House holiday rentals in Maryland

Find and book unique houses on Airbnb

Top-rated house rentals in Maryland

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Top guest favourite
A modern living area is highlighted by 20-foot vaulted ceilings and a wall of large picture windows framing lush mountain views. The space features a comfortable sectional sofa, a wooden coffee table, and a television on a media console. A cozy gas fireplace enhances the inviting atmosphere.
Home in Roxbury
5 out of 5 average rating, 177 reviews

Private Mt view escape- 3BR w/firepit near skiing!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Guest favourite
A serene waterfall cascades over moss-covered rock shelves, creating a tranquil pool at the base. The surrounding area is framed by dark, textured stones and lush green foliage, contributing to a peaceful, natural environment.
Home in Middleburgh
4.9 out of 5 average rating, 156 reviews

Lovely Farm Cottage & Majestic Waterfall

The Sparrow House is a beautiful farmhouse with a private trail to a majestic 120' waterfall. With vintage wallpapers, eclectic antiques, a cozy fireplace, an outdoor cedar sauna, a large fenced in yard surrounded by honeysuckle vines and a spectacular mountain view, the house is a perfect getaway spot in unspoiled nature and still-wild forests of the Catskills. The waterfall is a truly magical place and considered a sacred site. The house is not appropriate for loud groups or parties. 🙏🦋🙌

Guest favourite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.95 out of 5 average rating, 186 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Guest favourite
An aerial view captures the vibrant blue caboose beside a rustic train station, both situated on a sprawling farmland framed by wooden fencing. Lush green fields extend towards the horizon under a clear blue sky, inviting exploration and relaxation.
Home in Canajoharie
4.84 out of 5 average rating, 161 reviews

Caboose w/ Mtn Views, Farm Animals + Fire Pit!

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!) - INCREDIBLE Mountain Views! - Electric Fire Place - Fire Pit! - Secluded Oasis w/ Convenient Access to Local Restaurants + Attractions!

Top guest favourite
A shaded outdoor dining area is surrounded by lush greenery, featuring a circular table with wrought iron chairs on a stone patio. In the background, a charming red house is visible, framed by trees and the distant mountains.
Home in Davenport
4.96 out of 5 average rating, 120 reviews

Cooperstown Vicinity Country Home near Motorsports

Charming open concept house nestled in the Catskill mountains 20 min E. of Oneonta. Exquisite Views! (**Adjacent to motorcycle racetrack. It's not visible, but noisy in daytime 9am-5pm 4-5 days/wk.) Enjoy a morning read in our comfy sofas and armchairs or get cozy by the gas fireplace at night. Explore our 20-acre property or relax out on the wide, sunny lawn. Outdoor table and chairs by the firepit are perfect for an evening meal overlooking the beautiful, ancient Catskill Mountains.

Top guest favourite
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
5 out of 5 average rating, 132 reviews

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!

Top guest favourite
A serene spa area is illuminated by soft evening light, showcasing a saltwater hot tub surrounded by stone walls. Glass doors provide a view of the starry sky, while the surrounding snow adds a tranquil winter ambiance.
Home in Roxbury
4.99 out of 5 average rating, 126 reviews

Catskills, secluded, a renovated 1840s Barn w/SPA

Welcome to PostBeamLove. An idyllic private secluded 4-season dream 10-acre getaway. Stay and indulge in complete comfort in a fully converted 1840s Dairy Barn with indoor saltwater hot tub & sauna with mountain views, overlooking the northwestern Catskills in the heart of Roxbury. The property features a spring-fed pond, gazebo, stream, & a neighboring farm. A 10-min drive to Plattekill Mtn, one of the best-kept secrets for avid skiers. Or go hiking, have a picnic, even golf.

Top guest favourite
The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.
Home in Roxbury
4.97 out of 5 average rating, 142 reviews

Mountain and tree view cabin on 12 private acres

A great escape awaits you on 12 acres of private land. If you prefer a relaxing vacation or if you want to get involved in local activities (hiking, biking, swimming, skiing, snowshoeing, sledding), this is your place. Enjoy 360 degree views of the Catskill Mountains from almost anywhere on the property. Sip your morning coffee while watching the sunrise on the large deck. Play in the large private yard. Clear evenings are the best for sunsets, a fire pit and star gazing.

Top guest favourite
The exterior of the cottage is set against a backdrop of trees, featuring a welcoming porch with white railings. A basketball hoop is visible on a nearby post, and a gentle slope of lush green grass leads up to the home, illuminated by soft sunset tones.
Home in Milford
5 out of 5 average rating, 147 reviews

At Home Base North

Enjoy the Cooperstown experience while having all the comforts of home. The Baseball Hall of Fame (6 miles), Brewery Ommegang (5.4 miles), and The Cooperstown Dreams Park (0.5 miles) are all conveniently located. Scenic views from the large-covered deck of the rolling hills set on 20 acres. Check out all of the amenities including high speed internet, central air, and a BBQ grill. View our other “Home Base” listings here on Airbnb, all in the vicinity of one another.

Top guest favourite
A cedar hot tub is situated on a wooden deck surrounded by lush greenery. Scenic mountain views are visible in the background, with mist rising gently above the valley. Potted plants with lavender add subtle color to the tranquil outdoor setting.
Home in Roxbury
4.99 out of 5 average rating, 246 reviews

Charming Cottage on 12 Secluded Acres + Hot Tub

This Catskill cottage is situated on 12 secluded acres with stunning mountain and valley views. The main house features three well-appointed floors with two bedrooms downstairs, a primary bedroom with ensuite on the top floor and a wood burning stove on the main floor. The property also features a separate studio with a large stone patio, fire pit, cedar hot tub, pond, and scenic forest trail beyond. Close to skiing, hiking and golfing!

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, 111 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
A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.
Home in Big Indian
4.99 out of 5 average rating, 137 reviews

Gingerbread House- a 1950s Catskills Chalet

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Popular amenities for house rentals in Maryland

Quick stats about house rentals in Maryland

  • Total holiday rentals

    Explore 20 holiday rentals in Maryland

  • Nightly prices starting at

    Maryland holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Maryland holiday 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!

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