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Vacation rentals in Berkshire

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Berkshire

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

Private Cabin and Pond Property
SUPERHOST
Entire cabin · 4 guests · 1 bed · 1 bath
Private Cabin and Pond PropertyEnjoy 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.
Quiet house in the heart of Endwell
SUPERHOST
Entire residential home · 7 guests · 3 beds · 1 bath
Quiet house in the heart of EndwellA comfortable place to call home for a few days where an individual, couple, or small family can spread out in 3 bedrooms. Uncluttered, quiet, and kid friendly. Smart TV with a few streaming options. Fast wifi. Bluetooth speakers in kitchen. Full set of kitchen appliances and cookware. University and shopping centers within 15 min. Full access to house except lower level/basement area unless requested. Can usually be flexible with check in/out times. No smoking, pets, or parties.
Tiny, romantic, timber frame
SUPERHOST
Entire cottage · 4 guests · 2 beds · 1.5 baths
Tiny, romantic, timber frameUnplugged (no WiFi) and peaceful, green as in delicious, organic breakfasts with local ingredients and also ingredients grown ON the farm. (Yummy snacks, breakfast goods are provided for the discounted weekly and monthly stays, we do not provide daily breakfasts for those) A family built, tiny, timber frame. We are in a farming community, and several Amish farms dot our road. Please drive slow for children and animals. Please book both weekend nights during weekend stays, May-Oct. Thank you!

Vacation rentals for every style

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Popular amenities for Berkshire vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Berkshire

  1. Entire rental unit
  2. Freeville
Red Barn Retreat
  1. Entire guest suite
  2. Brooktondale
MODERN Country Retreat! 15min to Ithaca & hiking
  1. Entire residential home
  2. Marathon
Quiet 4 bedroom/2 bath house. Private entrance
SUPERHOST
  1. Earth house
  2. Dryden
Tiny house at the homestead
SUPERHOST
  1. Tiny house
  2. Willseyville
Cool Tiny House Beside Babbling Brook on 14 Acres
SUPERHOST
  1. Private room
  2. Richford
RM 1-30 MINS TO CORTLAND, ITHACA & BINGHAMTON, NY!
SUPERHOST
  1. Entire loft
  2. Brooktondale
The 'Peacock's Perch' at Scottland Yard farm
SUPERHOST
  1. Tiny house
  2. Freeville
Tiny House Retreat Cabin
SUPERHOST
  1. Farm stay
  2. Dryden
Maryhill Farm - Large Private Wing of House.
SUPERHOST
  1. Private room
  2. Owego
Bedroom 2 at Hilltop Farm Retreat
SUPERHOST
  1. Entire cabin
  2. Freeville
Beautiful Cabin in Finger Lakes, NY
SUPERHOST
  1. Entire cabin
  2. Berkshire
"Sled Shack", secluded cabin in woods.