
Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
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Unique Country GuestHouse
Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

Riverfront Cottage in Owego, NY
Welcome to our charming 2-bedroom, 1-bathroom riverside retreat in Owego, NY! This home is a haven of comfort with an open-concept kitchen, dining, and living room. Step through sliding glass doors onto a large deck, where the Susquehanna River's beauty unfolds before you. Enjoy Owego's revitalized downtown shops and restaurants, or explore the nearby attractions of the Finger lake wineries, the nature trails/waterfalls of Ithaca and Watkins Glen, or the artistry of the Corning Glassworks

Cozy Cabin in Candor
600 square foot, 1 bedroom, 1 bathroom efficient and cozy cabin on a beautiful hilltop location in Candor, NY. Built in 2022. The cabin is easily accessible through a shared driveway in a quiet and private setting. Watch beautiful sunrises from one direction and gorgeous sunsets from the other direction, and the occasional wildlife passing by. Many outdoor recreation opportunities at nearby State Forests/Parks. Pets are welcome! Portable mattresses can be provided for additional guests.

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).

"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.

Country Tucked Inn, with pond Sauna woods hunting.
Tucked Inn is a totally remodeled house in a quiet country setting. The pond offers swimming, a dock, pedal boat and fishing. The sunroom has a sauna for 2. The owners are next door and have a 500 acre family farm with beef cattle and a maple syrup operation. Sit on the front porch or grill on the back porch and enjoy the propane fire ring. Kids can run and play. Hunting available a mile away on a State Game Lands 219. Enjoy hiking in the large woods just out your back door.

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.

Cozy cabin with pictureous views
Relax at this unique and tranquil getaway. Sit on the deck and watch the Scottish Highlander cows graze (or even feed them by the fence) to watching the Koi fish by the pond u will enjoy the peacefulness of the country. The position of the cabin is ideal for Sunrises and Sunsets that brighten the sky. State Game Lands 1/2 mile away. Also wine trails and waterfalls around an hour away. 20 minutes to Binghamton area, 30 minutes to a casino, 45 minutes to Ithaca

Creekside Cabin
A cozy cabin on the banks of Cayuta Creek, immersed in natural beauty. Located on our 75 acre organic orchard and cidery, it is a short drive to Ithaca, Watkins Glen, Finger Lakes wineries, state parks and gorges. Nature surrounds you: water rushing, a tree frog chorus, beavers swimming by, bald eagles fishing trout. Enjoy hanging out and eating meals on a wraparound deck overlooking the water. Easy access, remote feeling.*Composting toilet*

Cozy/Chic Cabin Binghamton NY
Retreat, isolated get-away but nearby town. This cozy cabin is rustic with some chic flair, decor & recent updates. Privately set on 2 wooded acres & near town. 2 stone fireplaces, indoor Jacuzzi tub, 2 1/2 BA, 3-4 BR & 7 person outdoor hot tub. Excellent WIFI, kitchen & dining. Picnic, grill & fire pit. Great fall foliage, near skiing, near hiking, boat launch. Fully outfitted, just bring yourself!! Willing to accommodate guests—ask!!

Tree house in Ithaca
Tree house inspired, located in the town of Danby, this one bedroom apartment is both peaceful and centrally-located: 8 miles from Cornell University, 6 miles from Ithaca College, and accessible to the Finger Lakes Wine Trails, and the Finger Lakes Trail system. Featuring a private deck that overlooks a park-like setting, well stocked kitchen, and a beautiful indoor space that is perfect for year round adventures.
Popular amenities for Berkshire vacation rentals
Other great vacation rentals in Berkshire

Lakefront A-frame near Elk Mountain

Cozy up at Cottage 79 (Cornell/Ithaca)

Riverfront Luxury: Hot Tub, Sauna & Gym

The Barn close to Ithaca, Cornell and I.C.

Hoxie Haven | Glamping in the Gorge |

Luxurious 3Bdrm with indoor heated Pool year round

Rustic log cabin

"Sled Shack", secluded cabin in woods.
Destinations to explore
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- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- Taughannock Falls State Park
- Watkins Glen International
- Chittenango Falls State Park
- Fox Run Vineyards
- Cascadilla Gorge Trail
- Colgate University
- Robert H Treman State park
- Ithaca College
- Buttermilk Falls State Park
- Sciencenter
- Binghamton University
- Six Mile Creek Vineyard
- Wiemer Vineyard Hermann J
- Song Mountain Resort
- Ithaca Farmers Market
- State Theatre of Ithaca
- Salt Springs State Park
- Clark Reservation State Park
- Ithaca Falls Natural Area
- Standing Stone Vineyards





