Updating...
Relevance
Price: low to high
Price: high to low
Number of reviews
“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
$228
Responds fast! avg. 3 hours 17 minutes
Price per night from
$285
Price per night from
$570
Price per night from
$513
Great rentals within 20 miles that match your search
Price per night from
$171
Price per night from
$2,850
Beautifully decorated & immaculate log chalet
Hillsdale log cabin
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 39 minutes
Price per night from
$228
“Great winter getaway spot” My girlfriend and I spent new years at this awesome cabin tucked away in Becket, ma. It was quiet, clean, spacious and just about everything we could have asked for. The property was great, there was lots to do in nearby areas and we had a great time spending nights by the wood stove watching movies on their entertainment setup. I'd definitely recommend it for anyone looking to get out of the city for a few days to just relax and do something different!
Price per night from
$170
Price per night from
$719
Price per night from
$855
Price per night from
$204
Total Privacy! Tanglewood Retreat With Berkshire Views!
Hillsdale house
5 bedrooms / 5 bathrooms / sleeps 14
Price per night from
$1,140
Berkshires Spacious Comfortable Charming Farmhouse
Lee apartment
3 bedrooms / 2 bathrooms / sleeps 8
“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
$371
“rest,relax,recharge” It's a Beautiful home that has all the modern conveniences. It's quiet, quaint and had just what I needed to get away from it all. I enjoyed morning coffee on the back deck among the trees and afternoon walks in the woods. A perfect place to recharge.
Price per night from
$485
“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.
Responds fast! avg. 47 minutes
Price per night from
$297
Price per night from
$314
Price per night from
$428
Responds fast! avg. 1 hour 42 minutes
Price per night from
$855
Responds fast! avg. 3 hours 28 minutes
Price per night from
$257
Price per night from
$152
Newly Renovated Colonial on the River! Sleeps 5-6
Stockbridge house
3 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$325
Price per night from
$261
Responds fast! avg. 1 hour 10 minutes
Price per night from
$570
Price per night from
$171
Responds fast! avg. 3 hours 0 minutes
Price per night from
$163
Price per night from
$1,025
Price per night from
$280
Price per night from
$679
Price per night from
$259
One of the Finest Homes and Best location in the Berkshires
Stockbridge house
4 bedrooms / 3 bathrooms / sleeps 10
Price per night from
$798
Gem of the Berkshires, walk to downtown & lake.
Great Barrington house
5 bedrooms / 4 bathrooms / sleeps 12
“Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are beautiful. Thank you!
Price per night from
$342
Lakefront Berkshires Ski/Summer House, Great Views
Great Barrington house
4 bedrooms / 2 bathrooms / sleeps 10
Price per night from
$261
Viewing 38 of 57
rentals in Lenox
Top Destination reviews
Also consider
- Stockbridge 7 properties
- Hancock 6 properties
- Lee 6 properties
- Great Barrington 5 properties
- Cape Cod 1,426 properties
- Martha's Vineyard 283 properties
- Berkshires 48 properties
- Nantucket 36 properties
- Cape Ann 28 properties
- Brookline 18 properties
- Silver Beach 12 properties
- Cambridge 11 properties
- Boston 10 properties
- Newburyport 9 properties
- Salem 7 properties
- Marlborough 7 properties
- Plymouth 6 properties
- Revere 6 properties
- Marblehead 5 properties
- Hampshire County 5 properties
- Beverly 5 properties
- Texas 5,754 properties
- South Carolina 5,355 properties
- Utah 2,571 properties
- Massachusetts 2,026 properties
- Virginia 1,062 properties
- Michigan 629 properties
- Wisconsin 552 properties
- Ohio 484 properties
- Montana 476 properties
- New Hampshire 388 properties
- Arkansas 300 properties