Updating...
Price per night from
$721
Price per night from
$286
Great rentals within 20 miles that match your search
Price per night from
$326
Price per night from
$262
“lovely stay” The house is comfortable, clean, and convenient to Lenox, Stockbridge, and the rest of the Berkshires. Traffic from the street can be a bit loud at times, but it quiets down at night.
Price per night from
$372
“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.
Price per night from
$298
Price per night from
$429
Price per night from
$2,859
“Great Location In Lenox” My family, friends, & I had a wonderful 2 weeks at Gartner House. It is within easy walking distance of nice shops, terrific restaurants, & a friendly library. Not far are Chesterwood, Tanglewood, Jacob's Pillow, Mass MoCa, Norman Rockwell, & a great, newly renovated Beshire Museum in Pittsfield.
Price per night from
$229
New Timberframe House Rental in the Berkshire Mountains, Masschusetts
Hinsdale house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$218
Price per night from
$858
Price per night from
$152
Price per night from
$172
Price per night from
$196
Price per night from
$1,028
Price per night from
$260
Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!
Old Chatham villa
- 9 bedrooms
- 5 bathrooms
- sleeps 16
Price per night from
$1,373
Price per night from
$115
Price per night from
$98
Gorgeous Newly Renovated Victorian with an Amazing treehouse and playground
Troy house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$315
Price per night from
$681
Holiday Inn Club Vacations Oak N' Spruce 2BR Suite SATURDAY Check-Ins
South Lee condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$70
Holiday Inn Club Vacations Oak N' Spruce 2br suite Friday check-ins
South Lee condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$80
Price per night from
$172
One of the Finest Homes and Best location in the Berkshires
Stockbridge house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$801