
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$27,178 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.
KitchenFamilyOutdoor spaces
4.98 out of 5 average rating, 216 reviews
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.
KitchenFamilyAmenities
4.98 out of 5 average rating, 113 reviews
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 spacesSleep quality
4.94 out of 5 average rating, 108 reviews
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!
FamilyKitchenView
4.86 out of 5 average rating, 199 reviews
The Carriage House at Arran Fell Farm
A slice of heaven nestled on a mountain top15 min from Cooperstown, 25 minutes to Dreams Park, and 40 minutes to All star village. Immaculate, quiet, peaceful rescue farm. Come and unwind and sleep in one of the hammocks or take a walk down a woodland trail. Lots of activities for kids. Try some fishing, water slide or water trampoline. Take out paddleboats or kayaks and look for the Koi fish. Interact and give treats to rescue animals including EMUS! This rental is one of a kind experience.
KitchenFamilyTV
5.0 out of 5 average rating, 187 reviews
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.
KitchenFamilyGetting around
4.95 out of 5 average rating, 269 reviews
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 spacesComfort
4.91 out of 5 average rating, 108 reviews
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.
Indoor spacesKitchenQuiet
4.94 out of 5 average rating, 151 reviews
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.
FamilyIndoor spacesComfort
4.98 out of 5 average rating, 474 reviews
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 spacesHiking
4.9 out of 5 average rating, 124 reviews
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 spacesFamilyCheckout
4.99 out of 5 average rating, 348 reviews
"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 spacesFamilyRiver
5.0 out of 5 average rating, 545 reviewsPopular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Catskills Mountaintop House w/ HOT TUB and VIEWS!
FamilyKitchenAccuracy
5.0 out of 5 average rating, 147 reviews
Waterfront Catskills | Hot Tub, Sauna & Treehouse
FamilyKitchenBathroom
4.94 out of 5 average rating, 139 reviews
The Roost | Catskill Retreat - 7 Acres + Hot Tub
FamilyIndoor spacesOutdoor spaces
4.97 out of 5 average rating, 164 reviews
Lake Albanese Lakefront Log Cabin HotTub Boats
FamilyIndoor spacesComfort
4.94 out of 5 average rating, 200 reviews
Lakefront chalet w. hot tub, game room, & kayaks
FamilyKitchenBeach
4.99 out of 5 average rating, 109 reviews
Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax
KitchenIndoor spacesQuiet
4.98 out of 5 average rating, 181 reviews
Mtn View Lux Dome w/ Heated Plunge Pool
KitchenFamilyWifi
4.92 out of 5 average rating, 250 reviews
Catskills Retreat - Game Room, Hot Tub, EV charger
KitchenIndoor spacesBathroom
4.97 out of 5 average rating, 107 reviewsFamily- and pet-friendly home rentals

At Home Base Yellow Cottage
KitchenFamilyLayout
4.99 out of 5 average rating, 157 reviews
The Porch Upstate Super clean
KitchenIndoor spacesAccess
4.96 out of 5 average rating, 391 reviews
Romantic Cozy Cabin with a View of the Wetlands
FamilyIndoor spacesAccuracy
4.99 out of 5 average rating, 216 reviews
The A-Frame at Harvest Moon Acres
FamilyKitchenHiking
4.97 out of 5 average rating, 329 reviews
The Waterfall Casita: A-frame with 30ft Waterfall
Indoor spacesFamilyAccess
5.0 out of 5 average rating, 278 reviews
Village Suite Walking Distance to Everything
Indoor spacesKitchenLayout
4.79 out of 5 average rating, 326 reviews
Calhoun Carriage House
KitchenFamilyAccuracy
4.93 out of 5 average rating, 115 reviews
Inez's Studio
FamilyIndoor spacesHot tub
4.9 out of 5 average rating, 558 reviewsFamily-friendly home rentals with a pool

Catskills Retreat | Heated Pool & Hot Tub
FamilyKitchenQuiet
4.95 out of 5 average rating, 250 reviews
Ski & Sauna! Modern Cabin - Minutes to Bellayre
KitchenFamilyCheck-in
4.98 out of 5 average rating, 176 reviews
Catskills Barn Apt with MTN views on 34 acres
KitchenFamilyLong stay
4.88 out of 5 average rating, 322 reviews
Luxury Windham | 6BDRM, Pool, Hot Tub & Movie Room
Indoor spacesKitchenBathroom
4.95 out of 5 average rating, 109 reviews
Dino's Black Bear Cabin
FamilyKitchenCheck-in
4.89 out of 5 average rating, 176 reviews
White Holiday Cozy Chalet Pool/Hot Tub/bubble room
FamilyKitchenQuiet
4.9 out of 5 average rating, 133 reviews
Hawk View
KitchenIndoor spacesHospitality
4.97 out of 5 average rating, 151 reviews
Chalet w/ SAUNA, HOT TUB & Outdoor TV ALL YEAR!
FamilyKitchenLocation
4.89 out of 5 average rating, 133 reviewsWhen is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,874 GYD | G$43,693 GYD | G$40,766 GYD | G$51,219 GYD | G$66,063 GYD | G$68,571 GYD | G$72,334 GYD | G$66,899 GYD | G$54,146 GYD | G$51,637 GYD | G$48,920 GYD | G$55,401 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 City 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
- Hunter Mountain Resort
- Thacher State Park
- Colgate University
- Mine Kill State Park
- Utica Zoo
- Adirondack Animal Land
- The Farmers' Museum
- The Andes Hotel
- Rivers Casino & Resort
- Secret Caverns
- Zoom Flume





