
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 2-Lake View 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!!

Naturalists' Retreat
Retreat to paradise at this cozy cottage in the heart of the Finger Lakes. Charming custom woodwork offers a unique, rustic aesthetic while modern amenities provide the comfort of home. Minutes from famous naturalist attractions in all directions. Enjoy the entire peaceful cottage and surrounding yard with outdoor seating, fire pit, and hot tub to yourself. Three acres of adjoining trails and creek shared with neighboring host family, who are fun-loving and approachable but respect your privacy.

New Downtown Greene Apartment *no cleaning fee!*
This spacious one bedroom apartment overlooks peaceful downtown Greene. A quaint little village known for its unique shops and chic restaurants. This apartment gives you 1000+ sqft of a home away from home, equipped with all the amenities: washer/dryer, full kitchen, living room, bedroom, & off-street parking. This beautifully designed, modern apartment is perfect for the business traveler or family staying for recreational purposes. One bedroom with a pullout couch & air mattress, sleeps 6.

House on the Hill
A tiny house with the comforts of home. Single Bedroom stair free in-law suite with amazing sunsets and the feeling of being in the middle of the woods while still being close enough to enjoy a reasonable drive to some of the Finger Lakes best hiking trails, food, wineries and other destination locations. If you come in the winter you will want an all wheel drive vehicle if there is snow on the roads, but half a mile down the hill and you are on the state highway to the finger lakes region.

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.

Ithaca Bungalow/Tiny Home, Quiet Escape in City
Unique, cute, bungalow in quiet spot. Walk to Commons, restaurants, shops, entertainment. Near Ithaca College (.8 miles) and Cornell (1.1). Includes livingroom, bedroom, bathroom, kitchen (full stove, refrigerator, microwave), sunroom, clothes washer/dryer. Queen bed, dresser, closet. Deck and patio in the back. Recreation trail (20 miles of paths, creek and falls), entrance from our street. Bus stop on corner. Driveway in front of bungalow is yours! No through traffic, peaceful.

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!

Wine trail Cabin with a view Cabin 3
Keep it simple at this peaceful and centrally-located place on 50 acres. New construction Located between the Seneca and Cayuga lake wine trail. 15 minutes from Watkins Glen and 30 minutes from Ithaca. 17 wineries and 5 breweries within 5 miles of the cabin. Relax on the patio with your wine and watch the sunset over the lake. Bald eagles frequently fly over so Keep your eye on the sky. There’s a back up generator if there’s a power outage. It will kick in automatically

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!

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.

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!

Walnut Grove Yurt at Finger Lakes Cider House!
Welcome to The Walnut Grove Yurt! Our original yurt at Finger Lakes Cider House. This handcrafted yurt is an all-season, round, wooden cabin nestled creek -side in our walnut grove. Every detail is custom built by our Cider House crew. This little hobbit house sits on our 70 acre property of regenerative pasture, forest, and apple orchards— shared with our grass-fed flocks and herds of turkey, chicken, pigs, sheep, and white angus.
Popular amenities for Berkshire vacation rentals
Other great vacation rentals in Berkshire

Hemlock Cabin | Wine Country & Sunset Views

Amazing view Abundant wildlife Close 2 IC/Cornell

Hidden LakeFront Retreat

3-bedroom home: quiet area, very clean, washer/dry

Whites, Reds & Beds

Peaceful 2 Bedroom Retreat

Relaxxxx, Just Having A Lil Fun!

The Hermitage
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Taughannock Falls State Park
- Chenango Valley State Park
- Watkins Glen International
- Chittenango Falls State Park
- Cascadilla Gorge Trail
- Finger Lakes
- Sciencenter
- Salt Springs State Park
- Buttermilk Falls State Park
- Fox Run Vineyards
- Colgate University
- State Theatre of Ithaca
- Ithaca Farmers Market
- Six Mile Creek Vineyard
- Wiemer Vineyard Hermann J
- Ithaca College
- Robert H Treman State park




