$9,180
Available: Right Now
Listed: 05/05/2024
Stockbridge, MA
Enjoy stylish and casual comfort in the perfect location to experience everything the Berkshires have to offer from this renovated 1880 Stockbridge beauty. It's hard to believe this very private, 3000+ sf, 4 bedroom, 3 and a half bath home is a strol...
$7,350
Available: Right Now
Listed: 05/05/2024
Lenox, MA
Huge 3 bedroom 2 bath designer house sitting on 2 acres land in Lenox.Three hours from NYC and two from Boston. All museums and theaters are nearby (40 min to Clark or MassMoca), best restaurants and grocery shopping are within 5 min drive, 5 min...
$11,160
Available: Right Now
Listed: 06/05/2024
Washington, MA
The house is a newly constructed cruck timber frame designed by Jack Soban made from naturally treated local pine with cherry wood bracings, wide plank floors, georgeous craft mans work with an open floor plan and finished basement. There are 4 Bedro...
$13,710
Available: Right Now
Listed: 05/05/2024
Lee, MA
My home is a sweet, cozy, private, and very clean farmhouse style Cape in the safe, very quiet and sweet neighborhood of Abbey Court in the foothills of October Mountain in the beautiful Berkshire Town of Lee closely bordering Lenox. Actually just a ...
$8,250
Available: Right Now
Listed: 04/05/2024
Stockbridge, MA
This 3 bedroom, 1 bathroom home of 1000 square feet with an additional 200 square foot screened in porch with a table for outdoor dining and lounge furniture. It is located in the prized, private, lakefront community of Beachwood in Stockbridge, MA. ...
$25,500
Available: Right Now
Listed: 04/05/2024
Stockbridge, MA
The Front 5 Bedroom Norman Rockwell Feel Home offers a Living Room, Den, Fully Stocked Kitchen, lovely screened porch & outside gas grill on the main level. Upstairs are 5 bedrooms - Two Queen Bedrooms & One Full Bedroom share a large hallway bathroo...
$7,170
Available: Right Now
Listed: 06/05/2024
Lee, MA
Country CharmerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Providing the perfect family-friendly getaway, this large home boasts enough room for every...
$14,970
Available: Right Now
Listed: 05/05/2024
Lee, MA
Summary:Private home offering relaxation with a beautiful property. This cozy home will give you the comfort you need during tough times.The Space:Beautiful home that located between Lenox and Stockbridge. Minutes from Downtown Lee, Sto...
$6,360
Available: Right Now
Listed: 05/05/2024
Stockbridge, MA
Summary:Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces in the l...
$7,890
Available: Right Now
Listed: 06/05/2024
Lee, MA
Nestled on an expansive and well-manicured 0.46-acre lot, this pet-friendly, 4-bedroom home presents a tantalizing mix of comfort and adventure. An effortless 6-10 minute walk places you in downtown Lee. The property offers a private backyard ripe fo...
$10,590
Available: Right Now
Listed: 06/05/2024
Lee, MA
Enjoy all the Berkshires has to offer from this charming3BR/2BAhome-base in Lenox. Drive 5 minutes to downtown Lenox & 8 minutes to Tanglewood. Go for a hike at nearby October Mountain, Pleasant Valley or Tyringham Cobble. Kick off your shoes and rel...
$6,090
Available: Right Now
Listed: 05/05/2024
Lenox, MA
This beautifully furnished, well-located Lenox home has a brand new kitchen ! Central Air Conditioning, a King bed in both the Master bedroom and one of the guest rooms. 2 twin beds in the third bedroom. All linens and towels provided. They are 100% ...
$19,290
Available: Right Now
Listed: 04/05/2024
Lee, MA
*******Perfect Home for 1 to 12 People*******5 BR's with 2 King Beds + 2 Queen Beds + 4 Twin BedsFabulous 3800 sq. ft. Lee home in a private lake community, in the welcoming Berkshires. Situated on 4 wooded acres on a quiet country road, priv...
$21,600
Available: Right Now
Listed: 04/05/2024
Lenox, MA
If you want to feel like you're truly away, but still have access to a great lifestyle, this is the rental for you! Stay in a charming, comfortable, renovated duplex house in a beloved Summer, Fall and Winter community just steps away from tony and c...
$9,360
Available: Right Now
Listed: 06/05/2024
Lee, MA, 01260
This is the perfect villa for your group! Enjoy an awesome location and access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course when you stay in our villa! Locat...
$8,970
Available: Right Now
Listed: 04/05/2024
Stockbridge, MA
Bright, charming, perfect summer vacation home built in 1832 in Norman Rockwell's Stockbridge. Two outside decks, fire pit, inside porch with skylights, 3-4 bedrooms. Pet friendly, good air conditioning, hardwood floors in bedrooms. Easy walking ...
$11,280
Available: Right Now
Listed: 06/05/2024
Lee, MA
Summary:Our quiet, peaceful and nestled in the woods, is a meticulously updated modern retreat offers the quiet comfort of a home away from home. Only 5 minutes from town and in the heart of the Berkshires, this cozy cabin is a perfect escape fro...
$16,830
Available: Right Now
Listed: 06/05/2024
Lee, MA
Open and bright retreat in beautiful setting with privacy and lake views. Centrally located between Lenox and Stockbridge, this property boasts quick, easy access to popular Berkshire attractions, including: Tanglewood, Theaters, Museums, Spas, Resta...
$18,450
Available: Right Now
Listed: 05/05/2024
Stockbridge, MA
This gorgeous farmhouse has four bedrooms each with a private full bathroom. Each bedroom has a queen size bed, sitting chair and closet or armoire .There is a fully stocked kitchen, living room with fireplace and dining room that seats 8 people. Thr...
$19,680
Available: Right Now
Listed: 04/05/2024
Lee, MA
Historic, elegant, recently renovated estate on 7 acres. BBQ grills outdoors. Near Jacob's Pillow Dance Festival, BSO Tanglewood Music Festival, Kripalu Center for Yoga & Health, town of Stockbridge MA, The Red Lion Inn, Canyon Ranch, histori...
$6,750
Available: Right Now
Listed: 06/05/2024
Lee, MA
Welcome to our beautiful Berkshire's retreat, a spacious home where families and friends can gather and each bedroom has its own bathroom. Perfect for some quality time. Lee, "The Gateway to the Berkshires." Known for small-town charm, historic b...
$45,000
Available: Right Now
Listed: 06/05/2024
Lenox, MA
Just steps to Tanglewood Main Gate and Kripalu from this dramatic three-story shingle style contemporary with five bedrooms and five and a half baths. The six hundred square foot great room has a soaring ceiling, fireplace, interior balcony, and mult...