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 $227 NZD 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, Wi-Fi 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.

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Top Guest favourite
Cabin in Jefferson

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.

Indoor spacesFamilyPool

4.98 out of 5 average rating, 216 reviews
Top Guest favourite
The farmhouse features a two-story wooden exterior, accented by vibrant autumn foliage. A decorative entrance with a porch is flanked by shrubs, and an American flag is displayed prominently. Expansive windows offer views of the surrounding landscape, enhancing the home's connection to nature.
Farm stay in Stamford

1820's Farmhouse 182 acres/Private Swimming Pond

Oak Hill Farm c1824, this farmhouse has been fully renovated with a modern take on upstate luxury. Situated on 183 acres of its own land, the house has views across the valley, spring fed swimming pond and a private mountain top. Enjoy morning strolls through our open hay fields, cookout on the covered deck with a wood burning smoker, gas grill, fire pit. Mowed trails through the hay fields, large pathways that are for hiking, foraging, wild life sighting. Air conditioning throughout the house.

Indoor spacesFamilyView

4.98 out of 5 average rating, 113 reviews
Top Guest favourite
A view from a private porch showcases a spacious green yard surrounded by trees. A storage shed is visible in the background, with a basketball hoop nearby. The intricate white railing features a nature-inspired design that complements the serene outdoor surroundings.
Home in Schenevus

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

Indoor spacesKitchenAccess

4.94 out of 5 average rating, 107 reviews
Top Guest favourite
A spacious bed adorned with white linens sits against a wall featuring a decorative tree of life design. Soft lighting is provided by wall sconces on either side. A decorative pillow adds a touch of comfort, with a bedside table displaying a clock and additional items.
Apartment in Cooperstown

The Carriage House at Arran Fell Farm

A slice of heaven nestled on a mountain top15 min from Cooperstown, 25 minutes to Dreams Park, and 40 minutes to All star village. Immaculate, quiet, peaceful rescue farm. Come and unwind and sleep in one of the hammocks or take a walk down a woodland trail. Lots of activities for kids. Try some fishing, water slide or water trampoline. Take out paddleboats or kayaks and look for the Koi fish. Interact and give treats to rescue animals including EMUS! This rental is one of a kind experience.

Indoor spacesFamilyLong stay

5.0 out of 5 average rating, 187 reviews
Guest favourite
Home in Canajoharie

Caboose w/ Mtn Views, Farm Animals + Sauna

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!

FamilyKitchenHeating

4.86 out of 5 average rating, 199 reviews
Guest favourite
A charming farmhouse exterior features a welcoming front porch with ample seating and hanging flower baskets. A sign indicating availability stands in the foreground, while the well-maintained lawn and landscaping enhance the inviting atmosphere of the property.
Home in Cooperstown

Breweries! Best Location!

Cross the road to Northway Brewery or stroll to Brewery Ommegang. Just a short drive to the village! Clean & inviting 1850's renovated farmhouse w/well appointed kitchen, living & dining rooms, 6 bedrooms & 6 bathrooms. Cable TV in all bedrooms & large screen in the living room, wifi throughout the house, gas fireplace in the living room, outdoor fireplace & a big front porch. There is a base price for up to 6 guests & then a $25 per guest per night fee for each additional guest up to the 14.

FamilyKitchenAmenities

4.92 out of 5 average rating, 132 reviews
Top Guest favourite
A scenic view of Cooper Creek's property is captured, featuring a rainbow arching over green fields and trees. Various buildings, including the main house, are visible in the background against a backdrop of soft blue skies and hints of clouds.
Home in West Oneonta

Cooper Creek

Cooper Creek is a valuable piece of central New York history that was built in the late 1700s. This homestead once included an outhouse, a spring house, a Cooper shed, and a proud hand hewn timber barn. Robby and Eileen Robbins purchased the property in 1984-finding it in desperate need of plumbing, electricity, as well as emergent repairs in order to preserve as much history as possible. The 18th century beams,& the wooden pegs used instead of nails helps it maintain its unique identity.

Indoor spacesFamilyView

4.98 out of 5 average rating, 196 reviews
Top Guest favourite
Cabin in Walton

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.

FamilyKitchenCleanliness

4.95 out of 5 average rating, 269 reviews
Top Guest favourite
A cozy bedroom features a spacious bed layered with a light-colored blanket. Natural light filters through large windows adorned with light curtains, illuminating the room. A stylish rug adds texture to the hardwood floor, while modern pendant lights hang from the ceiling.
Home in Worcester

Tranquil Countryside Escape

Relax with the whole family at this peaceful house in the countryside of New York. A newly renovated 3 bedroom with an expansive yard gives you plenty of space to have fun both inside and outside. Nestled between the mountains the surrounding towns allow for plenty of outdoor activities for all to enjoy. We are also only a 30 minute drive to Cooperstown and the famous baseball hall of fame. Come experience the serentiy and opportunities that this house/location have to offer!

FamilyKitchenComfort

4.91 out of 5 average rating, 108 reviews
Guest favourite
A geodesic dome is situated amidst expansive green pastures, surrounded by rolling hills and trees. The outdoor dining area with lounge chairs and a firepit can be seen adjacent to the dome, offering a scenic view of the countryside.
Dome in Cobleskill

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.

Indoor spacesFamilyView

4.94 out of 5 average rating, 150 reviews
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

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

KitchenIndoor spacesHeating

4.9 out of 5 average rating, 124 reviews
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

"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.

KitchenFamilyBathroom

5.0 out of 5 average rating, 544 reviews

Popular amenities for Maryland family-friendly rentals

Family-friendly home rentals with a hot tub

When is the best time to visit Maryland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$400 NZD$365 NZD$340 NZD$428 NZD$552 NZD$573 NZD$604 NZD$559 NZD$452 NZD$431 NZD$409 NZD$463 NZD
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