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.

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Guest favourite

Home in Cooperstown

4.99 out of 5 average rating, 108 reviews

Exceptional Modern Log Home in Cooperstown

Glimmerglen Lodge is a 4000 sq ft, Adirondack style log home, complete with new amenities and wireless internet access. The 48 foot covered front porch offers stunning views of the valley. The house is appointed with artfully handcrafted furniture throughout. We are 3 miles from Downtown Cooperstown, the Baseball HOF, Fenimore and Farmer's Museum and much more! Also within 15 minutes from Ommegang Brewery and 2 wineries. *Please note, if booking in the summer months a 6 night stay is required.*

Guest favourite

Rental unit in Oneonta

4.98 out of 5 average rating, 118 reviews

Shellybrooke Farm walkout Apt

Baseball Families welcome. Long driveway to secluded home with private entrance to downstairs apartment. Peaceful location but only 7 miles to Oneonta, 25 miles to Cooperstown. 3 guests max. Owner resides upstairs. NO smoking or Pets. Large L-shape living/queen & twins beds area (privacy curtain) picture window with pond/ creek view, dining area, bathroom, kitchen, washer/dryer. Easy access to shopping/restaurants. Enjoy hikes, wildlife, pond, & above ground Pool. Horses/dogs/cat on property.

Guest favourite

Cabin in Franklin

4.96 out of 5 average rating, 283 reviews

Hawkhill A-Frame hide away Catskills 30 acres

Hawkhill, an idyllic and secluded getaway. 2 bedrooms, queen bed per bedroom. high speed WiFi. Electric heat, wood stove, and large windows. Snuggle by the fire and watch the wildlife. Driveway access all year. Trails to the pond, creek, and a small waterfall. Oneonta 20 minutes. Cooperstown 45 minutes. Visit charming Franklin. Amazing second story deck that faces only woods. Dog friendly for up to 2 dogs. Stand alone ac unit in main room in July/August, cools space well. No cleaning fee.

Guest favourite

Home in Davenport

4.97 out of 5 average rating, 100 reviews

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.

Guest favourite

Home in Cooperstown

4.95 out of 5 average rating, 103 reviews

Breweries! Walk to Breweries & Near Dreams Park

Vintage gem, walking distance to Ommegang and Red Shed Breweries, and only a short drive to all other Cooperstown destinations! Clean and inviting 1850's renovated farmhouse with well appointed kitchen, large living and dining rooms, 6 bedrooms and 6 bathrooms. Cable TV in every bedroom and a large screen with cable in the living room, high speed internet and wifi throughout the house, gas fireplace in the living room, built in fireplace in the backyard and a generous front porch.

Guest favourite

Cabin in East Meredith

4.92 out of 5 average rating, 103 reviews

Creekside rustic-modern A-frame in the Catskills

Our house is tucked into a quiet valley, perched above a creek and South-facing for all day sun! 21 acres of rushing creek, mixed evergreen and deciduous forest to explore. Firepits next to the house, and beside the creek. Nearby swimming, fishing, hiking, national parks. You’ll love our place because of the sound of rushing water, peace and solitude, and being able to truly get away from it all! The house is good for couples, groups, and pets. House insta account: hollow_cabin

Guest favourite

Cabin in Otego

4.93 out of 5 average rating, 112 reviews

Cozy log cabin in the mountains

Cozy log cabin in the mountains located 5 mi from city of Oneonta & 25 miles to Cooperstown. Attractions include Cooperstown hall of fame, Cooperstown All Star Village, Cooperstown Dream Park, Ommegang Brewery & golf. Family friendly atmosphere that includes a 3 BR house with kitchen amenities & charcoal grill. Recently added Wi-Fi and a land line for local calls. Screened-in porch that overlooks a lake-sized pond, board games, Direct TV & DVD player. Keyless entry.

Guest favourite

Home in Richfield Springs

4.92 out of 5 average rating, 257 reviews

Luxury Cooperstown Area Lake Home with Amenities!!

Summer Bookings, we only accept 6 night stays with check in/out days consistent with the Cooperstown Dreams Park schedule. The 2025 season runs from 5/25-8/29/25 and the schedule is depicted in our photos. Beautiful 3 bedroom on Canadarago Lake, 15 min. drive to Cooperstown. We now have 6 kayaks, a pedal boat, & a paddle board! Enjoy coffee viewing the peacefulness of the lake, if mornings aren’t for you, It is as beautiful at sunset with wine.

Guest favourite

Home in Cooperstown

4.95 out of 5 average rating, 377 reviews

Cooperstown Hall of Fame, Dreams Park Baseball

***** From September 1, 2024 to May 31, 2025- 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 25 to August 29, 2025 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.

Guest favourite

Cabin in Jefferson

5 out of 5 average rating, 462 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.

Guest favourite

Earthen home in Schenevus

4.96 out of 5 average rating, 162 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

Home in Milford

4.97 out of 5 average rating, 247 reviews

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.