
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 $194 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.

Mountainscape: Peaceful- Skiing & Hiking
Our property is nestled in the Catskills mountains, offering mountain views and serene landscapes. You'll be staying in a cabin with 2 beds, Queen & Full, fold out couch, a kitchen, Wi-Fi, fire pit, & charcoal grill. Games to play both inside & outside provided. 4 ski resorts 16-32 min away such as Plattekill, Belleayre, Hunter, Windham Mountains. Nearby: Scenic Railcar rides, Cooperstown Baseball Hall of Fame, Howe Caverns, hiking, kayaking, biking & waterfalls. Restaurants in driving distance.

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

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!

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

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!

Off-Grid Catskills Cabin on 4 Private Acres
Enjoy a little extra for longer stays — discounts apply to bookings over 1 night (excluding holidays). Off-grid tiny cabin on 4 private acres in the Catskills, surrounded by 150+ acres of state land. Sleeps 2 in a cozy loft with a full-size bed. Features a kitchenette, fire pit, propane grill, hammock, and forest views. Solar lighting, WiFi, and a wood stove for cooler nights. A peaceful, unplugged escape for couples or solo travelers looking to reconnect with nature. Pet Friendly.

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.

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.

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. Canoe, row boat, and pedal boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!
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

Tiny glamping cabin with mineral spring hot tub

The A-Frame on Pudding Hill

Country Cottage w/ HOT TUB & Views

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

Modern House with Mountain View @Getawind

Mtn View Lux Dome w/ Heated Plunge Pool
Family- and pet-friendly home rentals

Luxury farmhouse at the porch

Inez's Studio

Dry Brook Cabin

Andes Cottage

Art-filled, Renovated Apartment In Historic Inn

Rustic Forest Secret Spot Cabin w/stream off grid

Catskills Modern Tiny House - Secluded+Private!

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

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Hike & Sauna! Modern Mountain Escape

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind

Dino's Black Bear Cabin

Hawk View

Secluded Woodstock Retreat -Heated Pool and Sauna

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 | $404 NZD | $369 NZD | $344 NZD | $327 NZD | $464 NZD | $577 NZD | $611 NZD | $565 NZD | $457 NZD | $436 NZD | $413 NZD | $468 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
- 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
- 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





