
Family-friendly holiday rentals in Maryland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

Andes Valley View
This home is a beautiful mix of cozy and modern. You’ll love cooking in the kitchen and taking in the view from the second story deck. The property is stunning, with wide meadows and dense woods. There are 140 acres to explore and utilize for events like weddings or a retreats. There is a half acre pond with a pond house at the top of the property and a trout stream running along the bottom. It’s everything you could hope for in a Catskills getaway, all nestled overlooking the town of Andes.

Cooperstown Vicinity Country Home near Motorsports
Charming open concept house nestled in the Catskill mountains 20 min E. of Oneonta. Exquisite Views! (**Adjacent to motorcycle racetrack. It's not visible, but noisy in daytime 9am-5pm 4-5 days/wk.) Enjoy a morning read in our comfy sofas and armchairs or get cozy by the gas fireplace at night. Explore our 20-acre property or relax out on the wide, sunny lawn. Outdoor table and chairs by the firepit are perfect for an evening meal overlooking the beautiful, ancient Catskill Mountains.

Fern Valley Cabin w/ Sauna
Get away from it all in this secluded off-grid cabin. Inspired by traditional lean-tos and modern Swedish design. This minimal space features a wall of windows that makes you feel like you are sleeping in the trees, while staying cozy and dry. There is also a traditional Norwegian Sauna and stream cold plunge for your relaxation and pleasure. **For winter bookings** This experience is not for everyone, you should be prepared for roughing it. please fully read the other notes.

At Home Base North
Enjoy the Cooperstown experience while having all the comforts of home. The Baseball Hall of Fame (6 miles), Brewery Ommegang (5.4 miles), and The Cooperstown Dreams Park (0.5 miles) are all conveniently located. Scenic views from the large-covered deck of the rolling hills set on 20 acres. Check out all of the amenities including high speed internet, central air, and a BBQ grill. View our other “Home Base” listings here on Airbnb, all in the vicinity of one another.

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!

Catskills Over Water Bungalow on Lake Albanese!
Catskills Cabin Rentals has designed and built one of the most unique places in the Catskills. Located on Lake Albanese is New York's first Over Water Bungalow featuring 2 bedrooms 1.5 bathrooms. The living room has a wood burning fireplace made with handcrafted stone. In front of the fireplace the home has a glass floor to see fish, turtles, frogs, and more! The home is located on 200 acres with only 4 other log cabins.

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.

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.

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

"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.

Tiny Cabin in The Catskill Mountain
Enjoy and relax roaming our 4 acres, amazing sunset views, and mesmerizing magic star gazing when the sun goes down. Our cabin offers one beautiful cozy bedroom comfortably sleeping two + two childrens , with one full bathroom. fully laundry with washer and dryer. The cabin is good for a couple, solo adventurers, or families (with kids) just be careful there is a steep latter going up the bedroom.
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Getaway with Mountain Views

Mountain View Hideaway

Catskills Retreat - spring discount pricing!

Catskills Barn Apt with MTN views on 34 acres

Modern & Chic Log Home-Spectacular Mountain Views!

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Tiny glamping cabin with mineral spring hot tub

Delightful Cabin with Extras
Family- and pet-friendly home rentals

"Your Country Getaway at Beulah Land Farm."

upstate caverns bnb guest house

Beautiful Big Lake Front home near Cooperstown

Hawkhill A-Frame hide away Catskills 30 acres

Welcome To Turner Ranch

The Porch Upstate Super clean

Hidden Serenity

Small cabin in Morris.
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Dino's Black Bear Cabin

The Loft at Bearpen Mtn; near Hunter & Windham

Victorian Farmhouse w/ Pool | Catskills

Private Catskills Cabin Retreat w/Hot Tub

A Composer's View

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

Bearberry Suite @Cooperstown Lodge-3mi to CDP+Pool
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £131 | £225 | £138 | £138 | £197 | £245 | £259 | £239 | £194 | £185 | £175 | £198 |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
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!
Destinations to explore
- Plainview Holiday rentals
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- Greater Toronto Area Holiday rentals
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- House rentals Maryland
- Rentals with outdoor seating Maryland
- Rentals with a washing machine and dryer Maryland
- Rentals with a patio Maryland
- Rentals with a firepit Maryland
- Rentals with a fireplace Maryland
- Family-friendly rentals Otsego County
- Family-friendly rentals New York
- Family-friendly rentals United States




