House holiday rentals in Maryland

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Top-rated house rentals in Maryland

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Top Guest favourite
Four rustic wooden Adirondack chairs are arranged around a stone fire pit in a grassy area beside Oaks Creek. The lush greenery contrasts with the flowing water and dense trees in the background, providing a peaceful outdoor setting for relaxation.
Home in Fly Creek
4.97 out of 5 average rating, 253 reviews

*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6

*RENT FROM A LOCAL!* Welcome to Oaks Creek Cottage in Fly Creek!!! This adorable 3 bed 2 bath house is RIGHT on Oaks Creek! Go 1 mile down the road to the Fly Creek General Store and grab a fishing pole! Also included is a fire pit, outdoor charcoal grill, outdoor games like corn hole, Jenga, Connect 4 and ring toss. This place is made for the outdoors! 4.5 miles to the Baseball Hall of Fame 7.3 miles to Cooperstown Dreams Park 24 miles to All Star Village 12 miles to Glimmerglass Opera House

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, 182 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
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
4.85 out of 5 average rating, 166 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, 136 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, 131 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 exterior of a charming wooden home features a covered front porch with railings and benches, surrounded by well-maintained landscaping. The property is set against a backdrop of trees and rolling hills, with a sign indicating 'Catskill' prominently displayed near the driveway.
Home in Bloomville
4.98 out of 5 average rating, 268 reviews

Private Home/Cabin, Mtn Views, Skiing, Pond, River

Nestled near the Delaware River, our Catskill hideaway offers picturesque Mountain Views. Conveniently situated in the heart of the Catskills, it's a short drive to many destinations. Cozy enough for one, spacious enough for five, it is a destination location that will have you experiencing the true serenity & tranquility of the Catskill Mtn's. Watch the sun rise and set from the porch, enjoy starry nights, sit around the campfire, a place where timeless memories are made.

Top Guest favourite
A welcoming entrance is featured with a set of steps leading to a covered porch. A rail surrounds the porch, while hanging plants add a touch of greenery. Paved pathways and a level concrete area are visible, providing accessibility and a minimalist outdoor space.
Home in Milford
4.99 out of 5 average rating, 136 reviews

At Home Base - Guest House

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.

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, 114 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 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
4.96 out of 5 average rating, 427 reviews

Cooperstown Hall of Fame, Dreams Park Baseball

***** From August 17, 2025 to May 31, 2026- Please be sure to add the number of guests staying at the property to get the appropriate pricing. There is an additional fee after 2 guests. *****There is an additional fee for pets. It is a $150 fee per pet per stay. ***** From May 31 to August 29, 2026 Please put in only ONE guest to get the summer pricing. it is a SIX day minimum/maximum stay. Check out time is 9 am in the summer.

Superhost
A modern, comfortable sofa with a gray fabric upholstery is positioned near a wood-burning stove. Light streams through large windows, providing views of the surrounding greenery. A throw blanket and a stack of books sit on the floor, enhancing the cozy atmosphere.
Home in South Kortright
4.89 out of 5 average rating, 534 reviews

Inez's Studio

A former Catskills painting studio re-imagined as a quiet mountainside retreat on 23 acres. 16ft ceilings and walls of windows let in amazing light, uninterrupted nature, and solitude. Open floor plan with the main bedroom downstairs and a loft bed upstairs. Step out the back door and into a private backyard and lower field with views of the upstate NY mountains. Also check out our other 1br listing: Table on Ten Earth House

Superhost
An open living space is highlighted by a round dining table surrounded by dark chairs and a ceiling fan above. A cozy seating area with a couch and colorful accents is visible through large bay windows, inviting natural light and nature views.
Home in Oneonta
4.88 out of 5 average rating, 107 reviews

Charming Stay Near Downtown & All Star Village

Welcome to Oneonta, City of the Hills! This home is located right off Main Street, an 8 minute drive to Cooperstown All Star Village, and 25 minutes to Cooperstown Dreams Park. Surrounded by nature and delicious places to eat, you will enjoy your stay in this beautiful 3 bedroom home. Tastefully renovated and furnished, feels like home! High-speed internet, and a balcony. Keep in mind there is a flight of stairs.

Popular amenities for Maryland house rentals

Quick stats about house rentals in Maryland

  • Total holiday rentals

    Explore 30 holiday rentals in Maryland

  • Nightly prices starting at

    Maryland holiday rentals start at $104 NZD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Maryland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Maryland rentals

  • 4.7 Average rating

    Maryland stays receive an average rating of 4.7 out of 5 from guests

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