Holiday rentals in Maryland

Find and book unique accommodation on Airbnb

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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 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

    20 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

  • 4.9 Average rating

    Maryland stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Maryland

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

1 of 1 pages1 / 1
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, 262 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 spacious gazebo with wooden beams overlooks a serene pond. Adironack chairs are arranged for seating, and a small table is centered on the deck. A vibrant rug adds color to the wooden floor, while greenery surrounds the tranquil setting.
Guest house in East Meredith
4.97 out of 5 average rating, 159 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 close but not attached (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 used with your accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact/need anything.

Top guest favourite
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
4.95 out of 5 average rating, 101 reviews

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

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, 203 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!

Guest favourite
A large, circular hot tub is situated on a wooden deck, offering uninterrupted views of lush green hills and a clear blue sky. The still water reflects the vibrant clouds and distant mountains, creating a serene outdoor setting.
Cabin in Delhi
4.92 out of 5 average rating, 470 reviews

Catskills Cabin on 34 acre Estate stunning views

Welcome to The Monroe House Cabin. Tucked away just behind our Main house and Barn Apt on our picturesque 34 acre estate. Guests will have *SHARED access* to our Hot Tub with stunning views of the Catskill mountains PLEASE READ the. Guest Access and House Rules sections for more info on the Hot Tub. The Cabin is a 12 min drive from the town of Delhi where there is a supermarket and few dinning options. NO PETS /SMOKING of ANY Kind. Dec - March an AWD or 4x4 vehicle is HIGHLY RECOMMENDED

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, 320 reviews

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

Top guest favourite
Cabin in Walton
4.95 out of 5 average rating, 245 reviews

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.

Guest favourite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 225 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Top guest favourite
The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.
Treehouse in Willow
4.96 out of 5 average rating, 861 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

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
4.98 out of 5 average rating, 319 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, 534 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
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
4.96 out of 5 average rating, 180 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$233 SGD$241 SGD$239 SGD$180 SGD$265 SGD$379 SGD$409 SGD$375 SGD$303 SGD$268 SGD$239 SGD$232 SGD
Avg. temp-4°C-3°C2°C9°C15°C20°C23°C22°C18°C11°C5°C-1°C

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 house rentals in Maryland?

    Experience the best of Maryland with our house rentals, starting at about $60 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 20 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 30 house rentals with air conditioning in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maryland have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Maryland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maryland have wifi?

    Absolutely! We offer over 30 house 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 30 house rentals with free parking in Maryland. Enjoy a tailored experience with all the comforts you desire.

  1. Airbnb
  2. United States
  3. New York
  4. Otsego County
  5. Maryland