Family-friendly holiday rentals in Maryland

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Top-rated family-friendly rentals in Maryland

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Silver Spring

4.93 out of 5 average rating, 395 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Living Room amenities include a Smart TV and an Amazon Fire TV Stick. Fully equipped kitchen and cooking essentials. Lovely patio with seating area and herb garden. Comfortable bed and quality linens. Keurig coffee maker with coffee and tea provided. You have your own private entrance and patio area on an entire different side of the house so your experience can be as private as you like. The entire apartment which includes: washer/dryer, fully equipped kitchen and patio area. Your host will be available for anything you need during your stay. My daughter/co-host, Bernadette, a young D.C. professional, can also answer any questions about the D.C. area, restaurants and other cool places to go. The apartment is in a quiet suburban neighborhood with easy access to the Washington area. It's a short walk to the FDA. Downtown Silver Spring is nearby, with its many restaurants, bars, Fillmore music venue, Ellsworth Dog Park, and a movie theater. The National Archives, University of Maryland College Park and UMUC are just few miles away. A Ride-On bus stop is located on the same block as the apartment. A Metro bus stop is 5 minute walk. Silver Spring Metro Station is about 4 miles away. There are a few parking garages at the Silver Spring Metro Station if you choose to drive there and then hop on the metro. Free parking on weekends and holidays at all Montgomery County Parking garages (some lots and street parking may require payment on Saturday). You could also Uber/Lyft to the metro station or all the way into the city (great option esp if you're splitting fare).

5 – 12 Oct

$1,189 AUD total

Guest favourite

Apartment in Pasadena

4.99 out of 5 average rating, 547 reviews

Sea Dreamer aka Phenomenal Hospitality

Stunning sunrises free in a tranquil, riverfront, apartment with front entrance. Split foyer home, I am upstairs, you are downstairs. 2 separate bedrooms, one overlooking the river. Living room includes dining area, office space, comfy seating, and a massage chair!. Full bath, best showerhead, soaps, shampoos, and towels. Pull out sofa bed for larger parties. Kitchenette has everything necessary to cook with. BWI 20 min, 40 Annapolis, 60 to DC. Patio, fire pit, grill, deck and beach walks.

2 – 9 Mar

$1,135 AUD total

Guest favourite

Guest suite in Arnold

4.96 out of 5 average rating, 565 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

11 – 18 July

$1,347 AUD total

Guest favourite

Guest suite in Laurel

4.98 out of 5 average rating, 172 reviews

Whiskey Bottom Saloon by LLOYD SUITES

Whether you're a service member transferring to the area or here for business or pleasure, our 'Saloon' themed apartment is the perfect retreat. We're 25 mins from DC and 20 mins from Baltimore. Just a gallop to I-295, I-95 and Fort-Meade. Are you flying in from BWI Airport? We are only 15 mins away. If you would like to try your luck, we are 20 mins from Maryland LIVE Casino and Horseshoe Casino. Within walking distance is the famous Laurel Park Horse Race Track with live & simulcast races.

18 – 25 July

$1,520 AUD total

Guest favourite

Apartment in Lexington Park

4.97 out of 5 average rating, 509 reviews

Historic St. Mary's City, MD

1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

2 – 9 Jan

$1,385 AUD total

Guest favourite

Cottage in California

4.97 out of 5 average rating, 193 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has been completely remodeled. The open floor plan 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 and St. Leonard Volunteer Fire Department featuring live concerts by top name bands.

12 – 19 Sept

$1,211 AUD total

Guest favourite

Guest suite in Baltimore

4.91 out of 5 average rating, 584 reviews

Secret Garden in the City

Art is everywhere! Most walkable part of Bmore! We are hosts with the inside scoop on the city. Close to everything! 25 minutes to airport (~$35 Lyft/Uber) 15 minute walk to InnerHarbor and 10 minute walk to many restaurants, bars, and boutiques. To get to the: National Aquarium/Inner Harbor (main tourist attraction) 0.6 miles, Marriott Waterfront Hotel/Conference Center 0.5 miles, Johns Hopkins Main Hospital 1.2 miles, Baltimore Convention Center 1.3 miles, and 2.6 miles to Penn Station.

16 – 23 Aug

$1,404 AUD total

Guest favourite

Guest suite in Silver Spring

4.95 out of 5 average rating, 405 reviews

Private basement suite

Visit DC! Renovated basement w/ bedroom, en-suite bath, and kitchenette with private entrance available in residential Silver Spring. Home is one block to major bus lines, half a block to bike rental station, or 15 min walk/5 min bus ride to metro and is a quiet and safe but convenient location for your DC/ Silver Spring visit. UPDATE! Both metro stations near our home will be closed June- August 2024 due to purple line construction. Only bus service will be available for the summer.

22 – 29 Aug

$944 AUD total

Guest favourite

Guest suite in Chestertown

4.99 out of 5 average rating, 191 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

13 – 20 Sept

$1,666 AUD total

Guest favourite

Guesthouse in Fort Washington

4.92 out of 5 average rating, 670 reviews

Urban Cottage,MD minutes from DC/National Harbor

Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

4 – 11 Jan

$2,467 AUD total

Guest favourite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 643 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

3 – 10 Feb

$1,119 AUD total

Guest favourite

Apartment in Crownsville

4.98 out of 5 average rating, 164 reviews

“River Sweet" Private Apartment

River Sweet has everything you need for a fun and relaxing getaway. Cozy and clean, River Sweet provides all the comforts of home, including your own driveway and entrance. You'll delight in privacy while enjoying a safe, waterfront neighborhood. A local mini mart and restaurant are close by. And, you are centrally located between Annapolis, Baltimore and Washington for fun excursions! Please let us know if you need a long-term stay. We would be happy to accommodate you.

28 June – 5 July

$1,563 AUD total