
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.

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.

Renovated 1800s Schoolhouse: Private, Scenic Stay
Wake up as natural light finds its way into the home and enjoy relaxing to the sounds and sites of nature. By day, enjoy the views from a 1500 square foot wrap-around deck and explore the adorable nearby towns of Bovina, Andes, Delhi and more. By night, star gaze from the comfort of a cozy loft or sit by the wood stove on a chilly night. The Bovina Schoolhouse offers the perfect getaway for a couple, small family, or friends. An open layout is perfect for cooking, dining and lounging.

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.

Dome on Agroforestry Farm w/ Mountain View & Ponds
Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Half Moon: Fairytale Catskills Retreat
Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

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
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning Views Luxury Cabin · Sauna · Hot Tub

Modern Getaway with Mountain Views

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Crows Nest Mtn. Chalet

The A-Frame on Pudding Hill

Delightful Cabin with Extras

Lady Viola (w/balcony hot tub)

Valley View Chalet: AC, Hot Tub, Firepit, Games
Family- and pet-friendly home rentals

Hilltop Camp with a View

"Your Country Getaway at Beulah Land Farm."

Inez's Studio

Charming Catskill Mtn Schoolhouse

Welcome To Turner Ranch

The Porch Upstate Super clean

At Home Base - Guest House

Catskill Mtn Streamside Getaway
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Hike & 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

Secluded Woodstock Retreat with Pool and Sauna

Private Catskills Cabin Retreat w/Hot Tub

White Holiday Cozy Chalet Pool/Hot Tub/bubble room
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £130 | £223 | £137 | £137 | £195 | £242 | £256 | £237 | £192 | £183 | £173 | £196 |
| 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 £81 per night before taxes and fees

Verified guest reviews
Over 1,220 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

4.9 Average rating
Maryland stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
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- Tuckahoe Holiday rentals
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- Greater Toronto Area Holiday rentals
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- Rentals with a washing machine and dryer Maryland
- House rentals Maryland
- Rentals with a patio Maryland
- Rentals with a fireplace Maryland
- Rentals with outdoor seating Maryland
- Rentals with a firepit Maryland
- Family-friendly rentals Otsego County
- Family-friendly rentals New York
- Family-friendly rentals United States




