Family-friendly vacation rentals in Maryland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Maryland

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost
A bright living area is furnished with a green armchair, a light wood coffee table, and a small dining table with chairs. Large windows allow natural light to fill the space, while a bookshelf displays various books and decorative items. A wall clock adds functionality.
Cottage in Stamford
4.88 out of 5 average rating, 125 reviews

Cozy Catskills Cottage

This is my new catskill cottage. We are proud to offer you the perfect place for your retreat with more than 4 acres of maple trees, streams, old stone walls, spring and sitting on a small hill. I put all my effort in creating the best place to spend a weekend or a full season (all four seasons are beautiful and with plenty of things to do in the Catskills). There are two bedrooms, one is actually a loft on the second floor open to the living area. All spaces are generous for this 840 sq ft house. you´ll love the areas including the kitchen and bath. Guest can access all areas. I´m not around sometimes but you can reach me on the Airbnb app msg or by email. Instruction on how to arrive will be sent a few days before. There's always somebody around to help in case needed. Discover the famous Northern Catskill region with its ski resorts, hiking trails, mountain biking, whitewater rafting, and American fly fishing. If food is on the agenda, Conde Nast Traveler called the region "New York's culinary retreat." Want to drop the car? you can get to the property by bus! From NYC: Just take the Trail ways bus to Oneonta NY, and it will drop you a few hundred feet from the house. Same back to the city!. You can get here by bus from Albany, Buffalo, Montreal and many other cities in the region. If you want to use this method of transportation, I can assist with more information.

Superhost
The image showcases a hot tub set against a backdrop of rolling green hills and a clear blue sky. The still water reflects the surrounding landscape, accentuating the tranquil and scenic atmosphere. Lush trees frame the view, enhancing the sense of privacy and natural beauty.
Cabin in Delhi
4.86 out of 5 average rating, 285 reviews

Catskills Barn Apt with MTN views on 34 acres

Before booking * READ * the ENTIRE listing especially the “GUEST ACCESS and HOUSE RULES for all info on the Property and Hot Tub (access is shared). December - March an AWD or 4x4 Vehicle is HIGHLY RECOMMENDED Please read the “Other things to note” section. The Monroe House Barn Apt is tucked away between our Main House and Guest Cabin on our picturesque 34 acre estate. Guests have *shared access* to our Hot Tub with stunning views of the mountains. Absolutely NO PETS or SMOKING

Top guest favourite
A modern studio interior features a comfortable leather sofa paired with two armchairs, inviting relaxation. A wooden coffee table with woven placemats sits in front. Soft lighting illuminates the cozy sleeping area, which is set with a spacious bed and tasteful decor, creating a welcoming atmosphere.
Apartment in Cooperstown
4.94 out of 5 average rating, 301 reviews

Deer Meadow Farm Studio: spacious studio apartment

Deer Meadow Farm Studio is modern, spacious (24'x16') and includes many amenities to make your stay comfortable and relaxing! Including:WiFi • Spectrum/Apple TV • Radiant floor heat • A/C • Private patio w/ gas grill • All linens/towels • Kitchenette (microwave, mini-fridge, Keurig, toaster). PLEASE NOTE: There is NOT a full kitchen. Located near The Baseball Hall of Fame, Brewery Ommegang, Cooperstown Farmers' Market, Glimmerglass Festival as well as the many area shops and restaurants!

Top guest favourite
The yurt is illuminated by warm orange light from the windows, creating a welcoming contrast against the night sky. Tall trees surround the structure, while pathway lights guide the way. The soft glow enhances the tranquil outdoor setting under a starry backdrop.
Yurt in Pattersonville
4.99 out of 5 average rating, 943 reviews

Mariaville Goat Farm Yurt

A charming, 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a country breakfast delivered to your door - and goats! Take a walk in the woods...enjoy the unique landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Top guest favourite
A rustic cabin is set against a backdrop of lush greenery, featuring a spacious wooden deck with a dining table and chairs. Inside, a cozy sleeping area showcases a neatly made bed with soft linens, while the warm wood interior adds to the inviting ambiance.
Cabin in Oneonta
4.99 out of 5 average rating, 174 reviews

Romantic Cozy Cabin with a View of the Wetlands

Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! This cabin was built in the 18th century but has all the modern amenities. It has an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious outside deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 minutes away! Minutes from live music, cafes, and antique shops! Baseball Dreams Park welcome ! (15 min away)

Guest favourite
Cabin in Walton
4.94 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.

Superhost
A cozy sleeping area features a queen-sized bed with light bedding and soft throw blankets. A large picture window provides views of the surrounding greenery. The wood-paneled walls and floor create a warm, natural atmosphere, complemented by a small table and a minimalist chair.
Tiny homes in Worcester
4.87 out of 5 average rating, 119 reviews

Tiny Home Glamping @ Maia's Place

Enjoy a true Tiny Home Glamping experience at Maia's Place! Located only 20 minutes from Cooperstown and baseball fields. Enjoy beautiful views of the mountains all around. This tiny home sits on a private two acres, has an outdoor patio area for lounging, grilling, and star gazing at night. The inside is fully equipped with a convection stovetop, fridge, bathroom, wifi hotspot, and queen-sized bed with a 5x5 east-facing picture window to capture the perfect sunrise!

Guest favourite
A rustic cabin with a green metal roof features a spacious front porch adorned with comfortable seating. Large windows provide ample natural light, and a well-maintained lawn with trees offers a scenic backdrop. The tranquil setting invites relaxation and outdoor enjoyment.
Home in Oneonta
4.92 out of 5 average rating, 109 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. 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!

Top guest favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 249 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

Top guest favourite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 500 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.

Top guest favourite
An open-concept kitchen and dining area is displayed, featuring a large island with seating for four. Sunlight fills the space through multiple windows, illuminating the dining table with chairs. Modern appliances and a light color palette create a bright and welcoming environment.
Home in Milford
4.97 out of 5 average rating, 271 reviews

Creekside: Cozy Cooperstown Retreat

Welcome! Creekside is a ranch style home overlooking a scenic pond. It is a 3 bedroom, 2 bath home with cathedral ceilings and a beautiful open concept feel. If your group would like to spread out, we have an option to add a 4th bedroom and living space with a basement apartment option. Decks on both the front & back of the home let you enjoy all the surrounding nature.

Top guest favourite
Tiny homes in Bloomville
4.98 out of 5 average rating, 242 reviews

Tiny House off Ten

My place is close to family-friendly activities, hiking, biking. You’ll love our Tiny House because of the outdoor space, the ambiance, the comfy bed, peaceful quiet, viewing deck, stars. Close to hiking/biking trails, water falls and covered bridges. https://www.youtube.com/watch?v=l9Fd1j-57Bc

Popular amenities for Maryland family-friendly rentals

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 $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,180 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Maryland vacation rentals include wifi 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!