
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!

The Lily Pad
If you want to experience nature, our homestead has a separate one room king bed cottage, with a front porch, between 2 ponds. A private full bath is 25 steps away (attached to our home for plumbing purposes). Enjoy the serenity of the ponds and birds. The cottage is insulated, heated, has electricity,Wi-Fi, and a smart tv to be used with your own accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want/need anything.

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.

The Mill House: An Enchanting Stream-Side Retreat
Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Deer Meadow Farm Studio: spacious studio apartment
Deer Meadow Farm Studio is a modern, open concept Studio apt (24'x16') and includes many amenities to make your stay comfortable and relaxing! Including: WiFi • Spectrum/Apple TV • Radiant floor heat • A/C • Private patio w/ gas grill • All linens/towels • Kitchenette (microwave, mini-fridge, Keurig, toaster). PLEASE NOTE: There is NOT a full kitchen. Located near The Baseball Hall of Fame, Brewery Ommegang, Glimmerglass Festival as well as the many area shops and restaurants!

Tiny Home Glamping @ Maia's Place
Enjoy a true Tiny Home Glamping experience at Maia's Place! Located only 20 minutes from Cooperstown and baseball fields. Enjoy beautiful views of the mountains all around. This tiny home sits on a private two acres, has an outdoor patio area for lounging, grilling, and star gazing at night. The inside is fully equipped with a convection stovetop, fridge, bathroom, wifi hotspot, and queen-sized bed with a 5x5 east-facing picture window to capture the perfect sunrise!

"Your Country Getaway at Beulah Land Farm."
Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

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!

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.

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.

Creekside: Cozy Cooperstown Retreat
Welcome! Creekside is a ranch style home overlooking a scenic pond. It is a 3 bedroom, 2 bath home with cathedral ceilings and a beautiful open concept feel. If your group would like to spread out, we have an option to add a 4th bedroom and living space with a basement apartment option. Decks on both the front & back of the home let you enjoy all the surrounding nature.
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Home Alone Mountain

Catskills Barn Apt with MTN views on 34 acres

Modern & Chic Log Home-Spectacular Mountain Views!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Tiny glamping cabin with mineral spring hot tub

Delightful Cabin with Extras

The A-Frame on Pudding Hill
Family- and pet-friendly home rentals

Creekside rustic-modern A-frame in the Catskills

Above Brushland, Bovina Center

The Waterfall Casita: A-frame with 30ft Waterfall

Tiny House in Central Catskills

Catskills Cabin Off the Grid Experience

Half Moon: Fairytale Catskills Retreat

Yanity House

Cozy 1-bedroom log cabin in the mountains
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Full Moon Resort-MSC HikingTrails-Belleayre

Dino's Black Bear Cabin

Sunrise Suite

The Loft at Bearpen Mtn; near Hunter & Windham

Hawk View

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike

White Holiday Cozy Chalet Ski/Hot Tub/bubble room
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 SGD | $393 SGD | $242 SGD | $242 SGD | $343 SGD | $427 SGD | $452 SGD | $418 SGD | $338 SGD | $320 SGD | $242 SGD | $295 SGD |
| 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 $104 SGD per night before taxes and fees

Verified guest reviews
Over 1,180 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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- Long Island Holiday rentals
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- Greater Toronto Area Holiday rentals
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- Rentals with a firepit Maryland
- Rentals with a fireplace Maryland
- Rentals with a patio Maryland
- Rentals with a washing machine and dryer Maryland
- Rentals with outdoor seating Maryland
- House rentals Maryland
- Family-friendly rentals Otsego County
- Family-friendly rentals New York
- Family-friendly rentals United States




