Holiday rentals in Berkshire

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

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).

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!

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!

Lakefront A-Frame | Hot Tub, Sauna, Fire Pit

Escape to Hancock A-Frame, a romantic lakefront hideaway tucked into the woods of Hancock, New York. Designed for couples, this serene retreat offers direct lake access just steps from the back deck—perfect for swimming, paddleboarding, or launching the canoe right into the water. Relax on the deck with a hot tub, lakeside sauna, grill, and intimate outdoor dining overlooking the lake. Very cozy and surrounded by nature, it’s a perfect year-round escape for two.

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

Cottage on Songbird Pond

Unwind at this unique and tranquil hideaway. Located less than 10 miles from Cornell and downtown Ithaca, you will be in off-grid and remote (limited to no wifi!) with a large pond (3/4 acre) perfect for swimming all summer and fall, and an epic view scape of rural upstate New York. Abutting a working farm, the cabin is perfect for nature lovers, birders, and romantic getaways.

Bluestone Suite @Entangled Acres Nature Sanctuary

Large, well-appointed private apartment ("Bluestone Suite") with sunrise views from the covered deck. Sixteen acre property features mixed wildlife habitats, walking trails, a small pond with paddle boat, picnic tables, and more. Entangles Acres is also home to a 501(c)(3) nonprofit animal sanctuary, Mobius Path Inc. Part of all proceeds from bookings go to animal care.

Waterfront guesthouse with beautiful view

Private guesthouse with 1 king bed and no cleaning fee, in the woods overlooking a 3 acre pond on a 30 acre property with trails and nature all around. Constructed in 2023 with sustainability and views to nature in mind. Conveniently located between Binghamton and Ithaca, and a quick 5-minute drive to historic Owego. A quiet getaway to immerse yourself in nature.

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!