Looking for Berkshires rentals? Narrow down your search by destination: Becket apartments, Great Barrington condos, Lee condos, Lenox rentals, and Stockbridge houses!

You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel Apply Filters
  1.  >
  2.  >
  3.  >
  4.  >
  5.  >
  6.  >

Cheshire: Houses, Farmhouses & More(5)

sort by HomeAway Sort
Charming Berkshires lakefront house near Jiminy Peak with beautiful views
    3 Bedrooms,
  • 1 Bathroom
    • , Sleeps 6
$200 - $225
per night

Charming Berkshires lakefront house near Jiminy Peak with beautiful views

2 night Minimum Stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
  1. Jiminy Peak >
  2. Cheshire House
#122780
    (12)
    One-of-a-Kind Berkshire Historic Barn Home & Rustic Cabin
      4 Bedrooms,
    • 1 Bathroom
      • , Sleeps 9

    One-of-a-Kind Berkshire Historic Barn Home & Rustic Cabin

    • 4 BR,
    • 1 BA,
    • Sleeps 9
    1. Jiminy Peak >
    2. Cheshire Farmhouse
    #346642vb
      (13)
      Beautiful Log Home Nestled in the Berkshires
        3 Bedrooms, Sleeps 8

      Beautiful Log Home Nestled in the Berkshires

      • 3 BR,
      • Sleeps 8
      1. Jiminy Peak >
      2. Cheshire House
      #322285vb
        (9)
        Berkshire All Season Getaway with Lakefront Property
          3 Bedrooms, Sleeps 6

        Berkshire All Season Getaway with Lakefront Property

        • 3 BR,
        • Sleeps 6
        1. Jiminy Peak >
        2. Cheshire House
        #191742vb
          (21)
          Charming Cozy and Private Cottage
            1 Bedrooms,
          • 1 Bathroom
            • , Sleeps 2
          $125 - $135
          per night

          Charming Cozy and Private Cottage

          2 night Minimum Stay
          • 1 BR,
          • 1 BA,
          • Sleeps 2
          1. Jiminy Peak >
          2. Cheshire Cottage
          #463468vb
            Advertisement