Family-friendly holiday rentals in Maryland

Guest house in East Meredith

A covered patio area features two turquoise chairs and a round table positioned on a wooden deck. A small refrigerator and microwave are visible in the background. A decorative rug adds texture to the space, while a nearby hammock invites relaxation.

4.97 out of 5 average rating, 156 reviews

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 30 steps away (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 to be used w/ your own accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact or need anything.

5 out of 5 average rating, 172 reviews

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.

Flat in Cooperstown

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

4.97 out of 5 average rating, 123 reviews

The cabin features a gabled roof and a welcoming front porch with seating, surrounded by lush green grass. Tall trees frame the property, and an American flag is visible on a nearby pole, indicating a serene and private retreat in nature.

Home in Franklin

Bohemian Cabin with Epic Views

Retreat to this Unique, Private Cabin on 14 private acres. Enjoy the vast mountain views and endless stars from the cozy front porch or the screened private balcony off the master bedroom. Enjoy the meditation chapel and heated guest house. Eat from apple and peach trees. Essentials include pellet stove, washer/dryer, fire pit BBQ and all essential appliances. 13 mins to the Cooperstown Baseball All Star Village. 2 miles to the Historic Village of Franklin. Vibrant Oneonta is 12 mins away.

4.9 out of 5 average rating, 103 reviews

The living room features a gray sofa adorned with decorative pillows and a vibrant 'welcome' cushion. A comfortable armchair sits alongside a round ottoman. Natural light enters through a window dressed with sheer curtains, while a light fixture hangs softly from the ceiling, illuminating the space.

Flat in New Berlin

Town house apartment

Cozy town house apartment located right in the middle of town. Just 10 minutes from the Unadilla Motocross track in New Berlin NY. Approximately 30 minutes from Oneonta NY, Cooperstown NY, The Cooperstown Dream Parks, Hamilton NY, and 20 minutes from Norwich NY. State lands for hunting are also close by. The apartment has a full kitchen, full bathroom, and two bedrooms. One with a queen bed and the other with a twin. Living room sofa also converts into a bed for additional sleeping space

4.94 out of 5 average rating, 116 reviews

The living area features dark wood paneling with a contrast of light-colored walls. A plush couch and an armchair are positioned around a low table. A TV stands on a black console, while a standing lamp illuminates the space. Decorative elements include a plant and wall art.

Flat in Hamden

Stylish, Renovated Private Catskills Apartment

The newly-renovated Hamden Inn dates from the early 1840s. It contains two separate units, providing an ideal retreat for small or large groups. Enjoy activities like hiking and fishing plus the antiques, stores and restaurants in nearby Andes, Delhi and Bovina. The quiet town of Hamden is a relaxing place to unwind and this upstairs apartment is designed for long term stays. The inn is just a ten-minute drive from conveniences including a pharmacy, grocery store and a weekly farmer's market.

4.88 out of 5 average rating, 333 reviews

The cottage is set against a backdrop of rolling hills, with a serene pond reflecting the landscape. Lush green lawn is bordered by trees showing autumn hues. A wrap-around porch offers an inviting space to enjoy the surrounding natural beauty.

Cabin in Middleburgh

Thyme Cottage-Winter Getaway

Our cottage is located in an idyllic mountain setting surrounded by spectacular & breathtaking views. The 7 acre property boasts a serene pond stocked with koi, carp & gold fish that can be viewed from the wrap-around porch. It is conveniently located within close proximity to numerous options for dining and activities such as boating, fishing, hiking, & antiquing at local shops and flea markets. Thyme Cottage is perfect for couples, solo adventurers or anyone looking for tranquility.

4.97 out of 5 average rating, 105 reviews

The spacious living area is characterized by natural wooden walls and high ceilings, featuring large windows that provide expansive views of the surrounding mountains. Comfortable seating options, including a rocking chair, enhance the inviting atmosphere, while a collection of books adds a cozy touch.

Cabin in Bloomville

Stunning 2 bedroom log home with amazing views

Relax at this peaceful place, recharge in the Catskills. Ideal place to visit ski locations; discover mount Utsanthaya, kayak in lakes and creeks or discover villages like Hobart, Delhi, Andes, Bovina or Stamford. Work from “home”, because the WiFi is fast or listen to the brook and the birds. Visit the baseball Hall of Fame in Cooperstown, only 45 minutes away. Hike the trails and improve your health and much more! It’s “balm for the soul”. If you like fast there is also a racetrack!!

4.93 out of 5 average rating, 307 reviews

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.

Flat in Cooperstown

Deer Meadow Farm Studio: spacious studio apartment

Deer Meadow Farm Studio is a modern, open concept Studio apt (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, Glimmerglass Festival as well as the many area shops and restaurants!

4.99 out of 5 average rating, 117 reviews

The kitchen features modern cabinetry in white, complemented by a contrasting dark island with three wooden stools. Bright pendant lighting illuminates the space, and a window adorned with checked curtains provides natural light. Stainless steel appliances are neatly integrated throughout.

Home in Cooperstown

Welcome To Turner Ranch

Entire home on 20 acres of land in Cooperstown, NY. 3 bedrooms all with queen size beds. 4 minute drive to the National Baseball Hall of Fame and a 10 minute drive to the local breweries. 3 miles to Otsego lake for boating kayaking and swimming with lifeguards on duty. Clark sports center for any fitness needs. Dreams park is only 10 miles away! Winter months: snowshoes provided with stay! pet friendly and all new baby equipment if needed.

4.77 out of 5 average rating, 145 reviews

A porch area is visible, featuring a pair of chairs and seasonal flower decorations in pots. The entrance is adorned with potted plants, while the façade of the building displays wooden siding and multiple windows. A yard with greenery is seen in the background.

Flat in Cooperstown

One Bedroom Apt Near Dreams Park and Hall of Fame.

The apartment has one bedroom with queen bed, a bathroom, living room/ kitchen, a cott, and WiFi. We're located on 2 rivers, in a beautiful scenic valley near Cooperstown, 5 miles from Dreamspark, and one minute to the Cooperstown Train, which offers various themed rides as well as hand carts. We're 3 miles from famous Ommegang, and 2 other breweries! 20 miles south is Hanford Mills, an authentic 19th century water powered factory!

4.99 out of 5 average rating, 160 reviews

An aerial view showcases the Over Water Bungalow with a green metal roof, surrounded by serene waters and lush greenery. The cabin features a wrap-around deck, enhancing access to nature, while the peaceful setting invites relaxation.

Cabin in Otego

Catskills Over Water Bungalow on Lake Albanese!

Catskills Cabin Rentals has designed and built one of the most unique places in the Catskills. Located on Lake Albanese is New York's first Over Water Bungalow featuring 2 bedrooms 1.5 bathrooms. The living room has a wood burning fireplace made with handcrafted stone. In front of the fireplace the home has a glass floor to see fish, turtles, frogs, and more! The home is located on 200 acres with only 4 other log cabins.

5 out of 5 average rating, 520 reviews

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.

Popular amenities for Maryland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 142 reviews

The exterior of the home is showcased, featuring a prominent front porch with decorative railings. Lush green lawns surround the house, and trees line the background. The structure has a steep roof with dormer windows and a central door framed by elegant sidelights.

Home in Roxbury

Modern Getaway with Mountain Views

4.87 out of 5 average rating, 301 reviews

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

Catskills Barn Apt with MTN views on 34 acres

4.87 out of 5 average rating, 297 reviews

An outdoor seating area is presented alongside a hot tub and a fire pit. The seating features a sectional sofa with light-colored cushions. Dividing panels with a leaf design create a sense of privacy, while surrounding trees provide a natural backdrop.

Cabin in Prattsville

Little Red Cabin Near Windham & Hunter w/ Hot Tub

4.88 out of 5 average rating, 317 reviews

A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.

Cabin in Downsville

Tiny glamping cabin with mineral spring hot tub

4.99 out of 5 average rating, 259 reviews

A back deck overlooks the scenic Catskill Mountain range, featuring a recessed hot tub and a fire pit. Soft lighting from string lights enhances the outdoor space, inviting relaxation while taking in gentle mountain views at sunset.

Chalet in Fleischmanns

Crows Nest Mtn. Chalet

4.95 out of 5 average rating, 219 reviews

Cabin in Lanesville

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

4.86 out of 5 average rating, 111 reviews

An aerial view of a modern A-frame cabin surrounded by forest features a spacious wooden deck with an umbrella and lounge chairs. Soft lighting creates a welcoming ambiance, while large windows offer glimpses of the inviting interior.

Cabin in Stamford

Catskill Forest A-Frame: Hot Tub, Sauna, Stars!

4.97 out of 5 average rating, 368 reviews

An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.

Cabin in Big Indian

Romantic Cabin with Sauna & Wood Fired Hot Tub

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 178 reviews

A dark green cabin surrounded by tall trees and a grassy meadow is featured. The open front deck includes seating and a large dining table, with a fire pit and chairs arranged on gravel. A rainbow can be seen in the distant sky.

Cabin in Margaretville

Private Cabin w/Sauna, Firepit & Stars

5 out of 5 average rating, 239 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

4.83 out of 5 average rating, 151 reviews

The exterior of the cabin is shown, displaying a combination of natural wood logs and grey stone. Surrounding trees exhibit vibrant fall foliage in shades of orange and yellow, under a bright blue sky dotted with clouds. Multiple windows are visible, contributing to a rustic charm.

Cabin in Worcester

Large Hidden Cabin - "Ophelia's Cabin" - sleeps 6

4.82 out of 5 average rating, 253 reviews

Cabin in Lanesville

Bear & Louis Cabin - Walk to Hunter Mtn

4.94 out of 5 average rating, 197 reviews

A modern kitchen features white cabinetry and stainless steel appliances. A gas stove is positioned next to a sleek range hood. Light from windows illuminates the space, complemented by wood-look flooring and a dining table with white chairs in the adjacent area.

Home in Sharon Springs

South Street 13459

4.9 out of 5 average rating, 388 reviews

A cozy living area features a wood-burning stove against a blackened metallic wall, with logs placed nearby. A yellow armchair and a dark wood table create a comfortable seating arrangement, while natural light streams in from two windows, enhancing the warm wooden interior.

Cabin in Bovina Center

Brushland's Owl Nest

4.89 out of 5 average rating, 123 reviews

A modern wooden house is presented with large windows and a spacious deck, overlooking a green valley. The exterior features a stone chimney and a stairway leading to the entrance. Lush grass surrounds the home, contributing to a serene, natural landscape.

Home in Andes

Andes Valley View

4.95 out of 5 average rating, 430 reviews

A two-story blue house is set back from a country road, framed by greenery. A spacious deck is adorned with two bright chairs, while a shaded area features a light-colored gazebo. The well-maintained lawn offers an open space for relaxation.

Home in Cooperstown

Cooperstown Hall of Fame, Dreams Park Baseball

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 154 reviews

A modern cabin stands against a backdrop of lush greenery and mountains. Large windows invite natural light, while a deck with seating is visible in the foreground. Surrounding landscaping includes trees and shrubs, creating a serene and private outdoor space.

Cabin in Arkville

Ski & Sauna! Modern Mountain Escape

4.96 out of 5 average rating, 118 reviews

A bright and airy room features large windows inviting natural light and offering views of the surrounding nature. A cozy sofa with red accents faces a wooden table adorned with a plant. A dresser and closet are positioned against the wall, enhancing the room's functionality.

Cottage in Big Indian

Full Moon Resort-MSC HikingTrails-Belleayre

4.89 out of 5 average rating, 170 reviews

A gravel pathway leads towards a rustic wooden cabin, framed by evergreen trees. Natural stone formations and a grassy area provide a welcoming approach to the home, which features a deck overlooking the surroundings, inviting a sense of connection to nature.

Cabin in Jefferson

Dino's Black Bear Cabin

5 out of 5 average rating, 124 reviews

The welcoming interior showcases a spacious layout with knotty pine walls and ceilings. A cozy seating area features assorted patterned cushions, while a rustic kitchen island with bar stools creates an inviting space for dining and gathering.

Loft in Prattsville

The Loft at Bearpen Mtn; near Hunter & Windham

4.9 out of 5 average rating, 132 reviews

The exterior view showcases two townhouse units set against a backdrop of rolling hills and clear blue skies. A sprawling lawn, dotted with trees, provides open green space. Features include a stone pathway leading to the units and a fire pit area visible in the distance.

Townhouse in Windham

Windham Mountain Village 2 bedroom townhouse

4.93 out of 5 average rating, 161 reviews

A wooden deck is furnished with comfortable seating and a coffee table, providing a serene view of rolling mountains and a tranquil pond. The sky is filled with fluffy clouds, reflecting warm hues as the sun sets, enhancing the natural beauty of the landscape.

Cottage in Denver

Country Cottage w/ HOT TUB & Views

4.98 out of 5 average rating, 133 reviews

A spacious deck features two comfortable chairs and a round table at its center, offering a clear view of the expansive Catskill Mountain landscape. Lush greenery and rolling hills stretch into the distance under a bright blue sky.

Home in Stamford

Hawk View