Holiday rentals in Middlefield

The Swindon House

PRE APPROVAL NEEDED FOR PETS !Only ADA certified pets are considered a service pet. Emotional support animals are not considered service dogs so fee applies. Please no early check in. Stunningly beautiful new construction home with state of the art kitchen fully stocked. High end appliances, double oven, gas stove, Cathedral ceilings, electric double recliner, gas fireplace, smart T.V.s in every room with satellite. Luxury linens and towels locally sourced amenities .There are 2 fenced in yards.

Brooke & Bow Cabin

Tucked among tall trees and lush ferns, Brooke and Bow is a private woodland retreat full of charm and comfort. The open main floor features a cozy sitting area, pullout couch, full bath, full-size fridge, and a sweet little dining nook. Sliders off the kitchen area lead to a peaceful back deck with a small gas firepit beside a trickling waterfall. Upstairs, the loft offers a dreamy full bed. With Wi-Fi and easy access to I-88, it’s the perfect forest escape. 15 miles to Cooperstown All Star.

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

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.

Forest Stay - North Nest Camp

North Nest Camp is a private retreat tucked deep into 40 lush mountain acres, surrounded by forest and wildlife — yet just minutes from Cooperstown, Glimmerglass Lake, and Ommegang Brewery. This is the perfect place to unplug, and immerse yourself in nature. Wander the private hiking trails, sway in the hammock beneath the trees, or simply listen to the sounds of the forest. Your campsite is fully equipped, North Nest camp offers peaceful seclusion with easy access to everything.

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!

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.

At Home Base North

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.

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.

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.

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.

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.