Vacation Rentals in Lenox

This is a beautiful, fresh and clean house - just redone! Sleeps 8. Four bedrooms, two bathrooms. So close to Tanglewood you can almost hear the music. Brand new...

Charming Lenox home. Come spend your time at this wonderful home, with patio and fenced in backyard. A short stroll to down town Lenox, yet just minutes to so many...

Quaint New England Cottage, secluded but close to town. It's a 5 minute walk into Historic Lenox. The house is completely updated, with remodeled bath, and a...

Less than 1/10th mile walk to the historic Lenox center. Nestled deep into the woods off a quiet road on two acres of private land with babbling brook.

Newly renovated large sunny second floor 4 room, 2 bedroom. apartment in historic building with new kitchen and bath. Hardwood floors, new all stainless steel...

Josiah Loomis, when he owned this property in the early 1800's, could never have imagined what it would look like 200 years later.

This is a spacious, classic modern 3 bedroom, 2 bath home. It is in excellent condition with plenty of comforts and convenient to all Berkshire attractions.

Close to Tanglewood, Shakespeare & Co., Canyon Ranch, Cranwell Golf Resort and Spa, Rockwell Museum, Eastover Resort, Jabobs Pillow and Chesterwood.

Lovely Colonial in quiet neighborhood offers peace and tranquility yet just over one mile to center of town. Huge renovated island kitchen with six-burner cook-top...

Interior designer's own home is decorated with a mix of antiques and custom furnishings. We are situated at the end of a quiet dead end street, a 3 minute walk from...

Set on more than thirty acres in the heart of Lenox, this gilded-age estate is available for exclusive use on an extended basis for your private use.

Beautiful, elegant and comfortable home on large property, less than 2 miles to Tanglewood's main gate and walking distance to the shops and restaurants in Lenox...

For more info/photos, go to our website listed below. One month minimum rental July/Aug. On a private, dead-end road this lake front summer cottage is the perfect...

Centrally located in Lenox; the 'Heart of the Berkshires'. Private off-street parking, Lovely acre back yard, Covered patio entrance, light cooking, fully...

3rd floor beautiful condo with spectacular views. Nice balcony to see the beautiful Berkshire mountains and beyond. Fully equipped kitchen with stainless steel...

This 5 bedroom, 4.5 bath home on 4+ acres is a very cozy and comfortable retreat to enjoy the Berkshires all year round. A wonderful first floor master suite w/full...

Beautiful Lenox farmhouse on 2 park like acres with hot tub off of deck. Inviting, clean and comfortable home in private setting.

A Lovely duplex on top of a hill, surrounded by large, old maple and pine trees and gardens. One mile from Tanglewood, and a pleasant walk to the center of Historic...

This charming home is located in Lenox, Massachusetts in the heart of the Berkshires with the October Mountain State Forest literally in its back yard, and Roaring...

Gilded Age heir, Courtland Field Bishop, built this original Berkshire Cottage to escape the pressures of the city and enjoy the pastoral beauty and tranquility of...