
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 $186 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.

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.

Scandi A-Frame w/Hot Tub & Sauna
Escape to Wilderkaat {WILL-der-cat} ⮕ NEW GUT RENO 3-bed 2-bath Scandinavian modern A-frame chalet ⮕ 2 private wooded acres ~10 miles to Hunter & Windham ⮕ 8-person hot tub, cold plunge tub, 6-person barrel sauna ⮕ Backyard firepit w/Adirondack chairs & string lights ⮕ Outdoor games: bocce cornhole horseshoes disc golf ⮕ Fully stocked open kitchen, Weber grill, in & outdoor dining for 8 ⮕ Smart TVs & Sonos throughout, high-speed fiber WiFi ⮕ A Catskills perfect blend of relaxation & adventure

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

Caboose w/ Mtn Views, Farm Animals + Fire Pit!
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!

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.

Catskills Modern Tiny House - Secluded+Private!
Newly built tiny home up a dead-end private mountain road, secluded and nestled in the woods alongside old stone walls and lots of trees. There is a kitchenette with a mini-fridge/stovetop and oven so you can prepare meals, a queen-size bed, a couch with storage, and a bathroom with a shower. Ideal for a couple or solo traveler looking to disconnect and observe nature at work from the large windows. There is a fire pit and Adirondack chairs on the patio if it's not too cold out!

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.

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.

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.

Inez's Studio
A former Catskills painting studio re-imagined as a quiet mountainside retreat on 23 acres. 16ft ceilings and walls of windows let in amazing light, uninterrupted nature, and solitude. Open floor plan with the main bedroom downstairs and a loft bed upstairs. Step out the back door and into a private backyard and lower field with views of the upstate NY mountains. Also check out our other 1br listing: Table on Ten Earth House

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

Modern Getaway with Mountain Views

Catskills Cabin on 34 acre Estate stunning views

Catskills Mountaintop House w/ HOT TUB and VIEWS!

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

Delightful Cabin with Extras

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

Three Willows | Pond, Sauna & Treehouse Retreat

Modern House with Mountain View @Getawind
Family- and pet-friendly home rentals

Luxury farmhouse at the porch

The Waterfall Casita: A-frame with 30ft Waterfall

Dry Brook Cabin

Andes Cottage

Beautiful Farmhouse & Majestic Waterfall

At Home Base Yellow Cottage

Mountainscape: Peaceful- Skiing & Hiking

Romantic Cozy Cabin with a View of the Wetlands
Family-friendly home rentals with a pool

Luxury Manor Catskill | Pool, Hot Tub & Movie Room

Hike & Sauna! Modern Mountain Escape

Dino's Black Bear Cabin

The Loft at Bearpen Mtn; near Hunter & Windham

Log Cabin in the Country

Hawk View

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse

Catskills Retreat | Heated Pool & Hot Tub
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $328 AUD | $300 AUD | $279 AUD | $265 AUD | $377 AUD | $469 AUD | $496 AUD | $459 AUD | $371 AUD | $354 AUD | $335 AUD | $380 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 City 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
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Rentals with a fire pit Maryland
- Rentals with a washing machine and dryer Maryland
- Rentals with outdoor seating Maryland
- House rentals Maryland
- Rentals with a fireplace Maryland
- Rentals with a patio Maryland
- Family-friendly rentals Otsego County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Howe Caverns
- Windham Mountain
- Glimmerglass State Park
- Plattekill Mountain
- Thacher State Park
- Zoom Flume
- 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





