Berkshire vacation rentals

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Top-rated vacation rentals in Berkshire

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Chalet in Ithaca

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.

$221 per night

Superhost

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

$172 per night

Superhost

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.

$175 per night