Holiday rentals in Maryland

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Top-rated holiday rentals in Maryland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy cabin features a rustic exterior with warm wooden tones, complemented by white window frames. A small porch is visible at the entrance, accessed by a set of steps, surrounded by lush greenery, creating a serene atmosphere.
Cabin in Shandaken
4.94 out of 5 average rating, 112 reviews

Catskill Cozy Cabin

Come to get away from it all. Enjoy this cozy Adorondack sided one bedroom cabin. situated on 42 acres of land surrounded by State land. Plenty of old logging trails to hike. You can enjoy your morning coffee on the porch with the sound of the Esopus creek as company. 5min ride to Belleayre, 25min to Windham, 30min to Hunter for year round events and winter skiing. Short ride to Phonecia or Margaretville for town activities. Outdoor fire pit available for guests. STR license # 2024-STR-019

Top guest favourite
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
5 out of 5 average rating, 241 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Top guest favourite
A rustic cabin is set against a backdrop of lush greenery, featuring a spacious wooden deck with a dining table and chairs. Inside, a cozy sleeping area showcases a neatly made bed with soft linens, while the warm wood interior adds to the inviting ambiance.
Cabin in Oneonta
4.99 out of 5 average rating, 189 reviews

Romantic Cozy Cabin with a View of the Wetlands

Summer baseball renters please note: availability is Dreams Park tournament schedule ONLY -- not All Star! Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! Built in the 18th century, it now boasts an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 mins away! Minutes from live music, cafes, and antique shops!

Top guest favourite
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
4.97 out of 5 average rating, 105 reviews

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!!

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.

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
4.9 out of 5 average rating, 115 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!

Guest favourite
The exterior of a spacious cabin is displayed, featuring a dark green facade with large windows and a porch adorned with planters. A gravel driveway leads to a two-car garage, surrounded by lush greenery and tall trees in a serene setting.
Home in East Meredith
4.98 out of 5 average rating, 135 reviews

Catskills Luxury Cabin

A breathtakingly pristine luxury cabin on 14 private acres, tucked away in an oasis of trees, this is the perfect getaway for barbecues on the back deck, hikes, fishing, enjoying bottles of wine by the fire, and allowing the quiet nature noise to lull you to sleep. Area attractions include: Farmer's Markets, Brushland Eating House, Wayside Cider, New York Safety Track, Antiquing, Hiking, Lakes, Ski Resorts...

Top guest favourite
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
4.99 out of 5 average rating, 288 reviews

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

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
5 out of 5 average rating, 520 reviews

"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.

Top guest favourite
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.98 out of 5 average rating, 310 reviews

The A-Frame at Harvest Moon Acres

Welcome to a magical mountain A-Frame cabin pet friendly retreat in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Nestled on 6 private acres, this unique A-frame cabin offers a tranquil escape with stunning mountain views. The sleek and clean aesthetic of the cabin creates a comfortable and inviting atmosphere for couples, families, or friends seeking a peaceful getaway.

Superhost
The interior of the cabin features wooden ceilings and a cozy atmosphere. A kitchen area is visible with essential appliances, including a refrigerator and stove. A ladder provides access to the elevated bedroom, while a comfortable couch and small table occupy the living space.
Tiny home in Jefferson
4.96 out of 5 average rating, 113 reviews

Tiny Cabin in The Catskill Mountain

Enjoy and relax roaming our 4 acres, amazing sunset views, and mesmerizing magic star gazing when the sun goes down. Our cabin offers one beautiful cozy bedroom comfortably sleeping two + two childrens , with one full bathroom. fully laundry with washer and dryer. The cabin is good for a couple, solo adventurers, or families (with kids) just be careful there is a steep latter going up the bedroom.

Top guest favourite
A tranquil pond is surrounded by lush greenery, with flowering trees in pink and white adding color to the scenery. The gentle slope of the landscape provides a serene backdrop of wooded hills, creating a peaceful outdoor space for relaxation.
Earthen home in Schenevus
4.95 out of 5 average rating, 176 reviews

Country Haven

Our decor is an Adirondack theme. Log bed, knotty pine. ceiling lighting and windows for natural brightness. Quiet, warm, relaxing. A large pond to enjoy, sitting by with a good book or watching the wildlife. We have a cobblestone firepit to enjoy during the evening surrounded by seating. We are a short distance from many attractions in Cooperstown including the Baseball Hall of Fame!!!!!!!!!!!!

Popular amenities for Maryland holiday rentals

When is the best time to visit Maryland?

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Avg. price£103£140£91£105£155£221£239£219£177£156£140£135
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Maryland?

    Maryland has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Maryland?

    Experience the best of Maryland with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Maryland?

    Four-legged friends are welcome in Maryland. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Maryland?

    Yes! Work meets play with ease at over 10 vacation rentals in Maryland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Maryland have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Maryland have a kitchen?

    Absolutely! We offer over 10 cabin rentals with a kitchen in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Maryland have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maryland have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Maryland. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Maryland

  • Total holiday rentals

    Explore 60 holiday rentals in Maryland

  • Nightly prices starting at

    Maryland holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    60 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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