
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$27,184 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.
KitchenFamilyLayout

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.
KitchenIndoor spacesHiking

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.
KitchenIndoor spacesCondition

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
KitchenFamilyNearby

Caboose w/ Mtn Views, Farm Animals + Sauna
BNB Breeze Presents: The Caboose! Stay in a TRAIN CABOOSE! Tucked away on 50 acres of farmland, enjoy this uniquely renovated caboose + train station combo, equipped with everything that you need for your next dream vacation, including: - Farm Animals: Roosters, Turkeys, Sheep, a Pony, and a Horse! - 50 Acres to Explore (and ride snowmobiles on!) - Sauna - INCREDIBLE Mountain Views! - Electric Fire Place - Fire Pit! - Secluded Oasis w/ Convenient Access to Local Restaurants + Attractions!
FamilyKitchenTV

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.
Indoor spacesFamilyAccess

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!
KitchenIndoor spacesQuiet

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.
KitchenFamilyNearby

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 spacesView

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 spacesKitchenBackyard

"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.
KitchenIndoor spacesSkiing

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

Catskills Mountaintop House w/ HOT TUB and VIEWS!
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The Roost | Catskill Retreat - 7 Acres + Hot Tub
Indoor spacesFamilySleep quality

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

Pines Luxury Log Cabin Lakefront Kayaks & Hot Tub
KitchenFamilyValue

Three Willows | Pond, Sauna & Treehouse Retreat
Indoor spacesFamilyGetting around

Modern House with Mountain View @Getawind
KitchenIndoor spacesBackyard

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

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

The Porch Upstate Super clean
Indoor spacesKitchenLong stay

At Home Base Yellow Cottage
FamilyIndoor spacesParking

Village Suite Walking Distance to Everything
KitchenIndoor spacesCleanliness

The A-Frame at Harvest Moon Acres
Indoor spacesKitchenQuiet

Romantic Cozy Cabin with a View of the Wetlands
Indoor spacesFamilyAmenities

6 Bedroom 1860 Farmhouse Mountain Views Windham
KitchenIndoor spacesCheckout

Inez's Studio
KitchenIndoor spacesGrill

Welcome To Turner Ranch
FamilyIndoor spacesBackyard
Family-friendly home rentals with a pool

Catskills Retreat | Heated Pool & Hot Tub
KitchenIndoor spacesAmenities

Catskills Barn Apt with MTN views on 34 acres
FamilyKitchenEV charging

Dino's Black Bear Cabin
KitchenFamilyHospitality

Windham Manor | 6BDRM, Pool, Hot Tub & Movie Room
Indoor spacesFamilyHeating

Hike & Sauna! Modern Mountain Escape
FamilyIndoor spacesLocation

Log Cabin in the Country
FamilyKitchenGrill

Blissful Mountain House
KitchenIndoor spacesSkiing

Hawk View
KitchenFamilyWifi
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,885 GYD | G$43,703 GYD | G$40,776 GYD | G$51,231 GYD | G$66,077 GYD | G$68,587 GYD | G$72,351 GYD | G$66,914 GYD | G$54,158 GYD | G$51,649 GYD | G$48,931 GYD | G$55,413 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





