
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$27,195 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.

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.

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

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 A-Frame at Harvest Moon Acres
Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

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.

Fern Valley Cabin w/ Sauna
Get away from it all in this secluded off-grid cabin. Inspired by traditional lean-tos and modern Swedish design. This minimal space features a wall of windows that makes you feel like you are sleeping in the trees, while staying cozy and dry. There is also a traditional Norwegian Sauna and stream cold plunge for your relaxation and pleasure. **For winter bookings** This experience is not for everyone, you should be prepared for roughing it. please fully read the other notes.

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!

Modern & Secluded Tiny Home in the Catskills
Escape to a modern tiny home tucked away at the end of a private mountain road in the Catskills. Whether you're curious about tiny-home living or simply looking to unplug, this thoughtfully designed tiny home offers everything you need for a peaceful escape. Surrounded by woods, old stone walls, and large windows overlooking nature, it's the perfect place to slow down, relax by the fire pit, and experience just how comfortable 150 square feet can feel.

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.

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

Mountain house w/ Scandinavian BBQ hut Spa & more!

Catskills Retreat - Game Room, Hot Tub, EV charger

Modern & Chic Log Home-Spectacular Mountain Views!

Catskills Mountaintop House w/ HOT TUB and VIEWS!

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

Delightful Cabin with Extras

Scandi A-Frame w/Hot Tub & Sauna

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

Luxury farmhouse at the porch

Inez's Studio

Catskills Over Water Bungalow on Lake Albanese!

Hillside View Cabin Retreat in Stamford, NY

At Home Base Yellow Cottage

Mountainscape: Peaceful- Skiing & Hiking

Off-Grid Catskills Cabin on 4 Private Acres

Catskills Peakes Brook Cabin-Creek, Pond & Privacy
Family-friendly home rentals with a pool

Spacious Villa | 6BDRM, Pool, Hot Tub & Movie Room

Hike & Sauna! Modern Mountain Escape

Dino's Black Bear Cabin

Catskills Barn Apt with MTN views on 34 acres

Log Cabin in the Country

Hawk View

Catskills Retreat | Heated Pool & 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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,906 GYD | G$43,722 GYD | G$40,793 GYD | G$51,253 GYD | G$66,106 GYD | G$68,616 GYD | G$72,382 GYD | G$66,943 GYD | G$54,182 GYD | G$51,671 GYD | G$48,952 GYD | G$55,437 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
- 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
- National Baseball Hall of Fame and Museum
- Zoom Flume





