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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Top guest favourite
A spacious bed adorned with white linens sits against a wall featuring a decorative tree of life design. Soft lighting is provided by wall sconces on either side. A decorative pillow adds a touch of comfort, with a bedside table displaying a clock and additional items.
Flat in Cooperstown
5 out of 5 average rating, 172 reviews

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

Top guest favourite
A rustic cabin is set against a backdrop of lush greenery, featuring a spacious wooden deck with a dining table and chairs. Inside, a cozy sleeping area showcases a neatly made bed with soft linens, while the warm wood interior adds to the inviting ambiance.
Cabin in Oneonta
4.99 out of 5 average rating, 187 reviews

Romantic Cozy Cabin with a View of the Wetlands

Summer baseball renters please note: availability is Dreams Park tournament schedule ONLY -- not All Star! Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! Built in the 18th century, it now boasts an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 mins away! Minutes from live music, cafes, and antique shops!

Top guest favourite
A rustic log cabin is nestled among green trees, featuring a sweeping lawn and a long driveway. A covered porch extends from the cabin. Adjacent to the cabin, a red garage is visible, creating a complementary contrast against the natural surroundings.
Cabin in Arkville
4.96 out of 5 average rating, 147 reviews

Cozy Catskill Ski Cabin Margaretville/Arkville

Contemporary & rustic log cabin, < 2. 5 hrs. from NYC nestled in the Catskills; well-appointed, perfect getaway/retreat/ski cabin - quiet, private - <15 minutes to Belleayre & Plattekill Mtns.- steps from Catskill fitness center w/Olympic-size pool, walk to Union Grove Distillery; kayaking and farmer’s market 5 min. drive. Fireplace indoors/ firepit out. Great for remote work, families, or romantic getaways. Enjoy hiking, fishing, local shops, antiquing, art galleries, restaurants.

Guest favourite
A charming home with a red metal roof is set against a clear blue sky, surrounded by lush green lawn and trees. A spacious driveway leads to the front entrance, enhancing the inviting appeal of the property.
Home in Otego
4.93 out of 5 average rating, 148 reviews

Bailey's Creek

Tucked up in the hills outside of Oneonta, this property is convenient to the baseball tournaments, but enjoys the quiet of the country. This home is set in a private setting with room to roam in the large well manicured yard with a stream running through the middle of the property. Guests will be able to gather together in the open concept kitchen, dining room and living room area and share many memories. This 4 bedroom 2.5 bath home is waiting for you and your family.

Guest favourite
A rustic cabin with a green metal roof features a spacious front porch adorned with comfortable seating. Large windows provide ample natural light, and a well-maintained lawn with trees offers a scenic backdrop. The tranquil setting invites relaxation and outdoor enjoyment.
Home in Oneonta
4.9 out of 5 average rating, 115 reviews

Lakefront, family friendly home -Baseball campers!

- Lake/waterfront home on Goodyear Lake. - Conveniently located close to local baseball camps, SUNY Oneonta and Hartwick college - Large lake view patio and yard for games or campfires and lakeside deck and dock. - Enjoy swimming, excellent fishing, and watersports. Canoe, row boat, and pedal boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!

Top guest favourite
A two-story blue house is set back from a country road, framed by greenery. A spacious deck is adorned with two bright chairs, while a shaded area features a light-colored gazebo. The well-maintained lawn offers an open space for relaxation.
Home in Cooperstown
4.95 out of 5 average rating, 430 reviews

Cooperstown Hall of Fame, Dreams Park Baseball

***** From August 17, 2025 to May 31, 2026- Please be sure to add the number of guests staying at the property to get the appropriate pricing. There is an additional fee after 2 guests. *****There is an additional fee for pets. It is a $150 fee per pet per stay. ***** From May 31 to August 29, 2026 Please put in only ONE guest to get the summer pricing. it is a SIX day minimum/maximum stay. Check out time is 9 am in the summer.

Top guest favourite
The entrance to a rustic cabin is framed by logs, featuring a welcome sign and a seasonal wreath on the door. A pair of wooden rocking chairs sits on a spacious porch, accompanied by a decorative pumpkin and a carved wooden stump.
Cabin in Cooperstown
4.98 out of 5 average rating, 133 reviews

An Upstate NY getaway treasure!

Take it easy at this unique and tranquil getaway. For several hundred years our family has been a part of the Cooperstown community and we look forward to sharing it with you! On over 20 acres of land , you can explore the beautiful landscape of water and woods. Just over the hill from Otsego Lake. Only 3.9 miles (8 min) to Cooperstown’s Main Street in the spring, summer and fall and 5.7 miles (10 min) in winter.

Guest favourite
The kitchen features modern cabinetry in a honey tone, complemented by a dark granite countertop. A coffee maker is placed above the sink, and a drying rack is positioned nearby. Subtle mosaic tiles add a decorative touch under the cabinets.
Guest suite in Cooperstown
4.8 out of 5 average rating, 296 reviews

Village Suite Walking Distance to Everything

This guest suite has all the comforts of home. It's a comfortable walk or bike ride to the Hall of Fame, historic downtown, the Farmer's Museum and beautiful Otsego Lake. A 24-hour grocery store is around the corner and we're close to the trolley that will take you all over Cooperstown in the summer. And it's only a 10 minute drive to Brewery Ommegang. Please note, there is no TV or cable in the suite. Just Wi-Fi.

Top guest favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 287 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top guest favourite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 520 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Top guest favourite
A tranquil pond is surrounded by lush greenery, with flowering trees in pink and white adding color to the scenery. The gentle slope of the landscape provides a serene backdrop of wooded hills, creating a peaceful outdoor space for relaxation.
Earthen home in Schenevus
4.95 out of 5 average rating, 176 reviews

Country Haven

Our decor is an Adirondack theme. Log bed, knotty pine. ceiling lighting and windows for natural brightness. Quiet, warm, relaxing. A large pond to enjoy, sitting by with a good book or watching the wildlife. We have a cobblestone firepit to enjoy during the evening surrounded by seating. We are a short distance from many attractions in Cooperstown including the Baseball Hall of Fame!!!!!!!!!!!!

Guest favourite
A classic white farmhouse is set against a backdrop of rolling hills, complemented by a red barn nearby. Lush green grass spans the foreground, while a cloudy sky softly frames the scene.
Farm stay in Schenevus
4.91 out of 5 average rating, 113 reviews

The Boone Grey Homestead, an 1860's Farmhouse

Come enjoy your time on 110+ acres in our 1860's Farmhouse! Located just 20 minutes from Oneonta, 35 Minutes from Cooperstown and 60 Minutes from major ski resorts, our farmhouse has plenty to offer! Whether you want a peaceful getaway on a dead end road, to fish in the stocked river for Spring Trout or enjoy outdoor winter activities, our Homestead is for you!

Popular amenities for Maryland family-friendly rentals

When is the best time to visit Maryland?

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Avg. price£130£224£138£138£196£244£258£238£193£184£174£197
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Quick stats about holiday rentals that are family-friendly in Maryland

  • Total holiday rentals

    Explore 40 holiday rentals in Maryland

  • Nightly prices starting at

    Maryland holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Maryland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Maryland rentals

  • 4.8 Average rating

    Maryland stays are highly rated by guests – averaging 4.8 out of 5!