Family-friendly vacation rentals in Saint Leonard

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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

An open-concept living area showcases modern furnishings, including grey sofas and blue accent chairs. A large area rug complements the hardwood floor. Natural light fills the space through expansive windows, while a sleek kitchen with dark wood cabinetry and a central island is visible in the background.

Townhouse in Del Ray

4.78 out of 5 average rating, 232 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

A bright living area features stylish seating arrangements with two blue sofas and a central ottoman. A wall-mounted television is positioned beneath decorative shelving. An open kitchen space is visible, showcasing modern bar stools and a dining area bathed in natural light from a nearby window.

Condo in Annapolis

4.94 out of 5 average rating, 389 reviews

Brand New Reno in Historic Dist w 2 Parking spots

Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District. Everything is high end, brand new and used exclusively as a short term rental. Private entrance, cute small custom kitchen, ceiling fans, mini split AC/ heat in every room for year round comfort. Hardwood floors, quality linens, lucid mattresses, Keurig coffee bar, toiletries. Walk to town in 10 min or less or take the free trolley to Main St, USNA, Churches, AYC. No children under 10.

Guest favorite

A serene waterfront view showcases the Chesapeake Bay, stretching towards the horizon under a clear sky. The shoreline features wooden docks and gentle waves, while quaint homes are seen along the sandy beach. Green trees provide shade in the foreground.

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

A living room features a fold-out couch adorned with colorful throw pillows. A wooden desk with books and a lamp is positioned nearby, while a vibrant rug adds warmth to the space. Natural light filters through a window, and a green lamp provides ambient lighting.

Bungalow in Silver Spring

4.92 out of 5 average rating, 178 reviews

Astoundingly Charming Bungalow, Bells & Whistles!

This unique property offers its guests the best of both worlds: a single-family house with a large, fenced dog-friendly backyard and a multi-car driveway, within walking distance of the Silver Spring and Takoma Park Metro Stations as well as all the shops, restaurants, bars, and theaters of downtown Silver Spring, MD. Hop on the Metro to play in DC and come back to a comfortable home with a full kitchen, off-street parking, outdoor space, and neighbors who are the friendliest of people.

Top guest favorite

A colorful playground is situated under a canopy of trees, featuring a variety of play structures including slides, climbing frames, and swings. The ground is covered in wood chips, creating a safe play environment, while open grassy areas invite outdoor activities.

Place to stay in Annapolis

4.94 out of 5 average rating, 120 reviews

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

*Hot tub* “Chesapeake Bay View Paradise" (3BR/2BA Penthouse Suite). Private penthouse level of a 2-level duplex, new deck, gorgeous Chesapeake Bay views, steps to sandy beach. 3 car parking. Gourmet kitchen, SS appl, granite counters, bar. Comfy living & dining areas. Entry handrail installed 9/20/24. 2 King BR, 1 Queen BR + Queen sleeper sofa in living area. Sleeps 8. 2 spa inspired baths, 1 jetted 2-person Jacuzzi tub inside. Outdoor Spa with Jets * Best Places To Stay Annapolis

Superhost

A spacious living area showcases a comfortable gray sofa with accent pillows. A wooden dining table is surrounded by upholstered chairs. Large windows allow natural light to flood the room, highlighting framed artwork on the walls and a warm wooden floor.

Home in Annapolis

4.85 out of 5 average rating, 221 reviews

Spacious Home in Private Neighborhood with Beach

A beautiful and spacious home located on the Severn River in the gated community of Epping Forest! The house is just 7 miles from downtown Annapolis and offers guests a private, secluded home away from home. A private beach and club house are located within walking distance! Enjoy a fire on either of the two levels of private decks, or gather around the large dining room table for any of the provided board games. An abundance of amenities will make your stay more than comfortable!

Superhost

The exterior of the cottage features a welcoming yellow facade, complemented by a manicured lawn with shrubs and mulch. A wooden deck with white columns provides entry to the front door, which is flanked by large windows. An American flag hangs proudly to the left.

Cottage in Colonial Beach

4.93 out of 5 average rating, 169 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.

Superhost

A well-lit workspace features a white desk and a modern chair, surrounded by a tall white bookshelf filled with assorted books. Natural light enters through a window with blinds, while wood flooring adds warmth to the room.

Townhouse in Capitol Hill

4.85 out of 5 average rating, 377 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

The bathroom features a clean layout with a white tiled shower surrounded by glass. A modern sink and vanity with a dark wood finish are complemented by a large mirror above. A small plant adds a touch of greenery to the space, while art pieces adorn the wall.

Condo in Bethesda

4.89 out of 5 average rating, 188 reviews

Bright 2br w amazing loc and view

850 sq ft 2 bedroom 1 bathroom condo in great downtown Bethesda location. Corner unit with windows everywhere making for great light, energy, and views. Balcony overlooking one of the main Bethesda squares. Close to metro and walkable to more restaurants and bars than you can possibly try. Tandem parking for two cars. New flooring as of June 2023. This condo will exceed your expectations.

Guest favorite

A spacious living room features a coffered ceiling and hardwood flooring. Natural light enters from large windows draped with sheer curtains. A round coffee table sits at the center, complemented by a patterned area rug. A decorative mirror and a small plant enhance the inviting atmosphere.

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.

Guest favorite

A cozy lounge area is highlighted by a warm exposed brick wall and soft lighting. Comfortable seating options are arranged around a flat-screen television, with decorative shelves displaying items along the back. A patterned area rug adds texture to the tiled floor.

Apartment in Northwest Washington

4.91 out of 5 average rating, 170 reviews

Cozy chic apartment in lovely Mt. Pleasant

Cozy, well appointed apartment on tree-lined street in historic neighborhood, close to everything. Private entrance off street, shaded patio in back, sharing tranquil backyard w/host family residence above. This unoccupied apartment is delightful alternative to hotel, w/all amenities. Easy walks to Zoo, Rock Creek Park, and Metro.

Top guest favorite

A decorative welcome sign hangs on the door, featuring a serene beach scene with two adirondack chairs. The sign is framed by an oval glass design, enhancing a cheerful first impression for guests entering the home.

Home in Lusby

4.99 out of 5 average rating, 295 reviews

Cove Point Beach Cabin

My place is close to shopping, restaurants and dining in Lusby and Solomons Island, the Chesapeake Bay, and family-friendly activities. You’ll love my place because of the comfy beds, the coziness, and the views. My place is good for couples, solo adventurers, business travelers, and families (with kids). No pets allowed.