Family-friendly vacation 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.

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Superhost

Townhouse in Del Ray

4.77 out of 5 average rating, 225 reviews

3BR/2.5BA DelRay Home near DCA & Everything (312)

Very Spacious Modern & Comfortable Home in the lovely DelRay community in Alexandria, which recently ranked as the best tourist town in the US. Close to all the top places to see and be in the DC Metro Area. The Potomac Yard Metro stop is less than 1/4 mile, Reagan-DCA airport is 1 mile, the White House is 5 miles and old town Alexandria is just 2 miles. A Target, Giant, Best Buy and chain restaurants across the street and trendy fun restaurants 10 minute walk. We look forward to hosting you!

Guest favorite

Apartment in Annapolis

4.92 out of 5 average rating, 101 reviews

Dazzling day/night water views,1st class amemities

TREAT YOURSELF! YOU DESERVE THE VERY BEST! HUGE DISCOUNTS FOR WEEK AND MONTH LONG STAYS! Treat yourself to the good life while in Annapolis! Gorgeous 14yr. old custom designed & furnished 1470sq.ft. waterfront apartment, 9ft. ceilings, fantastic water views day & night! Private pier, firepit and 40ft. waterfront covered patio for guests use. Guest parking for 4 cars. Few minutes to US Naval Academy, Annapolis Harbor, restaurants, shopping. Pet-friendly, must be cleared with host. *see below*

Superhost

Home in Queenstown

4.81 out of 5 average rating, 155 reviews

Bay Breeze Retreat

Incredible private luxury retreat on the eastern Chesapeake Bay. Complete with every amenity- saltwater pool, firepit, multiple Smart TVs, sleeps 10 in comfort, premium memory foam mattresses in every room, fast Wi-Fi, 100' pier, huge front yard. Unbelievable views!!! Extensively renovated. Please note that no parties or disturbances will be tolerated. We require that guests respect our neighbors and serene community at all times. We explicitly do not allow bachelor or bachelorette parties.

Superhost

Home in Saint Leonard

4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

Our waterfront home with sweeping views of the Chesapeake Bay is close to beaches, the Flag Harbor Marina, Solomon's Island, Flag Pond Nature Preserve and Calvert Cliffs State Park. You’ll love the spectacular sunrises/sunsets over the Bay, diving ospreys and eagles, and exploring the bay by kayak, canoe, or paddle board. Our house is great for families (with kids), groups, and well-mannered dogs. New in 2023: we will be replaced the upstairs HVAC system, baby proofing, and fall 2023 paint

Guest favorite

Apartment in Vienna

4.92 out of 5 average rating, 99 reviews

Flint Hill Bright and Spacious Basement Apt, WiFi

This spacious and light-filled unit is perfect for touring Washington, DC with the whole family. It is the lower level, with separate entry, of a large family home. 25-30 minutes to downtown driving or by Metro. We are a short car/cab ride to the Vienna metro station. Many beds, a kitchenette, laundry machines, and a playset in the backyard for the littles. Street parking is by permit for up to one car. Put your feet up after trekking around; we’ve got board games and complimentary popcorn.

Top guest favorite

Home in Lusby

4.95 out of 5 average rating, 170 reviews

Waterfront Home on the Chesapeake Bay-Pvt Beach

A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.

Guest favorite

Apartment in Alexandria

4.93 out of 5 average rating, 198 reviews

Enchanted! 1BR Apt near DCA in quiet neighborhood

Full accomodations and amenneties with plenty of space. Books, Movies and Games are available for rainy days. Curl up by the fireplace on cool nights. Although the listing says "not suitable for kids 2-12" I leave that decision up to you. It is not childproof for younger children so I don't want to be responsible for your child's safety, however kids are welcome. An infant would be fine but you will have provide the bed and bedding and take care of safeguarding.

Guest favorite

Apartment in Deale

4.91 out of 5 average rating, 620 reviews

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

Gift yourself this private, secluded second floor Flat & Solarium Bedroom. Best hideaway to rest, bond, restore, create, or work. A breezy, country-like setting provides space to escape the city hustle! Nearby scenic drives & groceries, or venture to Annapolis TJ/WF or historic walks. Fully relax with pier, kayaks, swings, fire pit, starry nights, sun-drenched loungers, cozy up with books/movies & luxuriate in the deep soaking tub or European shower.

Guest favorite

Cottage in Colonial Beach

4.93 out of 5 average rating, 168 reviews

Bayside Cottage- In the Town with views

Welcome to Bayside Cottage, a newly renovated beach cottage in the very charming (Town of Colonial Beach), Virginia! The cottage boasts 3 bedrooms and 2 full baths and is centrally located in town. Walk across the property to Bayside Marina, where you can watch the sun go down on the rooftop deck with a drink in hand (contact host for instructions) Bayside Cottage was recently fully renovated and is best suited for groups of 6.

Top guest favorite

Cottage in California

4.97 out of 5 average rating, 230 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

Superhost

Townhouse in Capitol Hill

4.85 out of 5 average rating, 373 reviews

MODERN HOME NEAR CAPITOL HILL ✩✩✩✩✩ Walk to METRO subway

♢ 2 blocks to the nearest Metro subway station ♢ 8-minutes by car to downtown Washington DC ♢ HDTV + Roku TV in living room & Master bedroom ♢ Amazon's Alexa at your service on the Echo ♢ High-speed Wi-Fi ♢ Kid- and family-friendly rental Relax in style in this lovely DC home, located just minutes from Capitol Hill and the must-see H St. Corridor in the Hill East community, and just a short metro ride from the museums.

Guest favorite

Townhouse in Northwest Washington

4.92 out of 5 average rating, 154 reviews

Spacious Family Retreat in Tranquil Neighborhood

Our home is one of the largest homes in the neighborhood. It is beautifully decorated for your enjoyment. Our large family room will make you feel like you are at home. House is 2,700 sq ft. The house is a close 2.5 miles from the well-known National Zoo. Also, 0.7 miles to the METRO station that has a direct route to the National Mall - a perfect tourist destination.