Vacation 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.

Charming & Nostalgic Lakefront Cottage

Welcome to Lake Canadarago: One of the clearest & most beautiful lakes in Upstate NY. Enjoy spectacular sunrises and stunning nighttime skies over the moonlit lake from the private terrace of your charming cottage. Cocktails at sunset under the grape arbor, or coffee to enjoy the morning mist; catch a glimpse of the soaring Bald Eagles roosting nearby, or the slapping of a fish just beyond the private dock ... the captivating views and cozy furnishings will have you coming back again and again.

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)

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.

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!

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.

A Frame Cabin above the clouds

This A Frame has been restored to it's 70s potential but updated with yellow solid surface counters, Heath Tile and slate bathroom with radiant heat flooring, and Reform cabinets. The breathtaking view did not need a restoration. The house is situated on 30 acres including 3 meadows and wide grassy walking paths. It is up against state land which makes it very peaceful. In 2025 we updated the house with central heating and cooling

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..)

Porchlight Pines | Hot Tub + Cold Plunge

BNB Breeze Presents: Porchlight Pines! Set on a peaceful horse pasture, Porchlight Pines is a charming one-bedroom, one-bath retreat that blends countryside calm with a cozy, modern feel. Located in scenic Sharon Springs, guests can also enjoy easy access to the area’s small-town charm, local shops, and nearby outdoor attractions. - Hot Tub - Cold Plunge - Fire Pit - Swinging Egg Chairs - Beautiful horse Pasture - & More!

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.

Secluded Lodge on 56 Acres | Firepit • Creek

Escape to Mountain Haven Lodge, a cozy retreat on 56 private acres with wooded trails, a peaceful creek, firepit, and spacious deck with grill. Perfect for families, couples, or remote work, the Lodge features 3 bedrooms, a queen pullout, Starlink Wi-Fi, and all the comforts of home. Secluded yet just 10 miles (19min) from Cooperstown (Baseball Hall of Fame).