
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.
FamilyKitchenBiking

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.
Indoor spacesKitchenBiking

The Carriage House at Arran Fell Farm
A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.
KitchenFamilyTV

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
FamilyIndoor spacesLocation

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.
FamilyIndoor spacesHospitality

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.
KitchenFamilyRiver

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.
FamilyKitchenSleep quality

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!
KitchenFamilyAccuracy

One Bedroom Apt Near Dreams Park and Hall of Fame.
The apartment has one bedroom with queen bed, a bathroom, living room/ kitchen, a cott, and WiFi. We're located on 2 rivers, in a beautiful scenic valley near Cooperstown, 5 miles from Dreamspark, and one minute to the Cooperstown Train, which offers various themed rides as well as hand carts. We're 3 miles from famous Ommegang, and 2 other breweries! 20 miles south is Hanford Mills, an authentic 19th century water powered factory!
FamilyIndoor spacesCheck-in

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!
KitchenFamilyCleanliness

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
FamilyIndoor spacesGetting around

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

Catskills Mountaintop House w/ HOT TUB and VIEWS!
FamilyKitchenCheckout

Modern & Chic Log Home-Spectacular Mountain Views!
Indoor spacesFamilyGetting around

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

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

Modern House with Mountain View @Getawind
Indoor spacesFamilyAccess

Valley View Chalet: AC, Hot Tub, Firepit, Games
KitchenIndoor spacesView

Mtn View Lux Dome w/ Heated Plunge Pool
Indoor spacesFamilyOutdoor spaces

Luxury Catskills Log Cabin Lakeside Hot Tub, Boats
FamilyKitchenComfort
Family- and pet-friendly home rentals

At Home Base Yellow Cottage
KitchenFamilySleep quality

6 Bedroom 1860 Farmhouse Mountain Views Windham
Indoor spacesKitchenLocation

Village Suite Walking Distance to Everything
KitchenFamilyBiking

Romantic Cozy Cabin with a View of the Wetlands
FamilyKitchenParking

The Porch Upstate Super clean
KitchenFamilySleep quality

Grace House
Indoor spacesKitchenSleep quality

Welcome To Turner Ranch
FamilyIndoor spacesGetting around

Inez's Studio
KitchenFamilyTV
Family-friendly home rentals with a pool

Dino's Black Bear Cabin
KitchenFamilyAccuracy

Catskills Barn Apt with MTN views on 34 acres
FamilyKitchenHospitality

White Holiday Cozy Chalet Pool/Hot Tub/bubble room
FamilyIndoor spacesSleep quality

Catskills Retreat | Heated Pool & Hot Tub
Indoor spacesKitchenTV

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

Hike & Sauna! Modern Mountain Escape
KitchenFamilyView

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

Blissful Mountain House
KitchenIndoor spacesLocation
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $319 AUD | $291 AUD | $272 AUD | $342 AUD | $441 AUD | $457 AUD | $483 AUD | $446 AUD | $361 AUD | $344 AUD | $326 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





