
Family-friendly vacation rentals in Maryland
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Maryland

Total vacation rentals
Explore 40 vacation rentals in Maryland

Nightly prices starting at
Maryland vacation rentals start at G$27,152 GYD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Maryland vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Maryland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Experience a Catskills Lodge
Our modern log home is set up with fine things like Turkish towels, local artisan soaps & the softest sheets. The tasteful decor has an mcm vibe w/industrial touches. Wander outdoors, swim, follow a creek, slip into the forest, hike back, cook dinner in a state of the art kitchen w/ a pantry full of fun gadgets. Relax by the fireplace, sit outside & watch the stars, light a fire. We provide blankets & wood. A welcome basket & a fully stocked coffee bar for the early mornings are waiting for you.
Indoor spacesKitchenDecor

6 Bedroom 1860 Farmhouse Mountain Views Windham
Near Windham! Take time away from it all to enjoy a beautifully situated private farm on a 150- acre mountain top. Favorite things to experience are exploring the wilderness, waterfalls, farm animals, the sunrise from the front porch, the sunset view from the upper mountain field, collecting eggs, skiing, snowshoeing, cross country skiing, sledding, Lake access at Huyck Preserve (kayak, swimming hiking, picnics), cooking farm fresh meals (farm to table ingredients by the season). Exquisite stars
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1820's Farmhouse 182 acres/Private Swimming Pond
Oak Hill Farm c1824, this farmhouse has been fully renovated with a modern take on upstate luxury. Situated on 183 acres of its own land, the house has views across the valley, spring fed swimming pond and a private mountain top. Enjoy morning strolls through our open hay fields, cookout on the covered deck with a wood burning smoker, gas grill, fire pit. Mowed trails through the hay fields, large pathways that are for hiking, foraging, wild life sighting. Air conditioning throughout the house.
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Main Street in the Mountains. See sights & scenery
Enjoy nature: hiking, fishing, (backyard creek/nearby lake) or enjoy the sights. Located 20 minutes from Cooperstown, Oneonta, & Cobleskill. Be moments from local attractions: Baseball Hall of Fame, Farmer's Museum, & more like local breweries (Ommegang), baseball camps; Dreams Park/All Star Village, colleges: Hartwick, SUNY Oneonta, & SUNY Cobleskill, & Bassett Healthcare locations. If staying in, there's high speed internet, streaming channels, washer & dryer, private porch, & access to yard
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Cooper Creek
Cooper Creek is a valuable piece of central New York history that was built in the late 1700s. This homestead once included an outhouse, a spring house, a Cooper shed, and a proud hand hewn timber barn. Robby and Eileen Robbins purchased the property in 1984-finding it in desperate need of plumbing, electricity, as well as emergent repairs in order to preserve as much history as possible. The 18th century beams,& the wooden pegs used instead of nails helps it maintain its unique identity.
Indoor spacesFamilyLong stay

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.
KitchenFamilyOutdoor spaces

Catskills Mountaintop House w/ HOT TUB and VIEWS!
Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!
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Tranquil Countryside Escape
Relax with the whole family at this peaceful house in the countryside of New York. A newly renovated 3 bedroom with an expansive yard gives you plenty of space to have fun both inside and outside. Nestled between the mountains the surrounding towns allow for plenty of outdoor activities for all to enjoy. We are also only a 30 minute drive to Cooperstown and the famous baseball hall of fame. Come experience the serentiy and opportunities that this house/location have to offer!
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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.
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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. Row boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!
KitchenIndoor spacesCleanliness

The Porch Upstate Super clean
We are 8 miles away from ski slopes in both directions. .Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. we have six goats and a mini horse named Batman.
Indoor spacesKitchenAir conditioning

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

Modern & Chic Log Home-Spectacular Mountain Views!
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Modern House with Mountain View @Getawind
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Contemporary Cabin w/ Hot Tub, Lake & Fireplace
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Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax
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Pines Luxury Log Cabin Lakefront Kayaks & Hot Tub
FamilyKitchenNearby

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower
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Valley View Chalet: AC, Hot Tub, Firepit, Games
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The Roost | Catskill Retreat - 7 Acres + Hot Tub
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Family- and pet-friendly home rentals

At Home Base Yellow Cottage
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Creekside of the Moon A-frame Cabin
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The A-Frame at Harvest Moon Acres
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Village Suite Walking Distance to Everything
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Romantic Cozy Cabin with a View of the Wetlands
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Welcome To Turner Ranch
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Hillside View Cabin Retreat in Stamford, NY
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Inez's Studio
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Family-friendly home rentals with a pool

Dino's Black Bear Cabin
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Hawk View
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Mtn View Lux Dome w/ Heated Plunge Pool
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Catskills Barn Apt with MTN views on 34 acres
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Hike & Sauna! Modern Mountain Escape
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Windham Manor | 6BDRM, Pool, Hot Tub & Movie Room
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White Holiday Cozy Chalet Pool/Hot Tub/bubble room
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Blissful Mountain House
Indoor spacesFamilyAir conditioning
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,830 GYD | G$43,653 GYD | G$40,729 GYD | G$51,172 GYD | G$66,001 GYD | G$68,507 GYD | G$72,267 GYD | G$66,837 GYD | G$54,096 GYD | G$51,589 GYD | G$48,874 GYD | G$55,349 GYD |
| 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Mississauga Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Howe Caverns
- Glimmerglass State Park
- Plattekill Mountain
- Peekamoose Blue Hole
- Thacher State Park
- Hunter Mountain Resort
- Colgate University
- Mine Kill State Park
- Utica Zoo
- Adirondack Animal Land
- The Farmers' Museum
- The Andes Hotel
- Secret Caverns
- Rivers Casino & Resort
- Zoom Flume





