Spectacular Berkshire Retreat On Private Lake
apartment, Lee
This Berkshire holiday home boasts a tranquil setting on 36 private acres, including a 2.5-acre private lake, less than 8km from Stockbridge and Lee, and under 16km from Lenox, offering easy access to Tanglewood, Shakespeare & Company, and the Norman Rockwell Museum.
The 2500 sq ft property features three bedrooms, three bathrooms, sleeping up to eight guests, and includes a fully equipped kitchen, hot tub, fire pit, and extensive grounds perfect for hiking, sledding, and other outdoor pursuits.
The 2500 sq ft property features three bedrooms, three bathrooms, sleeping up to eight guests, and includes a fully equipped kitchen, hot tub, fire pit, and extensive grounds perfect for hiking, sledding, and other outdoor pursuits.
Heart Of Lenox!! - Renovated Downtown Apartment
apartment, Lenox
This renovated two-bedroom flat is situated in the centre of Lenox, just a short walk from the town's attractions and a few kilometres from the historic Red Lion Inn in Stockbridge and the Norman Rockwell Museum. This property has received excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms, accommodating up to six guests. It is equipped with a modern kitchen, air conditioning, parking, internet access and allows pets.
The apartment has two bedrooms, accommodating up to six guests. It is equipped with a modern kitchen, air conditioning, parking, internet access and allows pets.
The Belden House - Walk To Tanglewood !
apartment, Lenox
This historic 1881 country estate in Lenox, situated on 15 acres, is located on a tranquil hilltop, within walking distance of Tanglewood and a few kilometres from downtown Lenox and Stockbridge Bowl.
This expansive 353 square metre residence offers six bedrooms, accommodating up to ten guests, and features a chef's kitchen, formal dining room, double parlor living rooms, a music room with a Steinway grand piano, a yoga and meditation room, and a dedicated home office, all with central air conditioning and Wi-Fi.
This expansive 353 square metre residence offers six bedrooms, accommodating up to ten guests, and features a chef's kitchen, formal dining room, double parlor living rooms, a music room with a Steinway grand piano, a yoga and meditation room, and a dedicated home office, all with central air conditioning and Wi-Fi.
Condo ∙ 1 Bedroom ∙ 4 Guests
apartment, Lenox
This Lenox, Massachusetts apartment, situated in the Ponds at Foxhollow, is conveniently located 7km from Tanglewood, 11.6km from the Norman Rockwell Museum, and 4.6km from Edith Wharton's The Mount.
The self-catering condo offers one bedroom, two bathrooms, sleeps four guests, and features a fully equipped kitchen, private deck with pond views, indoor/outdoor pools, a fitness centre, sauna, and free Wi-Fi.
The self-catering condo offers one bedroom, two bathrooms, sleeps four guests, and features a fully equipped kitchen, private deck with pond views, indoor/outdoor pools, a fitness centre, sauna, and free Wi-Fi.
Hike, Fish & Ski: Riverside Barn Loft In Lee
apartment, Lee
This South Lee studio flat is situated in a Grade II listed 1815 barn directly on the Appalachian Trail, offering mountain and river views and proximity to Goose Pond Reservation and October Mountain State Forest (9.6 kilometres), as well as Stockbridge (3.2 kilometres) and downtown Lee (4.8 kilometres).
The 84 square metre studio loft accommodates up to four guests with a king bed and futon, a kitchenette, a laptop-friendly workspace, air conditioning, Wi-Fi, and a covered porch, with parking and pets allowed for an additional fee.
The 84 square metre studio loft accommodates up to four guests with a king bed and futon, a kitchenette, a laptop-friendly workspace, air conditioning, Wi-Fi, and a covered porch, with parking and pets allowed for an additional fee.
Pond House At Middle Way Farm Sunset Views
apartment, Lee
This renovated cottage, located in the Berkshires, is a short drive from Lee, Lenox, Stockbridge, Tanglewood, Jacob's Pillow, Kripalu, and The Mount.
This 3-bedroom, 2-bathroom property accommodates up to 4 guests and offers a private 20-acre estate with a pond, gardens, meditation cabin, outdoor soaking tub, and a fire circle, all fully renovated in 2026 with a new kitchen and in-unit laundry.
This 3-bedroom, 2-bathroom property accommodates up to 4 guests and offers a private 20-acre estate with a pond, gardens, meditation cabin, outdoor soaking tub, and a fire circle, all fully renovated in 2026 with a new kitchen and in-unit laundry.
Tranquil Lakeside Escape In The Berkshires
apartment, Lee
This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short drive (around 10 kilometres) from Lenox and the Tanglewood Music Center. The surrounding area is known for its picturesque scenery, offering stunning views of a pond and the Berkshire mountains.
The apartment has a master bedroom with a king-sized bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, a living space with a double sleeper sofa, and a loft sitting room, comfortably accommodating up to six guests. Guests have access to a wide range of amenities, including swimming pools, a hot tub, a sauna, an exercise room, a library, and a business centre, as well as outdoor activities such as tennis courts, a putting green, and hiking trails.
The apartment has a master bedroom with a king-sized bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, a living space with a double sleeper sofa, and a loft sitting room, comfortably accommodating up to six guests. Guests have access to a wide range of amenities, including swimming pools, a hot tub, a sauna, an exercise room, a library, and a business centre, as well as outdoor activities such as tennis courts, a putting green, and hiking trails.
Goose Pond Landings | Private Dock Kayaks
apartment, Tyringham
This Lee, Massachusetts holiday home, situated on Goose Pond, is approximately 24km from Tanglewood and a short drive from the Lee Outlets.
The three-bedroom, three-bathroom property offers a lakefront location with kayaks, screened porch, family-friendly garden, parking, and a fully equipped kitchen including fridge, microwave, and dishwasher; sleeping up to six guests.
The three-bedroom, three-bathroom property offers a lakefront location with kayaks, screened porch, family-friendly garden, parking, and a fully equipped kitchen including fridge, microwave, and dishwasher; sleeping up to six guests.
Charming 19th Century Farmhouse
apartment, Lee
This apartment is located in Lee, Massachusetts, just a short drive from cultural attractions such as Tanglewood, Jacob's Pillow, and the Clark Art Institute. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The property offers three bedrooms and two bathrooms, comfortably accommodating up to five guests. The apartment features a fully equipped kitchen, a private garden with a deck and grill, and access to a dog run for pet owners.
Perfect Vacation Getaway In The Berkshires
apartment, Lenox
This apartment is located less than 3km from Lenox town centre, close to the Miraval and Canyon Ranch spas, offering easy access to restaurants, shops and attractions. It has received excellent ratings for location, cleanliness and user experience.
The apartment has 4 bedrooms, making it suitable for families or groups of up to 10 guests. It includes a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, a garden, parking, and a basement sitting room.
The apartment has 4 bedrooms, making it suitable for families or groups of up to 10 guests. It includes a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, a garden, parking, and a basement sitting room.
Berkshire 4 Bed Historic Farmhouse Of Sir Kitson
apartment, Tyringham
This Early American Colonial farmhouse, situated on a 4-acre estate within the Santarella Estate in the Berkshires, Western Massachusetts, offers easy access to local lakes and hiking trails.
Sleeping up to nine guests, this Tyringham property boasts four bedrooms (one en-suite), two bathrooms, a renovated kitchen with modern appliances, a stone fireplace, a games room, and lovely grounds including gardens, a lily pond, and a fire pit; pet approval may be possible upon request.
Sleeping up to nine guests, this Tyringham property boasts four bedrooms (one en-suite), two bathrooms, a renovated kitchen with modern appliances, a stone fireplace, a games room, and lovely grounds including gardens, a lily pond, and a fire pit; pet approval may be possible upon request.
Lenox Cottage
apartment, Lenox
This two-bedroom cottage is situated just 1.4 kilometres from the Tanglewood music venue and 2.4 kilometres from the Kripalu Centre for Yoga and Health, placing it within easy reach of Lenox's cultural highlights. The property offers a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as a garden, parking and air conditioning for a comfortable stay.
