
Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
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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!!

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).

Gorgeous Hilltop Paradise with epic views and pond
A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

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!

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.

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!

Spacious apartment in the heart of the FingerLakes
Private spacious apartment with all amenities, located 15 minutes drive from Ithaca, NY. To relax during your stay, you can pour yourself a hot bath, unwind in the living-room or enjoy the outdoor deck with view on the 1 acre property. Other tenants include our poodle (Angélique) and Trouble, our outdoor cat. If you feel butch, you can start a fire and relax around our bonfire area or strip in your swimsuit and hop in our hot tub.

The Bar(n)- Cozy chalet with hot tub and campfire
Not your daddy’s barn. This bar(n) is professionally designed with modem flair, beautiful furniture, a hot tub, WFH setup, campfire, and pizza oven. What more could you want? Under 15 minutes to downtown Ithaca, Cornell, and Ithaca College. Level 2 EV charger with NACS (Tesla) and J1772. Dogs welcome (when added to reservation)- sorry no cats or other pets.

Glamping with a gorgeous view
Enjoy private fancy camping in this light-filled, fully furnished cabin on a platform overlooking a pond, pastures, and the valley beyond. Situated on a working farm just 15 min. southeast of Ithaca, NY, this is perfect for a family or romantic get-away. Unplug, relax, and visit the local trails, wineries, and waterfalls, or just hang out and enjoy the view!
Popular amenities for Berkshire vacation rentals
Other great vacation rentals in Berkshire

10 Acres of Privacy at The Gingerbread Hideaway!

Upscale Rustic Garden House Seasonal Cabin

Artisan Earth Haven with Sunset Vistas

Maple Grove Yurt at Finger Lakes Cider House!

Cottage on Songbird Pond

Seahorse Tiny House in the Pines

Peaceful Escape

Pondside Chalet · Loft Soaking Tub · Sauna+Hot Tub
Destinations to explore
- Plainview Vacation rentals
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- Long Island Vacation rentals
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- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
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- 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
- Robert H Treman State park
- Wiemer Vineyard Hermann J
- Ithaca Farmers Market
- State Theatre of Ithaca
- Clark Reservation State Park
- Standing Stone Vineyards
- Ross Park Zoo
- Ithaca Falls Natural Area





