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.

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.

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), roast some marshmallows over the fire, 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 (100+ 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.

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 Chic B&B near Ski Resort. Spacious 2br3bth

This stylish place is close to must-see destinations. Greek Peak ski resort with all season attractions, Suny State and Cornell University, Fingerlakes wine trails. This property boasts 2 large bedrooms with a spacious open concept living and dining area. Spectacular views from indoors and around the 6 acre grounds. Full renovation underway with all new floors, appliances, bathrooms, state of the art lighting and country chic decor. Pet friendly!

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!!

Custom Finger Lakes home near Ithaca with hot tub

Escape to tranquility on our 12-acre property and 3,000 sq. ft. custom timber frame home. Enjoy stocked kitchen, wood stove, hot tub, wood-fired pizza oven, and campfire pit with hill views. Open living area, basement entertainment, and high-speed fiber optic internet. Ideal for small or large groups, any length of stay. Dogs welcome for an extra cost. Your perfect getaway awaits!

Coyglen Air BnB

Beautiful, quiet, country setting overlooking Buttermilk Falls that is only minutes from downtown Ithaca, Cornell, and Ithaca College. We are located at the southern end of Cayuga Lake, near Trumansburg, Newfield, and at the beginning of the Finger Lakes Wine Trail. We are close to local state parks, waterfalls, hiking trails, entertainment, and shopping areas.