Holiday rentals in Middlefield

*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

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.

Winter Wonderland Glamping at Maia's Place

Enjoy a true a winter paradise on your own private property! 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, and queen-sized bed with an east-facing window for the perfect sunrise! Please note that during winter months you'll need to park by the entrance and walk to the tiny home (2 min walk)

1794 Homestead Guesthouse

Charming 2 bedroom guesthouse on quiet country road adjoining Oaks Creek, 1.5 miles from Dreams Park and 3 miles from Cooperstown Village. Biking,walking, running, and fishing on rural road. Outdoor fire pit and chairs. Large deck with BBQ. Four minutes from the center of Cooperstown and Otsego Lake, the Baseball Hall of Fame, Farmer's Museum, Fenimore Art Museum and the world class Clark Sports Center (lap and diving pools, indoor climbing wall, fitness center, courts and bowling ally.

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled far 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.)

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!

At Home Base Yellow Cottage

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.

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.

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.

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.

"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.

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.