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The Berkshires, MA cabins
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209 Cabins in The Berkshires, MA

Best family friendly The Berkshires, MA cabin rentals

Among the 209 accommodations in The Berkshires, MA, here are the 4 best family friendly cabins

Berkshires Cabin 2 Mi To Appalachian Trail! - The Berkshires, MA
9.7 43 reviews
The Berkshires, MA
14/08 – 17/08
A$642/nighttotal: A$1926 (3 )

Berkshires Cabin 2 Mi To Appalachian Trail!

3 2
cabin , Otis
The Berkshires Cabin 2 Mi to Appalachian Trail! is located in Otis, just 3.2km from the Appalachian Trail and within a short drive of attractions such as Cranwell Spa & Golf Club, Tanglewood, and Tanglewood Musical Center. The property has excellent user, location, and cleanliness ratings.
This 3-bedroom holiday home is 111 square metres and can accommodate up to 7 guests. The cabin has a fully equipped kitchen, a garden, a spa, free Wi-Fi, a flat-screen TV, and parking.
Exotic Mountain Retreat In The Berkshires. - The Berkshires, MA
9.8 206 reviews
The Berkshires, MA
14/08 – 17/08
A$2156/nighttotal: A$6468 (3 )

Exotic Mountain Retreat In The Berkshires.

1 2
cabin , Otis
This upscale log cabin is located in the Berkshire Mountains, just 24 kilometres from Butternut Ski Mountain and the town of Great Barrington, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for location, cleanliness, and user experience.
The spacious five-bedroom property can accommodate up to 15 guests, making it ideal for families or groups of friends. The cabin is fully equipped with modern amenities including a full kitchen, Wi-Fi, a wood-burning stove, a gas BBQ, and air conditioning in several rooms. Guests can enjoy a range of activities in the surrounding area, including hiking, fishing, boating, and exploring the charming towns of Lenox and Lee.
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut! - The Berkshires, MA
10 218 reviews
The Berkshires, MA
31/08 – 03/09
A$447/nighttotal: A$1341 (3 )

Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!

1 2
chalet , Monterey
This charming French Country chalet is situated in the Berkshires, just 3 kilometres from Monterey town centre, 4 kilometres from Lake Garfield, and 10 kilometres from Butternut ski resort. The chalet has consistently received excellent ratings for its location, cleanliness, and overall experience.
The chalet spans 125 square metres and comfortably accommodates up to 6 guests in its two bedrooms and one bathroom. It offers a range of amenities, including a fully equipped kitchen, a screened-in porch, a deck with a grill, a spa, a fitness centre, and high-speed internet, making it ideal for families or groups seeking a relaxing getaway in the Berkshires.
Family Lake Retreat | Sauna, Deck & Games - The Berkshires, MA
9.8 92 reviews
The Berkshires, MA
14/08 – 17/08
A$1412/nighttotal: A$4236 (3 )

Family Lake Retreat | Sauna, Deck & Games

5 2
chalet , Otis
This chalet is located just 20km from Tanglewood, nestled in the tranquil forest setting of Otis, Berkshire County, Massachusetts. The property has received excellent ratings for its cleanliness, location, and user experience.
The chalet has five bedrooms, a cosy loft, and can accommodate up to ten guests. It offers a range of amenities, including a fully equipped kitchen, a home office with high-speed WiFi, a Tesla-compatible charger, and a unique Nordic experience with an exterior barrel sauna.

Best The Berkshires, MA cabins with a fireplace

Berkshire Riverfront Ski Cabin Close To Hiking! - The Berkshires, MA
9.7 150 reviews
The Berkshires, MA
16/07 – 19/07
A$550/nighttotal: A$1650 (3 )

Berkshire Riverfront Ski Cabin Close To Hiking!

2 3
cabin , New Marlborough
The Mill River Cabin with Fireplace and River View! is situated in Mill River, just 34km from Cranwell Spa & Golf Club, 35km from Tanglewood Musical Center, and 31km from the Norman Rockwell Museum. This charming property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 102 square metre cabin has two bedrooms, one bathroom, and can comfortably accommodate up to five guests. Enjoy a fully equipped kitchen, air conditioning, a fireplace, and free Wi-Fi, along with a private garden and parking.
Cabin With 3 Acres, Tennis Courts By 4 Ski Mtns - The Berkshires, MA
9.7 126 reviews
The Berkshires, MA
26/08 – 02/09
A$516/nighttotal: A$3612 (7 )

Cabin With 3 Acres, Tennis Courts By 4 Ski Mtns

4 1
cabin , Sandisfield
This charming four-bedroom cottage is situated in Sandisfield, Massachusetts, just 26 kilometres from the Cranwell Spa & Golf Club, 27 kilometres from the Norman Rockwell Museum, and 29 kilometres from Tanglewood, offering easy access to popular attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 184 square metre dwelling comfortably accommodates up to 10 guests and boasts a fully equipped kitchen, a spacious living area, and a private garden. Guests can enjoy a range of amenities including a tennis court, a spa, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Secluded Cabin With Babbling Brook - The Berkshires, MA
9.8 251 reviews
The Berkshires, MA
23/10 – 25/10
A$609/nighttotal: A$1218 (2 )

Secluded Cabin With Babbling Brook

1 2
cabin , Monterey
This secluded cabin is located just 5km from Butternut ski mountain and 10km from Great Barrington, offering a peaceful escape in the woods near Monterey. The cabin has received excellent ratings for location, cleanliness, and overall experience.
The property sleeps up to 6 guests and includes a fully equipped kitchen, a wood-burning fireplace, and a claw-foot bathtub. Guests can enjoy a private deck overlooking a stream, access to the entire property, and easy access to nearby ski resorts.
Cabin With Spectacular Views Of Robin Hood Lake - The Berkshires, MA
9.5 117 reviews
The Berkshires, MA
14/08 – 17/08
A$420/nighttotal: A$1260 (3 )

Cabin With Spectacular Views Of Robin Hood Lake

2 2
cabin , Becket
This charming cottage is situated in the Sherwood Forest area of Becket, Massachusetts, just a short distance from Robin Hood Lake and within easy reach of the Berkshires' attractions. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom cottage can accommodate up to six guests and features a fully equipped kitchen with a dishwasher, a washing machine and dryer, and a fire pit for cosy evenings. Enjoy stunning views of Robin Hood Lake from the back porch, perfect for relaxing, fishing, swimming, boating, kayaking, or ice skating and fishing depending on the season.

Frequently asked questions about cabins in The Berkshires, MA

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Best pet friendly The Berkshires, MA cabins

Among the 209 accommodations in The Berkshires, MA, here are the 4 best pet friendly cabin rentals

We Call It "Becket" - The Berkshires, MA
9.5 51 reviews
The Berkshires, MA
14/08 – 17/08
A$469/nighttotal: A$1407 (3 )

We Call It "Becket"

1 2
cabin , Becket
This charming cabin is situated in Becket, Massachusetts, just a short drive from Lee, Lenox, and Great Barrington, offering easy access to local attractions, shopping, and skiing. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cabin can comfortably accommodate up to eight guests. It offers a fully equipped kitchen, a cosy living area with a wood-burning stove, and a garden for outdoor enjoyment. Families will especially appreciate the unique features like the bunk beds with a drawbridge, slides off the porch, and a range of games and activities.
Quiet Comfortable Cabin 5 Min. Walk To Swimming And Boating - The Berkshires, MA
9.6 244 reviews
The Berkshires, MA
23/10 – 25/10
A$411/nighttotal: A$822 (2 )

Quiet Comfortable Cabin 5 Min. Walk To Swimming And Boating

2 2
cabin , Becket
This charming cabin is located in Sherwood Forest, just outside of Becket, within 10km of Pyramid Lake, Iroquis Waterfront, Jacob's Pillow, October Mountain State Forest, and Becket Land Trust Historic Quarry. It enjoys a peaceful setting, offering a tranquil escape from the hustle and bustle of town. This cabin has been rated excellent by previous guests.
The cabin spans 59 square meters and comfortably sleeps up to four guests in its two bedrooms. It boasts a range of amenities, including a fully equipped kitchen, a garden, a terrace, and a fireplace, allowing guests to enjoy both indoor and outdoor relaxation.
Misty Pines Cabin | Wood Stove  Sauna - The Berkshires, MA
The Berkshires, MA
17/07 – 20/07
A$1025/nighttotal: A$3075 (3 )

Misty Pines Cabin | Wood Stove Sauna

3 2
cabin , Monterey
This log lodge, situated amongst the tall pines of Monterey, Massachusetts, offers a secluded woodland experience and is located a mere few minutes' drive from Beartown State Forest, Lake Garfield, and the Bidwell House Museum.
This pet-friendly lodge accommodates up to eight guests across three bedrooms, featuring a fully equipped kitchen with a fridge and dishwasher, a garden, parking, and an outdoor wood-fired sauna for relaxation.
Bedroom Forest View I Sauna I Fire-pit I Trails - The Berkshires, MA
9.9 166 reviews
The Berkshires, MA
31/08 – 03/09
A$514/nighttotal: A$1542 (3 )

Bedroom Forest View I Sauna I Fire-pit I Trails

1 2
cabin , New Marlborough
This one-bedroom cabin in New Marlborough is situated beside the Umpachene River, a short distance from the Appalachian Trail and the town centre.
The cabin is equipped with a well-equipped kitchen, a private sauna, and an outdoor shower, comfortably accommodating up to four guests.

Best The Berkshires, MA cabins with a sauna

Misty Pines Cabin | Wood Stove  Sauna - The Berkshires, MA
The Berkshires, MA
17/07 – 20/07
A$1025/nighttotal: A$3075 (3 )

Misty Pines Cabin | Wood Stove Sauna

3 2
cabin , Monterey
This log lodge, situated amongst the tall pines of Monterey, Massachusetts, offers a secluded woodland experience and is located a mere few minutes' drive from Beartown State Forest, Lake Garfield, and the Bidwell House Museum.
This pet-friendly lodge accommodates up to eight guests across three bedrooms, featuring a fully equipped kitchen with a fridge and dishwasher, a garden, parking, and an outdoor wood-fired sauna for relaxation.
Family Lake Retreat | Sauna, Deck & Games - The Berkshires, MA
9.8 92 reviews
The Berkshires, MA
14/08 – 17/08
A$1412/nighttotal: A$4236 (3 )

Family Lake Retreat | Sauna, Deck & Games

5 2
chalet , Otis
This chalet is located just 20km from Tanglewood, nestled in the tranquil forest setting of Otis, Berkshire County, Massachusetts. The property has received excellent ratings for its cleanliness, location, and user experience.
The chalet has five bedrooms, a cosy loft, and can accommodate up to ten guests. It offers a range of amenities, including a fully equipped kitchen, a home office with high-speed WiFi, a Tesla-compatible charger, and a unique Nordic experience with an exterior barrel sauna.
Bedroom Forest View I Sauna I Fire-pit I Trails - The Berkshires, MA
9.9 166 reviews
The Berkshires, MA
31/08 – 03/09
A$514/nighttotal: A$1542 (3 )

Bedroom Forest View I Sauna I Fire-pit I Trails

1 2
cabin , New Marlborough
This one-bedroom cabin in New Marlborough is situated beside the Umpachene River, a short distance from the Appalachian Trail and the town centre.
The cabin is equipped with a well-equipped kitchen, a private sauna, and an outdoor shower, comfortably accommodating up to four guests.
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