Vacation Rentals 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...

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!

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...

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

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.

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.

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...

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 and spacious Lenox Colonial offers pastoral beauty and tranquility with gorgeous mountain views on 4+ acres. Large open deck and screened porch overlook...

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

Rolling Hills is a beautifully landscaped condo community in the heart of the Berkshires, just four miles from Tanglewood, the famous summer home of the Boston...

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...

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

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...

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...

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.

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.