Holiday houses in Middlefield

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Top-rated holiday rentals in Middlefield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern kitchen with a spacious island features a vase of flowers. The open living area showcases high cathedral ceilings with exposed beams. A formal dining table is surrounded by upholstered chairs, and soft light fills the space through large windows.
Home in Cooperstown
5 out of 5 average rating, 47 reviews

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.

FamilyLocationLong stay

Guest favourite
A spacious outdoor deck is showcased, featuring two white lounge chairs positioned opposite a small glass table. Lush green hills are visible in the background under a partly cloudy sky, highlighting the serene natural surroundings of the retreat.
Home in Halcottsville
4.93 out of 5 average rating, 388 reviews

Spacecraft Sanctuary x Stargate Self-Care Retreat

Nestled into a private forested locus in the charming hamlet of Halcottsville, NY is SPACECRAFTX1 SANCTUARY, a transformed single wide trailer with walls of glass sliders that showcase the ultimate designer, Mother Nature with her majestic mountain vistas, perennial x calming Japanese rock gardens. SPACECRAFTX1 STARGATE (separate structure) is a wellness studio for yoga, pilates, barre x meditation with an infrared sauna with chromotherapy for a “Design Your Own” self-care retreat experience.

LocationValueBackyard

Top Guest favourite
Cabin in Worcester
5 out of 5 average rating, 12 reviews

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.

LocationHospitalityIndoor spaces

Guest favourite
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.97 out of 5 average rating, 326 reviews

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.

LocationFamilyAmenities

Guest favourite
Tiny home in Cooperstown
4.97 out of 5 average rating, 29 reviews

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.

LocationAmenitiesAccess

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.
Apartment in Cooperstown
4.94 out of 5 average rating, 337 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!

FamilyLocationBarbecue

Guest favourite
Guesthouse in Fly Creek
4.98 out of 5 average rating, 198 reviews

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.

ValueLocationBiking

Top Guest favourite
The exterior of the cottage is set against a backdrop of trees, featuring a welcoming porch with white railings. A basketball hoop is visible on a nearby post, and a gentle slope of lush green grass leads up to the home, illuminated by soft sunset tones.
Home in Milford
5 out of 5 average rating, 167 reviews

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.

ValueLocationBackyard

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, 138 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.

FamilyLocationHeating

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, 236 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.

ValueLocationPets

Guest favourite
Home in Sharon Springs
5 out of 5 average rating, 11 reviews

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!

LocationFamilyComfort

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, 145 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.

ValueLocationOutdoor spaces

Popular amenities for Middlefield holiday rentals