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
Flat in Cooperstown
4.94 out of 5 average rating, 299 reviews

Deer Meadow Farm Studio: spacious studio apartment

Deer Meadow Farm Studio is modern, spacious (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, Cooperstown Farmers' Market, Glimmerglass Festival as well as the many area shops and restaurants!

Top guest favourite
Guest house in Fort Plain
4.99 out of 5 average rating, 573 reviews

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled miles out in "God's country." Surrounded by many Amish neighbors, we are centrally located to Cooperstown, Howe Caverns, the Southern Adirondacks, Saratoga, Albany, Utica, and the Mohawk Valley (all within an hour's drive or less.) Enjoy a quiet retreat far off the road with authentic Amish furniture and decor and modern conveniences (washer & dryer, dishwasher, Keurig, AC/Heat, WiFi and streaming TV.)

Top guest favourite
Cabin in Oneonta
4.99 out of 5 average rating, 173 reviews

Romantic Cozy Cabin with a View of the Wetlands

Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! This cabin was built in the 18th century but has all the modern amenities. It has an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious outside deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 minutes away! Minutes from live music, cafes, and antique shops! Baseball Dreams Park welcome ! (15 min away)

Top guest favourite
Cabin in Walton
4.94 out of 5 average rating, 185 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.

Top guest favourite
Guest house in Delhi
4.97 out of 5 average rating, 169 reviews

Catskills Peakes Brook Cabin-Creek, Pond & Privacy

Take a breath at Peakes Brook Cabin, our cozy and private cabin on a pond, with the brook steaming beside it. Our beloved property is perfect for couples needing to escape the city, decompress and deplug. You're minutes to charming Delhi and other Catskill villages, with nature all around. We are very excited to announce that our cabin has a huge upgrade as of Spring '25. We now have a full bathroom with running water! Note that cabin has a kitchenette, not full kitchen.

Superhost
Tiny home in Worcester
4.87 out of 5 average rating, 119 reviews

Tiny Home Glamping @ Maia's Place

Enjoy a true Tiny Home Glamping experience at Maia's Place! Located only 20 minutes from Cooperstown and baseball fields. Enjoy beautiful views of the mountains all around. This tiny home sits on a private two acres, has an outdoor patio area for lounging, grilling, and star gazing at night. The inside is fully equipped with a convection stovetop, fridge, bathroom, wifi hotspot, and queen-sized bed with a 5x5 east-facing picture window to capture the perfect sunrise!

Top guest favourite
Home in Milford
4.98 out of 5 average rating, 130 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
Flat in Roxbury
4.93 out of 5 average rating, 316 reviews

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

Guest favourite
Home in Oneonta
4.92 out of 5 average rating, 108 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
Cabin in Cooperstown
4.98 out of 5 average rating, 114 reviews

An Upstate NY getaway treasure!

Take it easy at this unique and tranquil getaway. For several hundred years our family has been a part of the Cooperstown community and we look forward to sharing it with you! On over 20 acres of land , you can explore the beautiful landscape of water and woods. Just over the hill from Otsego Lake. Only 3.9 miles (8 min) to Cooperstown’s Main Street in the spring, summer and fall and 5.7 miles (10 min) in winter.

Top guest favourite
Place to stay in Oneonta
4.99 out of 5 average rating, 248 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
Cabin in Jefferson
5 out of 5 average rating, 498 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.

Popular amenities for Maryland holiday rentals

Quick stats about holiday rentals in Maryland

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹1,776 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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