The Berkshires, MA
08/31 – 09/03
$323/nighttotal: $969 (3 )
The Pinnacle House At Otis Ridge Ski Area!
1 2apartment , Otis
This 4-bedroom, 2-bathroom apartment is located in the peaceful town of Otis, surrounded by verdant woods and offers convenient access to popular Berkshire attractions. With excellent user, location, and cleanliness ratings, this family-friendly apartment provides a tranquil escape for up to 8 guests.
The apartment boasts an open living and dining area, a private master suite with an en-suite bathroom, a fully equipped kitchen, and a versatile loft that can be used as additional sleeping or playroom space. Guests can enjoy the outdoors in the garden, prepare meals on the gas grill, or observe local wildlife from the comfort of the property. The apartment also includes Wi-Fi, a washer and dryer, and an office area for remote work or study.
The apartment boasts an open living and dining area, a private master suite with an en-suite bathroom, a fully equipped kitchen, and a versatile loft that can be used as additional sleeping or playroom space. Guests can enjoy the outdoors in the garden, prepare meals on the gas grill, or observe local wildlife from the comfort of the property. The apartment also includes Wi-Fi, a washer and dryer, and an office area for remote work or study.
The Berkshires, MA
07/24 – 07/26
$1045/nighttotal: $2090 (2 )
Berkshire Retreat At Cantina 229
1 4apartment , New Marlborough
This five-bedroom, three-bathroom home in New Marlborough, Massachusetts, is a beautifully restored 1911 house situated on five private acres, 15 minutes from Great Barrington and adjacent to the farm-to-table restaurant Cantina 229.
The 2,584-square-foot residence boasts a spacious layout, accommodating up to 10 guests and featuring a fully equipped kitchen, a basement with games and laundry facilities, and access to outdoor amenities including a fire pit and expansive lawns; nearby activities include hiking and skiing in the Berkshires.
The 2,584-square-foot residence boasts a spacious layout, accommodating up to 10 guests and featuring a fully equipped kitchen, a basement with games and laundry facilities, and access to outdoor amenities including a fire pit and expansive lawns; nearby activities include hiking and skiing in the Berkshires.
The Berkshires, MA
08/31 – 09/03
$219/nighttotal: $657 (3 )
Sky Light Lighthouse Unique Getaway In Berkshires
1 2apartment , 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.
The Berkshires, MA
08/31 – 09/03
$362/nighttotal: $1086 (3 )
The Lake House
1 2apartment , Sandisfield
This Sandisfield-area lake house rental in Otis, MA, offers a peaceful lakeside setting a short walk from a lake perfect for swimming and boating.
The three-bedroom, one-bathroom home comfortably sleeps six guests and includes a fireplace, fire pit, pet-friendly environment, self check-in, and parking for two vehicles.
The three-bedroom, one-bathroom home comfortably sleeps six guests and includes a fireplace, fire pit, pet-friendly environment, self check-in, and parking for two vehicles.
The Berkshires, MA
08/18 – 08/25
$509/nighttotal: $3563 (7 )
Fully Renovated / Peaceful Ski & Lake Retreat
1 7apartment , 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.
The Berkshires, MA
08/18 – 08/25
$1053/nighttotal: $7371 (7 )
Sleek Butternut Ski Chalet Lakefront Hottub Sauna
1 7chalet , Monterey
This luxurious 5-bedroom, 4-bathroom chalet is located on Lake Garfield in the Berkshires, a 7-minute drive from Butternut Ski Resort and a 15-minute drive from Catamount Ski Resort, offering easy access to Great Barrington.
This spacious home comfortably sleeps 14 guests and boasts a chef's kitchen, two living rooms, a year-round hot tub, a fire pit, two decks, and access to kayaks and paddleboards in the summer, making it perfect for family vacations or group getaways near Monterey.
This spacious home comfortably sleeps 14 guests and boasts a chef's kitchen, two living rooms, a year-round hot tub, a fire pit, two decks, and access to kayaks and paddleboards in the summer, making it perfect for family vacations or group getaways near Monterey.
The Berkshires, MA
08/31 – 09/03
$327/nighttotal: $981 (3 )
2-bedroom Cottage Close To Hiking And Swimming With Ac
2 2cottage , New Marlborough
This cottage in Mill River Village, New Marlborough, MA, is located near the Bidwell House Museum and Ashley House.
This 2-bedroom, 2-bathroom cottage accommodates 4 guests and offers air conditioning, heating, and parking, with Suter Farm and Three Mile Pond Wildlife Management Area a short drive away.
This 2-bedroom, 2-bathroom cottage accommodates 4 guests and offers air conditioning, heating, and parking, with Suter Farm and Three Mile Pond Wildlife Management Area a short drive away.
The Berkshires, MA
08/14 – 08/16
$781/nighttotal: $1562 (2 )
Treetop Hideaway In Tyringham
4 2apartment , Tyringham
This secluded log cabin is located in Monterey, a short drive from Tyringham, and offers stunning views of the Tyringham Valley. The cabin is highly rated by guests, earning excellent marks for location, cleanliness, and overall experience.
The four-bedroom cabin comfortably sleeps eight guests and features a spacious great room with a fireplace. The recently renovated kitchen and multiple bathrooms provide modern amenities, while the screen porch with a hot tub and wraparound deck offer outdoor relaxation. You can also enjoy the 35+ acres of woods and bordering conservation land for hiking, exploring, and enjoying the natural beauty of the area.
The four-bedroom cabin comfortably sleeps eight guests and features a spacious great room with a fireplace. The recently renovated kitchen and multiple bathrooms provide modern amenities, while the screen porch with a hot tub and wraparound deck offer outdoor relaxation. You can also enjoy the 35+ acres of woods and bordering conservation land for hiking, exploring, and enjoying the natural beauty of the area.
The Berkshires, MA
08/14 – 08/16
$285/nighttotal: $570 (2 )
Cozy Becket Cottage Escape W/ Lake Access!
2 2cottage , Becket
This Becket, Massachusetts cottage is located in the Sherwood Forest neighborhood, a short 5-minute drive from Pyramid Lake and a 9-minute drive from Iroquois Waterfront Beach.
This 600-square-foot vacation home sleeps six guests and features two bedrooms, one bathroom, a fully equipped kitchen with fridge and microwave, in-house laundry, internet access, and outdoor amenities including a fire pit and grill.
This 600-square-foot vacation home sleeps six guests and features two bedrooms, one bathroom, a fully equipped kitchen with fridge and microwave, in-house laundry, internet access, and outdoor amenities including a fire pit and grill.
The Berkshires, MA
08/14 – 08/16
$513/nighttotal: $1026 (2 )
Bedroom Forest View I Sauna I Fire-pit I Trails
1 2cabin , New Marlborough
This one-bedroom cabin is located in New Marlborough, Massachusetts, near the Umpachene River and a short drive from the town center.
The cabin, which sleeps up to four guests, offers a private sauna, a cozy fire pit, and access to hiking trails in the surrounding forest.
The cabin, which sleeps up to four guests, offers a private sauna, a cozy fire pit, and access to hiking trails in the surrounding forest.
The Berkshires, MA
11/20 – 11/23
$414/nighttotal: $1242 (3 )
Beautiful, Private Berkshires Retreat W Magic View! 5min To Lake Garfield Beach
1 5chalet , Monterey
This Monterey apartment is located in the scenic Berkshires, a short drive from attractions like Ski Butternut, Great Barrington, and Jacob's Pillow. It offers a peaceful retreat in the woods with stunning views of Lake Garfield and surrounding mountains. The apartment has excellent user, location, and cleanliness ratings.
This 3-bedroom, 2-bathroom home has 1800 square feet of space and can comfortably accommodate 8 guests. The apartment features a fully equipped kitchen, high-speed Wi-Fi, a wood-burning stove, a private lake access, a deck with lounge chairs and a grill, and a fitness center.
This 3-bedroom, 2-bathroom home has 1800 square feet of space and can comfortably accommodate 8 guests. The apartment features a fully equipped kitchen, high-speed Wi-Fi, a wood-burning stove, a private lake access, a deck with lounge chairs and a grill, and a fitness center.
The Berkshires, MA
08/31 – 09/03
$316/nighttotal: $948 (3 )
Cozy Cabin In The Berkshires
1 2cabin , Sandisfield
Secluded in the woods of Sandisfield, this family-friendly cabin offers stunning views of the Berkshires from its screened-in deck. With excellent user, location, and cleanliness ratings, it provides a cozy and comfortable stay for up to 8 guests.
The cabin features two bedrooms with queen and full beds, a loft space with four twin beds, and two bathrooms. Its fully equipped kitchen and recreation room with a pool table, dart board, and TV provide ample entertainment options. Outside, a fire pit and charcoal grill invite guests to enjoy the serene surroundings, while proximity to York Lake and Umpachene Falls offers opportunities for outdoor recreation.
The cabin features two bedrooms with queen and full beds, a loft space with four twin beds, and two bathrooms. Its fully equipped kitchen and recreation room with a pool table, dart board, and TV provide ample entertainment options. Outside, a fire pit and charcoal grill invite guests to enjoy the serene surroundings, while proximity to York Lake and Umpachene Falls offers opportunities for outdoor recreation.
