
Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
Guests agree: these stays are highly rated for location, cleanliness, and more.

⭐Wildflower Country Cottage
🏡 Cozy cottage in the countryside. Gardens galore to explore! 🏘 Less than 5 minutes from town 🎟 Many local attractions including: 🦒 Animal Adventure 🏎 Northeast Classic Car Museum 🥾 State Parks, and hiking trails 🚶♂️Enjoy an afternoon in the gazebo or take a stroll around any of the many garden paths. 📕 See our guidebook for our favorite local attractions and eateries. ℹ️ Please check out our other listing: Lakeside Reflections https://airbnb.com/h/lakesidereflections

Secluded Free-Standing Cabin in Bucolic Setting
Cozy, comfortable, brick bungalow nestled in a stand of trees offers convenience & seclusion just off the beaten-path. Knotty pine, radiant heating, cathedral ceiling & loft are warm & inviting. Minutes away from 3 state parks, Cayuga & Seneca lakes, wine trails, Cornell, Ithaca College & the renowned Ithaca Commons. **Sorry, Airbnb prohibits booking for another person including "gift bookings." Booking that are gifts must be done so in the name of the guest who will be staying at the property.

Modern Susquehanna River Home
Wake up to a serene view of the Susquehanna River and experience the nature of Tioga County in this modern rustic renovated home. Located 3 minutes from Tioga Downs, 4 minutes to a boat launch/fishing site, 15 minutes from the historic town of Owego, and less than an hour to Seneca Lake and the start of the Finger Lakes Wine Trails Whether a relaxing weekend getaway or a trip to watch harness racing, our riverfront house is fully equipped and stocked with the essentials for a comfortable stay.

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.

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.

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.

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.

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 + HBO, 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!
Popular amenities for Berkshire vacation rentals
Other great vacation rentals in Berkshire

Family-Friendly Retreat near Cornell & Downtown

Off grid cabin with private pond, pet friendly

Timber Frame Tiny House

Welcome to Osborne Creek!

Dimon in the rough

Cozy Retreat-Scenic Yard + Deck-Close to Downtown

Sunset Cabins

Maple Grove Yurt at Finger Lakes Cider House!
Destinations to explore
- Plainview Vacation rentals
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- Long Island Vacation rentals
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- Greater Toronto Area Vacation rentals
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- Jersey Shore Vacation rentals
- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Taughannock Falls State Park
- Song Mountain Resort
- Chittenango Falls State Park
- Watkins Glen International
- Chenango Valley State Park
- Cascadilla Gorge Trail
- Sciencenter
- Clark Reservation State Park
- Fox Run Vineyards
- Standing Stone Vineyards
- Bet the Farm Winery
- Six Mile Creek Vineyard




