
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 $157 AUD 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!
KitchenIndoor spacesDecor

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.
FamilyIndoor spacesOutdoor spaces

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.
Indoor spacesKitchenHospitality

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.
KitchenFamilyHospitality

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!
KitchenIndoor spacesCondition

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.
KitchenFamilyCleanliness

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.
KitchenIndoor spacesLong stay

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.
KitchenFamilyLayout

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!
Indoor spacesFamilyBeach

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 spacesFamilyAccess

"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 spacesHot tub

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!!!!!!!!!!!!
KitchenIndoor spacesBiking
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Getaway with Mountain Views
Indoor spacesFamilyBiking

Catskills Cabin on 34 acre Estate stunning views
KitchenFamilyComfort

Modern & Chic Log Home-Spectacular Mountain Views!
KitchenFamilyQuiet

Willow Treehouse - secluded, unique, romantic
KitchenFamilyPets

Delightful Cabin with Extras
KitchenIndoor spacesCheck-in

The A-Frame on Pudding Hill
FamilyKitchenCondition

Scandi A-Frame w/Hot Tub & Sauna
FamilyKitchenTV

Catskills - 7 Acres + Hot Tub + Privacy + Views
FamilyKitchenCheckout
Family- and pet-friendly home rentals

Inez's Studio
FamilyIndoor spacesBarbecue

Luxury farmhouse at the porch
KitchenIndoor spacesOutdoor spaces

The Waterfall Casita: A-frame with 30ft Waterfall
Indoor spacesKitchenQuiet

Andes Cottage
Indoor spacesKitchenAmenities

Mariaville Goat Farm Yurt
FamilyKitchenCleanliness

Beautiful Farmhouse & Majestic Waterfall
KitchenIndoor spacesLocation

Mountainscape: Peaceful- Skiing & Hiking
FamilyIndoor spacesCheckout

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

Hike & Sauna! Modern Mountain Escape
FamilyKitchenNearby

Dino's Black Bear Cabin
FamilyIndoor spacesCheckout

The Mohawk Getaway! Private heated pool
KitchenFamilyWalkability

Country Cottage w/ HOT TUB & Views
KitchenFamilyComfort

Hawk View
FamilyKitchenCheck-in

Catskills Cabin Retreat w/Heated Saltwater Pool
KitchenIndoor spacesQuiet

White Holiday Cozy Chalet Pool/Hot Tub/bubble room
KitchenIndoor spacesBathroom

Trout fishing on the Delaware
Indoor spacesKitchenLocation
When is the best time to visit Maryland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $327 AUD | $298 AUD | $278 AUD | $264 AUD | $375 AUD | $466 AUD | $493 AUD | $456 AUD | $369 AUD | $352 AUD | $334 AUD | $378 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
- 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
- Thacher State Park
- Hunter Mountain Resort
- Zoom Flume
- Colgate University
- Rivers Casino & Resort
- Mine Kill State Park
- Utica Zoo
- Adirondack Animal Land
- The Farmers' Museum
- The Andes Hotel
- Secret Caverns





