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Holiday rentals in Berkshire

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Top-rated holiday rentals in Berkshire

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

Private Scenic Retreat
SUPERHOST
Entire house · 5 guests · 2 beds · 1 bathroom

Private Scenic RetreatThe 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!

Tiny, romantic, timber frame
SUPERHOST
Entire cottage · 4 guests · 2 beds · 1.5 bathrooms

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!

A-frame Retreat, Get away without getting far away
SUPERHOST
Entire cabin · 6 guests · 3 beds · 2 bathrooms

A-frame Retreat, Get away without getting far awayDreamy 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

Holiday rentals for every style

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Popular amenities for Berkshire holiday rentals

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

Other great holiday rentals in Berkshire

  1. Entire place
  2. Dryden
Hoppy Land - A Converted Hunting Camp
SUPERHOST
  1. Entire flat
  2. Ithaca
Your tranquil retreat
SUPERHOST
  1. Campervan/Motorhome
  2. Marathon
#2 Private camper, Cortland County, peaceful farm.
  1. Entire flat
  2. Ithaca
Peaceful & Pretty 2 BR Apartment in Ithaca Home
SUPERHOST
  1. Entire cottage
  2. Freeville
Country Retreat near Ithaca
SUPERHOST
  1. Entire cabin
  2. Lisle
Private Cabin and Pond Property
SUPERHOST
  1. Entire guest suite
  2. Brooktondale
MODERN Country Retreat! 6 miles to Ithaca & hiking
  1. Entire townhouse
  2. Brooktondale
Private Home w/ Fast Wifi in Tiny House Community
SUPERHOST
  1. Farm stay
  2. Brooktondale
Scottland Yard farm's adorable wee Hobbit House!
SUPERHOST
  1. Entire cabin
  2. Berkshire
"Sled Shack", secluded cabin in woods.
SUPERHOST
  1. Entire house
  2. Brooktondale
The Homestead-One of Ithaca's Best!
SUPERHOST
  1. Entire house
  2. Ithaca
The Foxhole in Ellis Hollow

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