Holiday houses in Middlefield

Tiny Home 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)

Value · Family · Indoor spaces

The Holstein Suite at the Carriage House

The Carriage House sits on Fieldstone Farm Two, located along one mile of riverfront property on the Delaware River. A comfortably and beautifully furnished retreat, sitting on 215 acres of lush fields and woods. Hike the trails throughout the property, observe the wildlife, admire the scenery as you sip your morning coffee on the deck, share stories around the fire pit, paddle on the river, create feasts around the farm table, and revel in the serenity of the rolling Catskill Mountains.

Family · Value · Hospitality

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.

Family · Location · Getting around

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!

Family · Location · Parking

Cooperstown Mountain Escape

*The Cornish Hill Carriage barn is a newly constructed custom home that provides rustic comfort and solitude. Enjoy total privacy while only two miles from the center of Cooperstown village and less than 10 minutes from the Dreams Park tournaments and local museums and breweries. Relax inside the spacious great room, or take in a fantastic sunset from the deck and patio. In an area renowned for its mix of recreation and nature, the Carriage House provides an ideal stay.

Location · Family · Cleanliness

Creekside Couple's Escape w/ Hot Tub Sauna & More!

Nestled beside a charming creek, our newly renovated cabin offers a peaceful escape where nature and comfort come together. Relax with your partner in the hot tub, on the covered deck, unwind in the wood-fired sauna, or sit by the fire in the gazebo. Enjoy the calming sounds of the creek and the outdoor views from every window. Discover nearby trails, quaint towns, lakes and waterfalls. Pet-friendly and ideal for couples looking for a unique getaway any time of year.

Family · Location · Comfort

Fly Creek Guesthouse

Escape to the Fly Creek Guesthouse, a peaceful countryside stay in Fly Creek just minutes from Cooperstown, local museums, shops, breweries, and more. Features include a spacious living/dining area, full kitchen, washer/dryer, efficient bathroom, and loft sleeping area with king and queen beds. Whether you’re visiting for baseball, Glimmerglass, or simply a quiet escape in Central New York, the Fly Creek Guesthouse offers a warm and peaceful home base close to it all.

Family · Value · Indoor spaces

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.

Family · Location · Check-in

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.

Family · Value · Quiet

Scenic Mountainview Cabin

Enjoy the unforgettable views of nature when you stay in our fully insulated cabin in the woods. There are two wonderfully thick air mattresses. A woodstove between the beds for chilly nights. A fire pit made for S’mores. Perfect for 1-2 couples or a couple with kids. Plenty of space for tents. There's 253 acres of walking trails and if you bring your horses, riding trails. Only 8 miles to Cooperstown (Baseball Hall of Fame..)

Location · Family · View

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.

Location · Family · Bathroom

Pondside Chalet · Loft Soaking Tub · Sauna+Hot Tub

Welcome to the Oasis Skylight nestled on 10 acres of land in natural surroundings. A stylish retreat that blends luxury and nature with vaulted ceilings, sleek black-and- natural wood design, and panoramic windows. Enjoy a fully stocked chef’s kitchen, cozy custom nooks, and a lofted soaking tub. Outside, unwind in the hot tub sauna and spa or by the beautiful pond, all surrounded by serene mountain views.

Location · Value · Getting around