Vacation Rentals in Lenox

Hubbard House is our lovely 7 room, fully furnished Victorian home in Lenox. It is a short walk to Village library, shops and restaurants, only 2 miles from...

This well-located home has a cathedral ceiling in the large living and dining room, a fireplace, Baby Grand Piano, and Central Air.

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...

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...

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...

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...

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...

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...

Comfortable ranch on outskirts of Lenox, Mass. Fully furnished, with full-size kitchen, two upstairs bedrooms and study, family room with futons downstairs.

Simply walk out your front door into the center of Lenox village from this renovated historic home to great restaurants, shops and renowned cultural events.

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.

Lovely 3 BR home in pretty wooded setting in charming neighborhood. Spill over sleeping capacity in office. Wrap around porch great for early morning coffee!

Rent this newly redecorated Tudor style home in a park like 12 acre setting which includes an in-ground pool and fenced yard.

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.

Two bedroom, two bathroom condominium in a recently renovated two family house located in one of Lenox’s most convenient and quiet neighborhoods.

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...

Lovely modern 2 bdrm. split level with deck overlooking private ½ acre. Downstairs: bedroom, living room w/cable TV, full bath.

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...

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