Family-friendly vacation rentals in Maryland

Find and book unique family-friendly homes on Airbnb

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 G$27,178 GYD 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 vacation rentals include wi-fi 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!

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 favorite
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.

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 216 reviews
Top guest favorite
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.

KitchenFamilyAmenities

4.98 out of 5 average rating, 113 reviews
Top guest favorite
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

FamilyIndoor spacesSleep quality

4.94 out of 5 average rating, 108 reviews
Guest favorite
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!

FamilyKitchenView

4.86 out of 5 average rating, 199 reviews
Top guest favorite
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.

KitchenFamilyTV

5.0 out of 5 average rating, 187 reviews
Top guest favorite
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.

KitchenFamilyGetting around

4.95 out of 5 average rating, 269 reviews
Top guest favorite
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!

KitchenIndoor spacesComfort

4.91 out of 5 average rating, 108 reviews
Guest favorite
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 spacesKitchenQuiet

4.94 out of 5 average rating, 151 reviews
Top guest favorite
A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.
Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

FamilyIndoor spacesComfort

4.98 out of 5 average rating, 474 reviews
Guest favorite
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 spacesHiking

4.9 out of 5 average rating, 124 reviews
Top guest favorite
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

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 spacesFamilyCheckout

4.99 out of 5 average rating, 348 reviews
Top guest favorite
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.

Indoor spacesFamilyRiver

5.0 out of 5 average rating, 545 reviews

Popular amenities for Maryland family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A firepit surrounded by five wooden chairs is positioned on a gravel area, offering expansive views of the rolling hills at sunset. String lights above enhance the ambiance as the sky transitions into warm hues of orange and purple.
Home in Jefferson

Catskills Mountaintop House w/ HOT TUB and VIEWS!

FamilyKitchenAccuracy

5.0 out of 5 average rating, 147 reviews
Guest favorite
A private hot tub is set against a backdrop of lush greenery and rustic wooden panels. Soft lighting illuminates the area, creating a calming environment. A wooden bench is positioned nearby, further enhancing the serene setting.
Farm stay in Harpersfield

Waterfront Catskills | Hot Tub, Sauna & Treehouse

FamilyKitchenBathroom

4.94 out of 5 average rating, 139 reviews
Guest favorite
Cabin in Franklin

The Roost | Catskill Retreat - 7 Acres + Hot Tub

FamilyIndoor spacesOutdoor spaces

4.97 out of 5 average rating, 164 reviews
Guest favorite
An open-concept living space showcases a modern kitchen with granite countertops and stainless steel appliances. A dining area features white chairs around a wooden table, while a cozy sofa is positioned in the living area, complemented by wooden accents and natural light.
Cabin in Laurens

Lake Albanese Lakefront Log Cabin HotTub Boats

FamilyIndoor spacesComfort

4.94 out of 5 average rating, 200 reviews
Top guest favorite
Aerial view captures the chalet nestled amongst lush greenery, with a large lake reflecting the surrounding mountains. The expansive property showcases dense trees leading to the water's edge, providing a serene atmosphere in a secluded natural setting.
Home in South Kortright

Lakefront chalet w. hot tub, game room, & kayaks

FamilyKitchenBeach

4.99 out of 5 average rating, 109 reviews
Top guest favorite
A serene view of the cabin set amidst lush greenery, with a calm stream flowing nearby. The deck is visible, and seating areas are arranged on the manicured lawn. Surrounding trees offer a sense of seclusion, enhancing the natural ambiance of the location.
Cabin in Hardenburgh

Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 181 reviews
Guest favorite
An aerial view showcases a modern dome structure on a spacious property, illuminated against the night. Surrounding pathways are lined with lights, enhancing the serene outdoor setting. Nearby, a tent with soft lighting hints at an inviting gathering space.
Dome in Hobart

Mtn View Lux Dome w/ Heated Plunge Pool

KitchenFamilyWifi

4.92 out of 5 average rating, 250 reviews
Top guest favorite
Home in Prattsville

Catskills Retreat - Game Room, Hot Tub, EV charger

KitchenIndoor spacesBathroom

4.97 out of 5 average rating, 107 reviews

When is the best time to visit Maryland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,874 GYDG$43,693 GYDG$40,766 GYDG$51,219 GYDG$66,063 GYDG$68,571 GYDG$72,334 GYDG$66,899 GYDG$54,146 GYDG$51,637 GYDG$48,920 GYDG$55,401 GYD
Avg. temp-4°C-3°C2°C9°C15°C20°C23°C22°C18°C11°C5°C-1°C