan was a gracious host that made sure we had everything we needed! Thank you! Until next time… 💛
Guest favourite
Home in Fort Washington
4.92 out of 5 average rating, 87 reviews

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

JanellRating, 5 stars3 months ago
The Nelson Group were the perfect host/hostess during my stay at their beautiful home. They are very accommodating and responsive to the needs of their guests and went above and beyond to ensure my stay was a truly positive experience. I would definitely recommend this property with a 5 star rating! Thank you Nelson Group for your hospitality!
Top guest favourite
Condo in National Harbor
4.89 out of 5 average rating, 146 reviews

Modern Apartments available at National Harbor

TorreyRating, 5 stars1 month ago
A++++++ Service, Location and Unit. The host was more than accommodating and professional. 5 Star Don’t second guess this one. You will not be disappointed.
Top guest favourite
Home in Lusby
5 out of 5 average rating, 137 reviews

Historic Rousby Hall, Waterfront, Patuxent River

MeghanRating, 5 stars3 months ago
Absolutely perfect! Historic home that is just lovely and perfectly updated. We loved the home and all the history of the house was fun to read. Very quiet location and the sunset views were spectacular. Kitchen had everything we needed to cook and bake for family meals. Home was tidy and well thought out. Layout was great with guests having their own baths and spacious for everyone to be together or find a spot for reading/relaxing. We enjoyed the fire places on chilly nights and wish we had more time to enjoy the outdoor fire pit. Perfectly decorated home and very comfortable. Was immaculate and one of our fav stays!

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