
Vacation rentals in Berkshire
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Berkshire
Guests agree: these stays are highly rated for location, cleanliness, and more.

FLX 3- Lake View Wine Country Tiny Cabin
Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

Falcon Nest - 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 seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

Lakefront Getaway - Relax & recharge on Song Lake!
Private lakefront getaway on Song Lake! Spectacular rural setting with room to roam. Enjoy views of autumn foliage by day, relax by the firepit at night! Private deck & dock - bring your kayak and fishing gear! Fully equipped kitchen. Outdoor gas grill. 5 min to Onco brewery. 2 min to Heuga's Alpine & Song Mountain. Ski/snowmobile in winter. Year round access to Finger Lakes wineries, breweries, spas. 25 min to charming Skaneateles dining & shopping. Near 6 colleges including Cornell & SU.

Beautiful barn home in Danby
The house is built into a barn. It has rustic charm and modern comforts. It's situated in a beautiful valley with a lovely view. The back porch and yard are nice places for relaxing. There is a basketball hoop in driveway side. Dwelling is 7 miles from Ithaca , which is about a 15 minute drive. There is is no real public transportation, except for a bus that runs to Ithaca at 8am and 5pm on weekdays. To catch it, walk the half mile to the highway and flag it down. Welcome to the country.

324 Knight Road, Vestal, NY
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.

Hot tub under the stars at cozy cabin in the FLX
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 + Netflix, and has satellite wifi (30+ MBPS).

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.

Ithaca Music-lovers Barn
The barn is a cozy and unique space, situated on 27 acres of meadow and forest with a pond for swimming, fishing, and ice skating, depending on the season. There is no highway noise on the dirt road, and the stars shine brightly on clear nights, giving the place a true country feel, yet it’s still only a five minute drive from downtown Ithaca, Ithaca College, and Cornell University. Feel free to enjoy and play our piano, any stringed instruments, and extensive record collection!

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 in the farmhouse with suites. 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.

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!

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
Other great vacation rentals in Berkshire

Riverfront Cottage in Owego, New York

10 Acres of Privacy at The Gingerbread Hideaway!

Modern 2 bedroom retreat

Upscale Rustic Garden House Seasonal Cabin

Waterfront guesthouse with beautiful view

Artisan Earth Haven with Sunset Vistas

Lake Cottage · Welcome Wine · 5 min Colgate

Cozy Cabin Getaway in Upstate
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Taughannock Falls State Park
- Watkins Glen International
- Chittenango Falls State Park
- Cascadilla Gorge Trail
- Finger Lakes
- Fox Run Vineyards
- Sciencenter
- Song Mountain Resort
- Buttermilk Falls State Park
- Colgate University
- Ithaca College
- Six Mile Creek Vineyard
- Wiemer Vineyard Hermann J
- Robert H Treman State park
- Ithaca Farmers Market
- State Theatre of Ithaca
- Clark Reservation State Park
- Standing Stone Vineyards
- Ross Park Zoo
- Ithaca Falls Natural Area





