Lakeside Retreat | Dock, Kayaks & Fire Pit
apartment, Becket
This lakeside chalet rental in Becket, Massachusetts, is located near Long Bow Lake, five minutes from Jacob's Pillow Dance Festival, 25 minutes from Tanglewood, and 30 minutes from Butternut Ski Area.
The three-bedroom, two-bathroom home offers guests a private dock, kayaks, a deck with a grill, a breakfast/work nook, and a ping pong table, comfortably accommodating up to six people.
The three-bedroom, two-bathroom home offers guests a private dock, kayaks, a deck with a grill, a breakfast/work nook, and a ping pong table, comfortably accommodating up to six people.
5-bedroom Lake Home House In Peaceful Monterey. Pet Friendly. Fenced In Yard
apartment, Monterey
This five-bedroom house in Monterey offers proximity to the Bidwell House Museum and the Great Barrington Historical Society & Museum, with Otis Ridge and Les Trois Emme Winery also nearby.
This spacious rental accommodates up to 10 guests with one king, three queen, and two twin beds, featuring two bathrooms with tubs and showers, air conditioning, and a fenced yard for pets.
This spacious rental accommodates up to 10 guests with one king, three queen, and two twin beds, featuring two bathrooms with tubs and showers, air conditioning, and a fenced yard for pets.
Cozy River Spot In A Quaint New England Village
apartment, New Marlborough
This New Marlborough house is located a 5-minute walk from the New Marlborough Town Library and New Marlborough Town Hall, and a 2-minute drive from Questing Hiking Trail and Suter Farm.
This 4-bedroom, 2-bathroom vacation rental accommodates up to 6 guests and offers Wi-Fi, a fire pit, laundry facilities, and proximity to Umpachene Falls Park and Mahaiwe Performing Arts Center.
This 4-bedroom, 2-bathroom vacation rental accommodates up to 6 guests and offers Wi-Fi, a fire pit, laundry facilities, and proximity to Umpachene Falls Park and Mahaiwe Performing Arts Center.
Sky Light Lighthouse Unique Getaway In Berkshires
apartment, New Marlborough
This unique lighthouse-inspired dwelling is located in the woods of New Marlborough, a short walk from the Joffe Nature Sanctuary and Umpachene Falls. The apartment has received excellent ratings for location, cleanliness, and user experience.
This charming rental sleeps two guests and features a modern kitchen, a garden, and parking. Enjoy the expansive lawn, screened porch, and decks while taking advantage of nearby hiking trails, the Joffe Nature Sanctuary, and Umpachene Falls.
This charming rental sleeps two guests and features a modern kitchen, a garden, and parking. Enjoy the expansive lawn, screened porch, and decks while taking advantage of nearby hiking trails, the Joffe Nature Sanctuary, and Umpachene Falls.
Elegant Berkshire All Season Home
apartment, Sheffield
This Berkshire house is located in Sheffield, Massachusetts, a short drive from Lee Outlet Mall, Historic Stockbridge, and Great Barrington, making it a perfect base for exploring the Berkshires. The apartment has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom, 2-bathroom home comfortably sleeps 7+ guests and features a luxurious master suite with a steam shower and soaking tub. Enjoy cozy evenings by the fireplace in the great room and library, prepare meals in the gourmet kitchen, and relax in the formal dining room. The apartment also offers amenities like air conditioning, parking, internet access, and is pet-friendly, making it a great option for families or groups looking for a comfortable and convenient stay.
This 3-bedroom, 2-bathroom home comfortably sleeps 7+ guests and features a luxurious master suite with a steam shower and soaking tub. Enjoy cozy evenings by the fireplace in the great room and library, prepare meals in the gourmet kitchen, and relax in the formal dining room. The apartment also offers amenities like air conditioning, parking, internet access, and is pet-friendly, making it a great option for families or groups looking for a comfortable and convenient stay.
Sailor & Queen: Artist-inspired Berkshire Home
apartment, Otis
This garden-level suite in Otis offers a secluded retreat within a tranquil, tree-lined area of the Berkshires, providing a natural setting ideal for relaxation. This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a full kitchen, internet, garden access, and parking, blending comfort with artistic design for a peaceful Berkshires experience.
The Golden Getaway
apartment, Otis
This lakefront apartment offers direct access to Otis Reservoir in The Berkshires, Massachusetts, with stunning mountain views and a private dock for watercraft.
This family-friendly rental sleeps six, featuring two bedrooms, convertible twin beds, a full kitchen, a fire pit, kayaks, and complimentary WiFi, all within a 5-6 vehicle capacity driveway.
This family-friendly rental sleeps six, featuring two bedrooms, convertible twin beds, a full kitchen, a fire pit, kayaks, and complimentary WiFi, all within a 5-6 vehicle capacity driveway.
Steepletop - Nature Lovers Paradise With Rec Room
apartment, New Marlborough
Steepletop Lodge is a woodland retreat located in New Marlborough, Massachusetts, a short drive from the Berkshires and close to scenic hiking trails and charming towns. The lodge has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The lodge has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities, including a full kitchen, a screened porch with a fireplace, a fitness area, a dedicated workspace, and a laundry room, ensuring a comfortable and enjoyable stay.
The lodge has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities, including a full kitchen, a screened porch with a fireplace, a fitness area, a dedicated workspace, and a laundry room, ensuring a comfortable and enjoyable stay.
Beautiful Lake Retreat
apartment, Monterey
This Monterey-area chalet, located in the Berkshires, offers easy access to numerous attractions including restaurants, hiking trails, and art galleries, though precise distances are unspecified.
The 3-bedroom, 2-bathroom house sleeps eight with a queen-size pull-out bed, a dedicated bunk room, a chef's kitchen, a Jacuzzi, and a fitness center, providing ample space for relaxation and entertainment.
The 3-bedroom, 2-bathroom house sleeps eight with a queen-size pull-out bed, a dedicated bunk room, a chef's kitchen, a Jacuzzi, and a fitness center, providing ample space for relaxation and entertainment.
Lake Garfield: New Summer Dates Open!
apartment, Monterey
This lakefront apartment is located near Lake Garfield, just a short drive from Butternut and Great Barrington. It boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. The three-bedroom home comfortably sleeps up to six guests and features a large screened-in porch with lake views, a fully equipped kitchen with high-end appliances, and a private dock for swimming, paddleboarding, kayaking, and more.
Enjoy the beautiful scenery and the many amenities, including a gas fireplace, outdoor fire pit, central air conditioning, and high-speed internet.
Enjoy the beautiful scenery and the many amenities, including a gas fireplace, outdoor fire pit, central air conditioning, and high-speed internet.
Imagine Garden. All Year Round Berkshire Home
apartment, Sandisfield
This Sandisfield home is located just 9-10 miles from Great Barrington, Lee, and Lenox, making it a convenient base for exploring the Berkshires. The property has earned excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom, 2-bathroom house comfortably sleeps 6 guests. The home features a modern design with a fully equipped kitchen, air conditioning, a private garden, and access to a fitness center. Enjoy a peaceful retreat with privacy and seclusion, while being close to local attractions, outdoor activities, and family-friendly amenities.
This 3-bedroom, 2-bathroom house comfortably sleeps 6 guests. The home features a modern design with a fully equipped kitchen, air conditioning, a private garden, and access to a fitness center. Enjoy a peaceful retreat with privacy and seclusion, while being close to local attractions, outdoor activities, and family-friendly amenities.
Hilltop Escape With Views & Hot Tub
house, New Marlborough
This hilltop house in New Marlborough offers expansive views and is located 10 miles from Great Falls and the Canaan Village Historic District, with Haystack Mountain State Park 11 miles away and the Norman Rockwell Museum and Tanglewood Musical Center within a 20-mile radius.
This 2370 square foot residence accommodates up to 11 guests with 3 bedrooms, 3 bathrooms, air conditioning, a Jacuzzi, a full kitchen, and a terrace, all featuring free private parking.
This 2370 square foot residence accommodates up to 11 guests with 3 bedrooms, 3 bathrooms, air conditioning, a Jacuzzi, a full kitchen, and a terrace, all featuring free private parking.
