Berkshire vacation rentals

Cabin in Erin

Unique Country GuestHouse

A unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. 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. Private, quiet woodland setting under dark night skies. The spacious sunny deck, shady patio, & firepit bring your experience more outside. Wifi. 1.6mi woodland trail. Turkeys, chickens, herb farm. 10% discount for repeat guests.

Apr 7 – 14

Guesthouse in Ithaca

Ithaca Ski Country Great Escape Mins to Cornell U

Enjoy this beautiful, green guest house mins to Cornell University,(5 Min) & downtown Ithaca(12 Min). A short drive to Greek Peak Ski Resort, this newly built, one bedroom cottage features a separate entrance, deck, green bamboo floors, solar electric heat & air conditioning. It is surrounded by 22 acres of beautiful woods and rolling lawns. Inside enjoy the open floor plan including a kitchen with quartz/recycled glass countertop and the ceramic tiled bath featuring a rain shower. Sleeps four.

Sep 28 – Oct 5

Apartment in Van Etten

Finger Lakes Sunset View near Ithaca and Watkins

Escape to our charming, country-chic space, an ideal retreat for two. This private haven has all the essentials for a perfect getaway. Nestled in the beauty of NY’s Finger Lakes, our location is 30-40 mins from diverse attractions: the lively college town of Ithaca, Cornell University, thrilling NASCAR events in Watkins Glen, renowned wineries, & state parks. For those seeking tranquility, step onto the private deck and enjoy a fire as the sun sets. Welcome to your peaceful escape in upstate NY!

Oct 10 – 17

Cabin in Brooktondale

Aframe Retreat, Get away without getting far away

Dreamy A-frame tucked away on 5 acres of woodland. Lots of peace and quiet in tranquil lofted areas for yoga, meditation, reading, and writing. Rustic worldly home features wood stove for coziness. Large deck is perfect for outdoor moments. Hop in the car for a local brew at Brookton Market. Just minutes away from the Shindagin Hollow State Forest, a mountain biking mecca. This retreat is a great launching point for skiing, lake adventures, and wine country. check us on insta: aframe_retreat

Chalet in Willet

Lakefront Home; private, with kayaks and canoe

Welcome to the Sunset Chalet - your serene, lakeside getaway! Gorgeous lakefront with lake access, over an acre of private land, and trails to explore! A private swimming pond & fire pits. Free use of 2 kayaks- 2 adult life jackets; and a canoe (Summer time). Rejuvenate with amazing views and hikes. We are conveniently located near Greek Peak Resort Ski Area, and Labrador Mountain. Not far from wine trails, Ithaca, and great hiking. Lots of open space. Relax, and savor the tranquility!

Nov 4 – 11

Home in Spencer

Cozy new 2 bedroom house near Ithaca

Looking for value and a nice property? Our updated quiet and cozy house is close to Ithaca, Cornell Univ., Ithaca College, Fingerlakes, Watkins Glen, Wineries and State Forests. You’ll love our place because of it's proximity to many areas and the price is very reasonable & NO cleaning fee. Washer & Dryer, flat SMART TV, WIFI, large yard. Perfect place for your next stay in the Southern Tier/ Fingerlakes of NY. Owners on adjacent property to assist you in making your stay a memorable one.

Sep 25 – Oct 2

Cabin in Lisle

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.

Feb 14 – 21

Home in Warren Center

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.

Mar 29 – Apr 5

Home in Newark Valley

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!

Mar 19 – 26