10 Best Cabins In The Berkshires, Massachusetts

Bama
Contributing Writer
Updated
| 5 min read

The Berkshires is a region in western Massachusetts, spanning from Sheffield in the south to Williamstown in the north. This is a region of great natural beauty where rolling hills and lush meadows blend into picturesque villages. Many famous people have lived here and you can visit museums and houses belonging to them, such as the Norman Rockwell Museum, which exhibits a large collection of his works, and The Mount, which was Edith Wharton’s home. It is a wonderful area for nature lovers too. There are many state parks and trails here, and you can try hiking Sheep Hill, Williamstown, and Greylock Glen Trail, Adams.

The Berkshires is a great place for a relaxing vacation. To best enjoy the scenic beauty of this region, you may want to stay in a rustic cabin. For options, check out this list of the best cabins in The Berkshires, Massachusetts.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.

1. Rustic cabin with a wrap-around deck and screened porch; Sandisfield

Set on 3 acres (1.21 hectares) of land, this cabin will allow you to unwind and enjoy rural charm to the fullest. This is a good place to try fishing, swimming or boating, and in winter, you can even go skiing. When you want to relax indoors, you can light the wood-burning fireplace and snuggle in front of it. Sit on the wrap-around deck and enjoy the beautiful views.

Your pets are welcome here and there is enough space outside for them to run and play. The rental is equipped with Internet, laundry facilities and a full kitchen.

Sandisfield, Massachusetts, United States

22.82 km (14.2 mi) from The Mount, Edith Wharton's Home
cabin 10 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Host:
the property managers were nice and helpful
Location:
this location was perfect for our family holiday
Amenities & Room:
the house is nice and cozy all rooms are heated
Read more reviews

2. Secluded cabin with access to a beach; Hinsdale

You can consider this new cabin for a few days of restful vacation by a lake. It is a family-friendly space and is situated about 2.5 miles (4.02 kilometres) from central Hinsdale. Your children can play on the lawn and it is easy to keep an eye on them from the deck. When you head inside, you can whip up a delicious meal in the fully equipped kitchen and have it indoors or al fresco on the deck.

The property is equipped with basic amenities such as linens, towels and bath products. The books and games for children available here will also come in handy if you’re travelling here with your family.

Hinsdale, Massachusetts, United States

21.16 km (13.2 mi) from The Mount, Edith Wharton's Home
cabin 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
the property owners were nice and communicative with us prior to arriving
it has a very cozy feel and the owner is very nice
marlene communicated well and was a great host
Location:
very cute cabin and peaceful location
quiet close to the lake nice for kayaking
the location was great in the middle of the berkshires which were in full autumn colors
twenty minutes to tanglewood and the other wonderful places to visit in this region
Cleanliness:
it was clean and well stocked
beautiful cabin immaculately clean has everything that you need
this roomy log cabin was clean well-stocked and in good order
the cottage was cozy clean and had everything we needed
Amenities & Room:
we had a comfortable stay
Read more reviews

3. Historic cabin with a stone fireplace; Williamstown

If you love history, you will be excited to stay in this cabin that was built in the early 1900s, and it even boasts an original clawfoot tub in one of the bathrooms. Newly renovated, it is ideal for a small family. Located in Williamstown, the cabin gives you easy access to Money Brook and Hopper trails and even some offshoots of the Appalachian Trail. What’s more, you can admire beautiful views of Mount Prospect from the verandah here.

Elegant touches such as soaring ceilings and a stone fireplace add character to this cabin. Modern conveniences such as internet facilities and TV with cable and satellite channels make it a great home away from home.

Williamstown, Massachusetts, United States

36.84 km (22.9 mi) from The Mount, Edith Wharton's Home
cabin 5 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Host:
owner very responsive to questions
the owner was responsive and helpful
the owner was excellent with communication
also the owners were great
brendan and norm were very helpful
Location:
perfect location within walking distance of wonderful trails
Cleanliness:
the cabin was clean comfortable and well stocked
Amenities & Room:
it’s rustic but very comfortable and well-appointed
Read more reviews

4. Lakefront cabin with a fire pit; Lanesborough

This cute cabin is a wonderful space to disconnect from your daily grind and refresh and recharge. Design enthusiasts may be thrilled to know that this is an original Lincoln Logs cabin. Nestled in a private wooded lot of about 3 acres (1.21 hectares), the cabin sits near the lake. Guests will have access to about 100 feet (30.48 metres) of shoreline.

In good weather, you can sit in the gazebo and enjoy the views. The fire pit will help you keep warm on chilly nights, especially if you want to gaze at the starry skies.

Pittsfield, Massachusetts, United States

19.73 km (12.3 mi) from The Mount, Edith Wharton's Home
cabin 5 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
john was awesome host
john is an amazing host
Location:
quiet tranquil private a perfect family vacation spot to get away
Cleanliness:
the cabin was clean and we'll stocked
Read more reviews

5. Pet-friendly cabin with beamed ceilings; Otis

If you are a fan of the outdoors, you will love to stay in this cabin. Located in Otis, the rental offers easy access to many trails. Furthermore, Otis Town Beach and the lake itself are just a few minutes away, so you can easily explore water-based activities from the property.

The rental’s beamed ceilings, brick and wood panelling and stone fireplace make it charming. The large screened porch allows you to enjoy the beautiful surroundings in any weather. The porch is well stocked with games and books, so it will soon become your favourite place to hang out when indoors.

East Otis, Massachusetts, United States

28.23 km (17.6 mi) from The Mount, Edith Wharton's Home
cabin 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
the owner is very responsive to all questions
the owners organized everything for the house to make it easy to find what you needed
Read more reviews

6. The Mill River Cabin; New Marlborough

At this cabin, the wide windows in the open-plan living area allow you to gaze at the beautiful views right outside. You can sit outside with a drink and enjoy the same views. Wooden walls, beamed ceilings and country-style furnishings make it a cosy dwelling.

It is a perfect vacation destination all around the year, and in warmer weather, you can walk to the dam or hike the trails nearby. In winter, this home gives you easy access to the skiing trails at Butternut Ski Area.

Mill River, Massachusetts, United States

24.92 km (15.5 mi) from The Mount, Edith Wharton's Home
cabin 5 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
the babbling is incredible to fall asleep to host was lightening speed responsive and beyond cordial
Location:
i recommend this location
but the location was so beautiful with the brook and waterfall right off the back deck
the location was remote with gorgeous views from every room in the house
Cleanliness:
it was clean and cozy
the place was clean and well organized
house was clean and had everything you would need
the house was extremely comfortable very clean and filled with fun and eclectic artwork and fixtures
Amenities & Room:
all of the furniture is comfortable especially the upstairs bed
Read more reviews

7. Affordable cabin close to a lake; Sherwood Forest

When you stay in this compact cabin, you can plan many activities easily. It is located close to a lake, so you can swim or take the boat out for fishing. If you love antiques, you can even head out to nearby towns and look for interesting finds. When you head back, you can look forward to snuggling in front of the fireplace or catching your favourite shows on the TV.

Internet and laundry facilities are also available here, so you can feel right at home.

Becket, Massachusetts, United States

20.81 km (13.0 mi) from The Mount, Edith Wharton's Home
cabin 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
good pizza and friendly staff
the owner was extremely prompt with any questions i had and she's very professional and fair
Location:
the lake wasn't far but it would be nice to be even closer
Cleanliness:
the house was clean and comfortable
inside the house is a clean country modern look
the house was positively spotless
house was in great condition and very clean
the cabin is just as clean and comfortable as we remembered
Amenities & Room:
the beds and linens are comfortable
the kitchen was pretty modern with attractive led under counter lights which set a nice tone
Read more reviews

8. Secluded cabin near a peaceful lake; Becket

This cute A-frame cabin is a great getaway for a couple looking to unwind in The Berkshires. The dirt roads and wooded lot lend a magical air to this home. To add to the experience, there is even a country store nearby.

You can spend your days swimming, fishing or simply relaxing by the lake. In the evenings, you can light the fire pit and swap stories. If you want to get a taste of urban life, you’ll be delighted to know that the property is an easy drive to restaurants, shops and more.

Becket, Massachusetts, United States

16.37 km (10.2 mi) from The Mount, Edith Wharton's Home
cabin 5 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Location:
it was nice and quiet and a short drive from many fall foliage hikes
we went for nice walks and saw the lakes and sat in front of the water
Cleanliness:
it is also very clean
this cottage is so clean and she has thought of everything you could possibly need for your stay
Read more reviews

9. Charming cabin in a tranquil setting; Monterey

This cabin is a great place to unwind away from your daily bustle. You can take up to two dogs with you when you stay here, so you don’t have to feel bad about leaving your fur buddies behind. If you are driving here, you can safely park your car in the garage.

There is plenty of room to relax inside the home, including the comfortable family room with soaring ceilings and a fireplace, the screened deck and the cosy bedrooms. The cabin is equipped with reliable Wi-Fi.

Monterey, Massachusetts, United States

17.11 km (10.7 mi) from The Mount, Edith Wharton's Home
cabin 8 Guests 3 Bedrooms 6 Bathrooms

Top guest reviews
Host:
owners were very responsive
Location:
so close to hiking swimming and great barrington - cute town with lots of summer energy
the location was stunning and easily accessible to nearby activities
this house is very nice and comfortable in the quiet of the area
Cleanliness:
the bathrooms were clean had dodo and plenty of towels
the house was spotlessly clean wide open and spacious
it reminds me of a lodge - lodge characteristics and good clean space
i apprehensively reserved this house because it takes pets and i am super picky about cleanliness and pets
Amenities & Room:
the furniture was in great shape and very comfortable
plenty of bathrooms and a nicely equipped kitchen
Read more reviews

10. Little Cottage; Monterey

Little Cottage is a great option for a peaceful lakeside vacation. The lake is just about 300 ft (91.44 m) away and you can easily enjoy many fun activities such as fishing, swimming and boating. There is a private dock as well, so you can tie up your boat safely. Children may like to play on the community beach as well.

Though the rental has a flat-screen TV with a DVD player, you will not have Wi-Fi or great cell reception.

Monterey, Massachusetts, United States

17.37 km (10.8 mi) from The Mount, Edith Wharton's Home
cabin 6 Guests 4 Bedrooms 2 Bathrooms

Enjoy a peaceful getaway in The Berkshires

If you are tired of your daily routine and are looking for a few days’ break, The Berkshires is a great place to go. Its beautiful towns, outdoor activities and tranquil spaces will allow you to feel energised. The cabins listed above will allow you to appreciate the quiet beauty of this area.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Bama was born and raised in Chennai, a beautiful coastal city in south India. She moved to the US for her graduate education, and that's when the travel bug bit her. She lived in the US for almost...View profile

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