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Holiday rentals in Middlefield

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Top-rated holiday rentals in Middlefield

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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, 257 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 spacious bed adorned with white linens sits against a wall featuring a decorative tree of life design. Soft lighting is provided by wall sconces on either side. A decorative pillow adds a touch of comfort, with a bedside table displaying a clock and additional items.
Flat in Cooperstown
5 out of 5 average rating, 172 reviews

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

Top guest favourite
The farmhouse stands gracefully on a gently sloping lawn, featuring a welcoming front porch with blue chairs and potted flowers. A charcoal grill is positioned nearby, surrounded by lush greenery, creating a serene outdoor space perfect for relaxation.
Home in Cooperstown
4.98 out of 5 average rating, 256 reviews

Oaks Creek Guest Cottage

This brand new country farmhouse overlooks Oaks Creek with stunning rural views, yet is only 2.5 miles from Cooperstown and 1.5 miles to Cooperstown Dreams Park. A cathedral ceiling first floor, open floor plan kitchen and common area (with gas fireplace and flatscreen TV) adjoins a full bath with tiled shower and two bedrooms, each with a queen bed. The upstairs loft boasts a queen bed, day bed, and writing desk. Downstairs you will enjoy our slate-bed billiards table, X-box, and game area.

Top guest favourite
A modern studio interior features a comfortable leather sofa paired with two armchairs, inviting relaxation. A wooden coffee table with woven placemats sits in front. Soft lighting illuminates the cozy sleeping area, which is set with a spacious bed and tasteful decor, creating a welcoming atmosphere.
Flat in Cooperstown
4.94 out of 5 average rating, 309 reviews

Deer Meadow Farm Studio: spacious studio apartment

Deer Meadow Farm Studio is a modern, open concept Studio apt (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, Glimmerglass Festival as well as the many area shops and restaurants!

Top guest favourite
The exterior of the rustic lake house is highlighted by a vibrant blue-green facade and a bold red door. A stone chimney extends upward, surrounded by colorful autumn foliage. A pathway leads from the lawn to the lake's edge, offering a peaceful view of the water.
Cabin in Summit
4.98 out of 5 average rating, 121 reviews

Little Green Lake House

Owned and styled by an artist couple with the dream of creating a place for others to escape, reflect, and feel reinvigorated by nature, this rustic lake house sits right on the banks of Summit Lake in the Catskill Mountains. This thoughtfully renovated 1940s cabin is perfect for couples seeking a romantic weekend, small families wanting a restorative break, writers and artists looking for inspiration, or anyone in need of a quiet, peaceful sanctuary.

Guest favourite
A geodesic dome is situated amidst expansive green pastures, surrounded by rolling hills and trees. The outdoor dining area with lounge chairs and a firepit can be seen adjacent to the dome, offering a scenic view of the countryside.
Dome in Cobleskill
4.95 out of 5 average rating, 107 reviews

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

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, 218 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 kitchen features modern cabinetry in white, complemented by a contrasting dark island with three wooden stools. Bright pendant lighting illuminates the space, and a window adorned with checked curtains provides natural light. Stainless steel appliances are neatly integrated throughout.
Home in Cooperstown
4.99 out of 5 average rating, 118 reviews

Welcome To Turner Ranch

Entire home on 20 acres of land in Cooperstown, NY. 3 bedrooms all with queen size beds. 4 minute drive to the National Baseball Hall of Fame and a 10 minute drive to the local breweries. 3 miles to Otsego lake for boating kayaking and swimming with lifeguards on duty. Clark sports center for any fitness needs. Dreams park is only 10 miles away! Winter months: snowshoes provided with stay! pet friendly and all new baby equipment if needed.

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
4.95 out of 5 average rating, 433 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.

Top guest favourite
The entrance to a rustic cabin is framed by logs, featuring a welcome sign and a seasonal wreath on the door. A pair of wooden rocking chairs sits on a spacious porch, accompanied by a decorative pumpkin and a carved wooden stump.
Cabin in Cooperstown
4.99 out of 5 average rating, 136 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.

Guest favourite
The kitchen features modern cabinetry in a honey tone, complemented by a dark granite countertop. A coffee maker is placed above the sink, and a drying rack is positioned nearby. Subtle mosaic tiles add a decorative touch under the cabinets.
Guest suite in Cooperstown
4.8 out of 5 average rating, 297 reviews

Village Suite Walking Distance to Everything

This guest suite has all the comforts of home. It's a comfortable walk or bike ride to the Hall of Fame, historic downtown, the Farmer's Museum and beautiful Otsego Lake. A 24-hour grocery store is around the corner and we're close to the trolley that will take you all over Cooperstown in the summer. And it's only a 10 minute drive to Brewery Ommegang. Please note, there is no TV or cable in the suite. Just Wi-Fi.

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, 291 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

Popular amenities for Middlefield holiday rentals

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