
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.

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Tiny glamping cabin with mineral spring hot tub
This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

The Lily Pad
The Lily Pad is a comfy one room king bed cottage with a porch overlooking the pond. A private full bath is 30 steps away (attached to our home for plumbing purposes, but you have a private entry). The paved path is well lit. The cottage is insulated, heated,air conditioned, has electricity,Wi-Fi, and a smart tv to be used w/ your own accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact or need anything.

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!

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.

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!

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.

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!!!!!!!!!!!!

Creekside rustic-modern A-frame in the Catskills
Our cabin 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. Nearby swimming, fishing, hiking, state parks. Reconnect to nature, enjoy peace and solitude, and being able to truly get away from it all! House insta account: hollow_cabin

Farm stay w/ Alpaca walk included @ The Stead
Welcome to "THE STEAD" @ Lyons Family Homestead. A unique secluded tiny home nestled up on the hill of our 19-acre farm. Surrounded by nature and lots of friendly animals. We created this space as a place to escape from the hustle and bustle of everyday life. We encourage you to unplug and unwind as you soak in life on the farm here.
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Mountainside luxury cabin · sauna + hot tub escape

Modern & Chic Log Home-Spectacular Mountain Views!

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet

Delightful Cabin with Extras

Catskill Cabin 7 Acres + Hot Tub + Privacy + Views

Modern House with Mountain View @Getawind
Family- and pet-friendly home rentals

"Your Country Getaway at Beulah Land Farm."

Hawkhill A-Frame hide away Catskills 30 acres

Welcome To Turner Ranch

Half Moon: Fairytale Catskills Retreat

At Home Base - Guest House

Catskill Mtn Streamside Getaway

Small cabin in Morris.

Cooperstown Hall of Fame, Dreams Park Baseball
Family-friendly home rentals with a pool

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Ski & Sauna! Modern Mountain Escape

Views of Mountains Warmth of Firelplace inTownhome

Dino's Black Bear Cabin

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Windham Mountain Village 2 bedroom townhouse

Hawk View
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £132 | £226 | £139 | £139 | £198 | £246 | £260 | £241 | £195 | £186 | £176 | £199 |
| 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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- Rentals with a washing machine and dryer Maryland
- Rentals with outdoor seating Maryland
- Rentals with a patio Maryland
- Rentals with a fireplace Maryland
- Rentals with a firepit Maryland
- House rentals Maryland
- Family-friendly rentals Otsego County
- Family-friendly rentals New York
- Family-friendly rentals United States




