
Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
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A Treehouse Secluded in Private Forest
A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional outdoor shower for the adventurous spirit. Kitchen lacks nothing tucked conveniently in the great room.

Cozy Cabin with Mini Goats & Hot tub Starlink WiFi
Here you can relax with the whole family or it’s a perfect getaway for 2. From Spring to late fall we’ll have mini goats and free range rabbits & chickens. The creek is perfect for tubing on a hot summer day.Have a picnic in the trees next to the water.Just a mile away is an ice cream/petting zoo and greenhouse with amish gifts. Next door is our operating hobby farm with donkeys, sheep alpacas, goats and chickens.If you’re looking for a nice relaxing retreat, we have what you’re looking for.

Private Cabin and Pond Property
Enjoy our secluded cabin, pond, and picnic area with many acres to roam. Rest comes easy with the privacy and peaceful woodlands that is the setting of our family's newly refurbished vacation space. Up to two Cots available upon request (must bring your own bedding.) Comfortable space for up to 4 guests. Our cozy cabin is the perfect chance to unplug from the busyness of life, equipped with WiFi but very sparse cell reception. WiFi calling feature can be used for important connections.

Rink Side Cabin at The Farm Rink
This cabin is a rustic getaway with all the comforts of home. Nestled in the woods, the cabin has an abundance of hiking trails with a covered bridge, and small farm that guests are welcome to visit. From APPROXIMATELY December 1 - March 1, the property is home to a full size sheet of ice. The rink and farm are featured in the 2022 Bauer Hockey holiday catalog. Be sure to bring your skates! A travelling massage therapist may be available for private bookings with a few days notice.

Canaan Country Cottage
This is a private, rustic and cozy vacation camp that has been partially modernized with an addition containing two bedrooms. The original part of the building still has that Adirondack camp feel; woodsy and camp-like, but very private. Secluded and also close to Hammond Hill State Forest with many miles of trails for mountain biking, hiking and xc-skiing. The cottage sleeps 4 to 6. We recently upgraded the internet with a fiber connection, and added a propane grill on the back deck.

"Wilma" - Riverfront Cabin
This recently improved riverfront cabin, has a style all its own. Open entertainment space extends on to the 40 ft long deck. The many windows and doors allow nature in, complementing the locally sourced live edge countertops in the kitchen. Beautiful views are seen of the lush landscaping, river and distant mountain, from every room. The kitchen offers all ammenities, such as a dishwasher, large french door style refrigerator, and a ton of storage along with ample countertops.

Woodland retreat with hot tub in the Finger Lakes
Nestled in a grove of Norway spruce, your peaceful cabin getaway rests in the heart of the Finger Lakes. Built by a local carpenter (with help from his dog Indiana), the cabin has enough coziness and charm to make any stay special. Hike down to Mill Creek (on the property), grill up some burgers on the gas grill, or lounge in a hot tub beneath the stars. The cabin is 15 minutes to Ithaca / Cornell, has a living room with a Switch + BluRay + HBO, and has satellite wifi (30+ MBPS).

Private Scenic Retreat
The entire place is yours to enjoy! Our guest house is located on a dead-end road five minutes from the town of Newark Valley and only 30 minutes from Binghamton, Cortland, and Ithaca Included is a kitchen with open common area, two bedrooms, full bath and washer/dryer within living area. A farm setting is viewable from the common area and attached deck. There is a 2 acre pond and miles of scenic trails spread over 250+ acres, with sights as far as Pennsylvania!

Country retreat near Ithaca
Your own comfy, private, immaculately clean 2-story cottage with A/C, full kitchen, dishwasher, full bath, wifi, TV+Roku, washer/dryer, deck, couch, desk, fire pit, grill, and free EV charging. Ideal for relaxing, remote work, or as base to explore the area's restaurants, trails, wineries, and more. Nestled against a wooded hillside, surrounded by trees, meadows, and marshes. Tons of birds and animals. 20-mins east of the Ithaca Commons and college campuses.

Not-So-Tiny House: Country Charm, Modern Feel
Find your oasis in this stylish tiny house on the outskirts of Ithaca. Explore the outdoors with 85 acres of woods, pastures and ponds with wide trails great for hiking and cross country skiing! Fire up the grill and dine al fresco on one of three decks, then warm up by the fire pit. Enjoy the quiet of the natural surroundings while remaining a stone's throw away from Ithaca's many attractions including state parks, dining, universities, wine trails and more.

Howland Farm
The John Howland Farm is an iconic 1840s family farm. We follow strict cleaning protocols and only accept whole house reservations. Your party will be the only guests at the farmhouse. The "Butterfly Suite" includes three bedrooms, sitting room with board games, books, and private bath. The "Garden Suite" is fully ADA accessible with bedroom, bath, and sitting room. The "Pine Cone Suite" is also ADA accessible with bedroom, bath, and adjacent laundry room.

Tiny, romantic, timber frame
Unplugged (no WiFi) and peaceful. We provide breakfast foods. Unfortunately we cannot provide fresh breakfasts at this time, to keep our prices the same, with inflation. We hope to again in the future, if the current costs go down. A family built, tiny, timber frame. We are in a farming community, and several Amish farms dot our road. Please drive slow for children and animals. Please book both weekend nights during weekend stays, May-Oct. Thank you!
Popular amenities for Berkshire vacation rentals
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Destinations to explore
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- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Taughannock Falls State Park
- Chittenango Falls State Park
- Song Mountain Resort
- Watkins Glen International
- Salt Springs State Park
- Chenango Valley State Park
- Cascadilla Gorge Trail
- Sciencenter
- Clark Reservation State Park
- Bet the Farm Winery
- Standing Stone Vineyards
- Six Mile Creek Vineyard
- Fox Run Vineyards