
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 $195 NZD per night before taxes and fees

Verified guest reviews
Over 1,220 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

4.9 Average rating
Maryland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Maryland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Succurro : Tent with a View - Order
A perfect getaway for friends, couples or small families! This listing is for one of 4 raised platform tents, located at the top of a hill, with a beautiful view. The tent has 1 full bed and 1 twin bed, a set of shelves and drawers for storage, and front porch to relax on. There is a fire pit, outhouses, outdoor showers (cold only!), trails in the woods to roam, and stream to wade in. Bring your groceries - there is a fully equipped outdoor kitchen with grills, fridges, and all the necessities!

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.

The Lily Pad
The Lily Pad is a comfy one room king bed cottage with a porch overlooking the pond. A private full bath is close but not attached (attached to our home for plumbing purposes, but you have a private entry). The paved path is well lit. The cottage is insulated, heated,air conditioned, has electricity,Wi-Fi, and a smart tv used with your accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact/need anything.

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

Beautiful Farmhouse & Majestic Waterfall
The Sparrow House is a beautiful farmhouse with a private trail to a majestic 120' waterfall. With vintage wallpapers, eclectic antiques, a cozy fireplace, an outdoor cedar sauna, a large fenced in yard surrounded by honeysuckle vines and a spectacular mountain view, the house is a perfect getaway spot in unspoiled nature and still-wild forests of the Catskills. The waterfall is a truly magical place and considered a sacred site. The house is not appropriate for loud groups or parties. 🙏🦋🙌

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!

Birdhouse: A Starry Escape in the Catskills
The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

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.

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.

Valley View Cabin- On Operating Dairy Farm
This lovely, private cabin has one of the most picturesque views of the Catskill Mountains you'll find. Best of all, the on-farm experience sets this stay apart from any other vacation you could have. Come see the farm, milk a cow or help feed a calf. The Catskill Scenic Trail, known for its walking, running, biking & horseback riding, is within walking distance. The Catskills have become a popular destination, with it's booming food scene and views.

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

"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.
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

Modern & Chic Log Home-Spectacular Mountain Views!

Willow Treehouse - secluded, unique, romantic

The A-Frame on Pudding Hill

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

Catskills Cabin: Heated Pool, Hot Tub, Fire-Pit

Three Willows | Pond, Sauna & Treehouse Retreat
Family- and pet-friendly home rentals

Luxury farmhouse at the porch

Inez's Studio

The Waterfall Casita: A-frame with 30ft Waterfall

Andes Cottage

Art-filled, Renovated Apartment In Historic Inn

Mountainscape: Peaceful- Skiing & Hiking

Andes Valley View

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

Windham Condo

Shula | Farmhouse | Pool, Hot tub, Fire pit

Hike & Sauna! Modern Mountain Escape

Dino's Black Bear Cabin

Country Cottage w/ HOT TUB & Views

Hawk View

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

Trout fishing on the Delaware
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $406 NZD | $370 NZD | $346 NZD | $328 NZD | $466 NZD | $579 NZD | $613 NZD | $567 NZD | $459 NZD | $438 NZD | $415 NZD | $470 NZD |
| 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
- Mississauga Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Portland Holiday rentals
- Rentals with a fire pit Maryland
- Rentals with a washing machine and dryer Maryland
- Rentals with outdoor seating Maryland
- Rentals with a fireplace Maryland
- House rentals 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
- Windham Mountain
- Glimmerglass State Park
- Howe Caverns
- Plattekill Mountain
- Zoom Flume
- Thacher State Park
- Hunter Mountain Resort
- Colgate University
- Rivers Casino & Resort
- Mine Kill State Park
- Utica Zoo
- The Farmers' Museum
- Adirondack Animal Land
- The Andes Hotel
- Secret Caverns





