Skip to content

Holiday rentals in Windsor Jambs

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor Jambs

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

Cozy Cottage in the Berkshires
Entire cottage · 4 guests · 3 beds · 1 bathroom

Cozy Cottage in the BerkshiresCome and enjoy our "happy place" year round! Our cozy, neat as a pin, cottage is located in the beautiful Berkshires with gorgeous lake views and beach access. Formerly listed on HomeAway, this cottage has an excellent reputation. Summer, fall, winter or spring, the cottage is welcoming you, complete with gift basket awaiting your arrival! Enjoy the spacious deck all day long from your first cup of coffee until your last bite of dessert. Less than 1 min walk to the waterfront.

Get-a-way in the woods
Entire cabin · 4 guests · 2 beds · 1 bathroom

Get-a-way in the woodsA newly remodeled quiet cabin in the woods. Close to Berkshire East, Shelburne Falls, Zoar Outdoor and the Deerfield river. Head out to play or sit under the fan and read your book on a nice screened in porch. Two bedrooms with double beds, full kitchen and full bath. Cabin sits on 5 acres of woods. A gem for the skiing and fishing enthusiasts alike.

Windsor Pond spacious get-away cottage
Entire cottage · 8 guests · 4 beds · 1 bathroom

Windsor Pond spacious get-away cottageI first would want all to know that this cottage is not winterized & is shut down til June 2020. I'm ready to take reservations for next year.... The cottage is quite large. We have a large indoor porch surrounded by large windows, a table that turns into snooker or some fun poker.. Many different chairs and a couch for relaxation or loads of fun.. also a outside porch with picnic table. Large dining room table for eats or board games. Direct tv is available. washer and dryer.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Windsor Jambs holiday rentals

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

Other great holiday rentals in Windsor Jambs

  1. Entire flat
  2. Plainfield
Sunny, light filled loft in 1873 Colonial
₹7,656 per night
  1. Entire flat
  2. North Adams
Guest Apt. Near MCLA & MASS MoCA
₹8,111 per night
  1. Entire flat
  2. Cummington
Upstairs at Deer Hill House
₹7,486 per night
  1. Yurt
  2. Hawley
Yurt and Camper glamping on an organic farm!
₹7,412 per night
  1. Campervan/Motorhome
  2. Cummington
Cozy Private Tiny House Trailer
₹3,335 per night
  1. Entire guest suite
  2. Adams
Private Suite in Center of Adams
₹9,265 per night
  1. Entire flat
  2. North Adams
Chase Hill Estate: Private Hideaway Small Mansion
₹8,958 per night
  1. Entire cabin
  2. Savoy
The Camp - 20 Minutes to Berkshire East!
₹7,338 per night
  1. Entire house
  2. North Adams
Entire Townhome in Historic Area-Walk to MassMoCA
₹9,339 per night
  1. Entire house
  2. Huntington
Private house on the River
₹10,748 per night
  1. Tent
  2. Worthington
Cozy Hilltop Bell Tent on Picturesque Farm
₹9,900 per night
  1. Entire chalet
  2. Cummington
Berkshire A-Frame Chalet!
₹11,118 per night

Nearby destinations