
Family-friendly holiday rentals in Maryland
Find and book unique family-friendly homes on Airbnb
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 $181 AUD 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 holiday 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.
FamilyIndoor spacesWi-Fi

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.
KitchenFamilyLocation

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
FamilyKitchenLaundry

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.
KitchenFamilyHeating

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.
FamilyIndoor spacesBreakfast

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!
KitchenFamilyLong stay

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!
FamilyKitchenBathroom

At Home Base Yellow Cottage
Enjoy the Cooperstown experience while having all the comforts of home. The Baseball Hall of Fame (6 miles), Brewery Ommegang (5.4 miles), and The Cooperstown Dreams Park (0.5 miles) are all conveniently located. Scenic views from the large-covered deck of the rolling hills set on 20 acres. Check out all of the amenities including high speed internet, central air, and a BBQ grill. View our other “Home Base” listings here on Airbnb, all in the vicinity of one another.
Indoor spacesFamilyPets

Modern & Chic Log Home-Spectacular Mountain Views!
Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.
FamilyKitchenSkiing

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!
Indoor spacesFamilyBathroom

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
Indoor spacesKitchenBeach

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

Three Willows | Pond, Sauna & Treehouse Retreat
FamilyKitchenBackyard

The Roost | Catskill Retreat - 7 Acres + Hot Tub
KitchenFamilyHeating

Modern House with Mountain View @Getawind
Indoor spacesFamilyOutdoor spaces

Luxury Catskills Log Cabin Lakeside Hot Tub, Boats
Indoor spacesKitchenHeating

Lakefront chalet w. hot tub, game room, & kayaks
Indoor spacesKitchenAmenities

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

Valley View Chalet: AC, Hot Tub, Firepit, Games
KitchenFamilyValue

Contemporary Cabin w/ Hot Tub, Lake & Fireplace
FamilyKitchenWi-Fi
Family- and pet-friendly home rentals

Romantic Cozy Cabin with a View of the Wetlands
Indoor spacesFamilyParking

6 Bedroom 1860 Farmhouse Mountain Views Windham
Indoor spacesFamilyValue

The Porch Upstate Super clean
KitchenFamilyAir conditioning

Stargazing Mtn Home w Firepit near Cooperstown
FamilyIndoor spacesNearby

Inez's Studio
FamilyIndoor spacesAccess

Village Suite Walking Distance to Everything
Indoor spacesKitchenAmenities

Grace House
FamilyKitchenWalkability

Gorgeous Cabin w/ Epic Views near All Star Village
Indoor spacesKitchenWi-Fi
Family-friendly home rentals with a pool

Catskills Retreat | Heated Pool & Hot Tub
FamilyKitchenOutdoor spaces

White Holiday Cozy Chalet Pool/Hot Tub/bubble room
Indoor spacesFamilyAccuracy

Catskills Barn Apt with MTN views on 34 acres
FamilyIndoor spacesSkiing

Catskill Villa | 6BDRM, Pool, Hot Tub & Movie Room
KitchenFamilyHiking

Hike & Sauna! Modern Mountain Escape
KitchenIndoor spacesWalkability

Modern Chalet w/Cedar SAUNA, HOT TUB & Outdoor TV!
KitchenFamilyCheckout

Blissful Mountain House
KitchenIndoor spacesNearby

Secluded Catskills Retreat w/ Hot Tub & Views
FamilyKitchenLocation
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $320 AUD | $292 AUD | $272 AUD | $342 AUD | $441 AUD | $458 AUD | $483 AUD | $447 AUD | $361 AUD | $345 AUD | $327 AUD | $370 AUD |
| 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 Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Howe Caverns
- Glimmerglass State Park
- Plattekill Mountain
- Thacher State Park
- Peekamoose Blue Hole
- 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





