10 Best Luxury Cabins In Massachusetts, USA - Updated 2024

Ibrahim
Ibrahim 
Updated
| 5 min read

Massachusetts has something for everyone, from the serene countryside to bustling cities, and woodlands to beaches. As part of the original 13 colonies, this US state is steeped in history. You may want to begin your adventure from the 3-mile (4.8-kilometer) Freedom Trail in Boston, which passes through 16 historical places, including the renowned Faneuil Hall. Afterward, relax on the beaches at Cape Cod or whale-watch at Stellwagen Bank National Marine Sanctuary. If you’re visiting with the kids, check out Boston Children’s Museum. This place also has many high-end cabins if you wish to spend your upcoming vacation in a remote place amid nature. From an enormous rental for 20 to an intimate lakeside accommodation, check out the best luxury cabins in Massachusetts, USA.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 04, 2024.

1. Classic log cabin with a slate of amenities, Sheffield (from USD 239)

You’ll want to linger in this four-bedroom luxury cabin in the Berkshires, with its many recreational spaces and fun amenities. We have a hunch that you may spend most of your time streaming movies with the reliable WiFi in the spacious living room, highlighting a Smart TV and fireplace. Plus, there’s a pool table, foosball, a piano, and a gym for indoor recreation.

You can spend lazy afternoons on the screened porch’s hammocks while listening to the birds. Recline with a good book on the deck, then fire up the barbecue grill for dinner. Other perks in this place include a functional kitchen and al fresco dining area.

Stayed at this property?
Sheffield, Massachusetts, United States
68.1 km (42.4 mi) from The Botanic Garden of Smith College
241 reviews   Superhost Wifi Available
Entire cabin 8 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
strong wifi and enough private areas so that a few people can work at once
great spot for families we loved the bouncy-floored play room the giant table in the kitchen the comfy furniture
the cabin is a great family environment with a kid-friendly play room and plenty of outdoor space
excellent kitchen for cooking
wonderful house in great location very comfortable great playroom in basement great air conditioning lovely grounds
Cleanliness:
it was as advertised - spacious family friendly and fun
the bedrooms were clean and cozy and the kitchen was equipped with all essential cookware and cutlery
had a great stay at this spacious quiet house
Host:
outstanding customer service by the hosts
mauri is a super host quick to communicate and ready with answers to any questions that might arise
such wonderful responsive customer service about an issue completely outside the host’s control is very commendable
mauri was very responsive and full of great hiking tips
mauri was very responsive and accommodating
Location:
what a perfect location and wonderful quiet retreat
the positives: great location we loved being 20 min from great barrington and butternut
this was the perfect location for a gathering of old friends
it’s very close to great barrington (15 mins) and to salisbury (12 mins)
great cabin with all the necessities (bug spray ) great location for hiking
Read more reviews

2. Secluded property with private sports courts, Sandisfield (from USD 336)

This spacious accommodation that sleeps 10 sits in a remote area in Sandisfield. Surrounded by verdant nature, it’s set in a 3-acre (1.2-hectare) property, featuring a tennis court, basketball spot, and ample picnic areas to enjoy. In addition, you can fish at Clam River, 1.2 miles (2 kilometers), or boat in Lake Garfield, 5.4 miles (8.7 kilometers) from this place.

The rental also comes with everything you need to feel at home. It has an office with four monitors to complete some work, a gourmet kitchen, laundry facilities, and a large living area with a wood-burning fireplace.

For visitors with mobility concerns, please note that the property is accessible via stairs.

Stayed at this property?
Sandisfield, Massachusetts, United States
45.23 km (28.2 mi) from The Botanic Garden of Smith College
cabin 10 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
the house is nice and cozy all rooms are heated
Host:
the property managers were nice and helpful
Location:
this location was perfect for our family holiday
Read more reviews
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3. Elegant accommodation for 20 with a massive game room, North Egremont (from USD 2250)

Ideal for a group of 20, this 7-bedroom log cabin is an ideal place to spend your next family reunion or weekend trip with friends. It boasts many amenities for everyone, including a massive billiard room with a bar, a poker table, and a foosball table, among others. You can also watch movies in the theater, outfitted with 12 recliners.

Another point of interest is the elegant living room, with a stone fireplace, vaulted ceilings, and a smart TV. You can also test your cooking skills in the chef’s kitchen. In addition, outdoor relaxation spaces, including a spacious furnished patio and a fire pit, await.

Stayed at this property?

66.14 km (41.1 mi) from The Botanic Garden of Smith College
42 reviews   Wifi Available
cabin 20 Guests 7 Bedrooms 7 Bathrooms

Accommodates: 20
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
a true “wow” factor when you walk in as the rooms are beautiful and the furnishings gorgeous
the game room guarantees fun for all ages
fabulous sleeping accommodations unbelievable gourmet kitchen and more activities than we could utilize
the kitchen is a dream and we were able to keep little ones fed and adults happy
the house itself is spacious very well stocked and extremely comfortable for a group
Cleanliness:
the yard and house were spotless and we would love to rent this house again
Host:
property management is supper helpful and responsive
he was attentive happy to share information and make you feel like you should be at home
it starts with an amazing host scott
wendy was so helpful in every step of the way
wendy was so helpful in providing all the information
Location:
the proximity to great barrington and all of it's shops and restaurants is a huge plus
the house is located close to catamount where we were skiing and also close to great barrington
skiing is super close and it was fun to warm up by the outdoor fire pit
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4. Enormous home with a hot tub, Charlemont (from USD 402)

A fun-filled stay awaits a family of 12 in this 4-bedroom cabin in a wooded area in Charlemont. It boasts a tastefully decorated, rustic interior, complete with an airy open-plan living area with tall ceilings. In this space, you can unwind on the couches or cook something tasty in the updated kitchen.

The kids will love the basement games room, featuring a large flat-screen TV with PlayStation 2 and board games. Out on the deck, you’ll find a hot tub and seating area where you can kick back and enjoy the view. What’s more, this place is only a 10-minute drive from Berkshire East Ski Resort.

Stayed at this property?
Charlemont, Massachusetts, United States
40.83 km (25.4 mi) from The Botanic Garden of Smith College
cabin 12 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the kitchen was very well stocked with dry goods while we had brought all our own perishables
Cleanliness:
the property was clean well stocked and had a beautiful yard
Host:
the owner was super to work with the change in dates
also aside from the property itself mike was a great host and very easy to communicate with
thanks to the owner for great communication
it was super kid friendly and safe
very helpful and responsive
Location:
as tired parents of young ones we enjoyed the remoteness of the location and coziness of the home
great house and great place to kick back and check out for a few days
Read more reviews
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5. Pet-friendly cabin with a screened patio and furnished deck, Hampshire County (from USD 334)

If you love being outdoors, look no further than this charming two-bedroom home set deep in a peaceful New England forest. The area has many hiking trails and fishing opportunities to enjoy. You’ll also discover sandy beaches at Hammond Pond, a walking distance away. Golf enthusiasts can take advantage of the neighborhood’s nine-hole course.

This home is aesthetically appealing, with an eclectic collection of wall art and collectibles, especially in the sitting room, complete with a wood-burning fireplace and Directv. The kitchen is also fully equipped, and there’s a barbecue grill on the deck to enjoy al fresco cooking. In addition, pets are welcome at no extra charge.

Stayed at this property?

16.57 km (10.3 mi) from The Botanic Garden of Smith College
26 reviews  
cabin 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
cozy cabin with all the comforts of home
all the furniture was big and comfortable with plenty of room to spread out
Cleanliness:
cleanliness was mediocre at best & certainly not worth the cleaning fee
pond was clean and pretty quiet of visitors
i'm all for unplugging but nice to have the option the lake is beautiful & clean
Host:
the owners were amazing
jim was a great host communicative and helpful
the owner was easily reachable by text and responsive to our needs
Location:
the cabin is located in a quiet but easily accessible area near a lake
this was a great location for our annual college friends weekend
great trails to walk and ride your bikes
i really wanted to like this place since it is such a wonderful location
Read more reviews
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6. Charming cottage with access to a pool and tennis courts, Oak Bluffs (from USD 462)

This charming, coastal-inspired accommodation sits in a 2-star resort in Martha’s Vineyard. The two-bedroom, standalone rental boasts an elegant living room with a fireplace and cable TV for your leisure. The cabin comes with a kitchen, as well.

Guests will enjoy access to resort amenities, including seasonal tennis courts and a pool. You will also find a restaurant on site for your dining needs. Even better, the property is a brisk walk away from Joseph Sylvia State Beach and Farm Neck Golf Club.

Stayed at this property?
Oak Bluffs, Massachusetts, United States
198.07 km (123.1 mi) from The Botanic Garden of Smith College
23 reviews   Wifi Available
Entire cabin 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
wifi was easily accessible and reasonably quick
Cleanliness:
house was very clean and well-appointed
it was so clean and had exactly what we needed
sparkling clean beautiful place and the most accommodating staff
the cottage was very clean
Host:
the staff at island inn were so kind and wonderfully helpful
it's such an adorable place the staff was nice and welcoming too
Location:
cute house in a convenient location between oak bluffs and edgartown
great location great place to stay
it was great being very close to noman’s a yummy eatery (on the same property)
fantastic location - right on one of the main bike paths very clean the decor is beautiful
Read more reviews

7. Beautiful hilltop home with double balconies and mountain views, Sandisfield (from USD 181)

This three-bedroom cabin is for guests desiring a secluded escape in the middle of nowhere. Your only neighbors in this haven will be the towering trees, mountain breezes, and wildlife such as hummingbirds and bunnies. Still, it’s less than a 20-minute drive from ice skating, hiking, and tubing spots.

The home is beautifully decorated and well-appointed. You can relax in the sitting room and stream 4K movies or test your culinary skills in the generously equipped kitchen. After a full day, relax on the balcony and enjoy the mountain vistas.

Stayed at this property?
Sandisfield, Massachusetts, United States
44.84 km (27.9 mi) from The Botanic Garden of Smith College
69 reviews   Superhost Wifi Available
Entire cabin 3 Beds 6 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
bedrooms were well-sized and had comfortable beds sheets etc
Cleanliness:
everything was clean and organized
it is attractive clean well furnished and very comfortable
it's very clean and cute
mike’s home was clean comfortable and beautiful
the cabin was exceedingly clean highly functional and nicely decorated
Host:
great host and great home
mike is also super kind helpful thoughtful and communicative
it was so great staying there and the host responded fast to anything i needed
the hosts were very responsive and thoughtful answered to our queries before and during stay very quickly
mike is a perfect host with terrific and fast communication
Location:
this is a beautiful house at a beautiful location
from the minute we walked in we felt relaxed
all in all a really nice place that is worth a second stay
it was a great place for our group of friends to spend a cozy time together
Read more reviews

8. Modern lakefront cabin for six, Tyngsborough (from USD 625)

Experience a dream family vacation in this three-bedroom lakefront rental. You can spend your day kayaking and swimming in the lake or wandering around the peaceful area. In the evening, relax around the lakeside fire pit and roast s'mores.

The interior is warm and welcoming, featuring a gas fireplace in the living room and an HDTV with Netflix and Amazon Prime Video. The accommodation also includes a fully equipped kitchen and laundry amenities. Well-behaved pets are welcome with prior notice.

Stayed at this property?
Tyngsborough, Massachusetts, United States
100.64 km (62.6 mi) from The Botanic Garden of Smith College
36 reviews   Wifi Available
Entire cabin 4 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
i especially appreciated the fast wifi and kris’s quick responses
Cleanliness:
clean comfortable accomodations
this place is beautiful clean and cozy
Host:
great rental and great host
kris is a phenomenal host and was super responsive when we had questions while there
kris was the perfect host
there's a beautiful lake at your back door and the hosts were incredibly friendly and generous
Location:
super sweet location quiet and on perfectly clear lake
the place is relatively remote yet is easy access from boston and only 15 minutes for groceries
adorable place with a cute rustic touch
kris has an absolutely beautiful place in such a peaceful location
ad a wonderful stay at this unique spot love a home with character and this place has it
Read more reviews

9. Opulent dwelling with a swimming pool, Sandisfield (from USD 849)

This extravagant four-bedroom home is your best bet for a luxurious stay with a large group. It comes with a massive living room with a 25-foot (7.6-meter) ceilings and a stone fireplace, a spa with a swimming pool, and a game room with darts and a pool table.

This wooden house has enough space to accommodate everyone, thanks to the two attic rooms in addition to four bedrooms. Other perks in this rental include a fire pit, WiFi, and an open gourmet kitchen. Additionally, you can walk around the wooded 8-acre (3.2-hectare) property.

Stayed at this property?
Sandisfield, Massachusetts, United States
44.33 km (27.6 mi) from The Botanic Garden of Smith College
41 reviews   Superhost Wifi Available
Entire cabin 9 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
fabulous views and outdoor areas plenty of room
great outside spaces—a fire pit and an enormous sunny front deck and large very comfortable common areas
it's a beautiful space with tons of room
the rooms are beautiful
Cleanliness:
the cabin was beautiful it was clean and very spacious ana was quick to respond and assist with everything
Host:
the hosts were super prompt to get back to us with any questions we had
colin a very responsive host
colin and ana were amazing hosts extremely responsive and helpful
colin was friendly and quick to respond to any of our questions
the hosts were extremely responsive and the house was great
Location:
great place to go with family to get away
such a great scenic location and spacious house would highly recommend for a weekend away
it is somewhat remote but the property is so cool and you can walk around
a delightful place for a family vacation
Read more reviews

10. Three-bedroom abode with a stunning kitchen and two living rooms, Great Barrington

This three-bedroom cabin boasts a tranquil ambiance, surrounded by greenery and featuring cozy interiors. It has two living areas with fireplaces, lots of natural light from the large windows, a fully appointed kitchen, and high-speed WiFi for your pleasure. The hosts also thought of the little things, such as towels and linens.

Furthermore, the location has a great network of hiking trails to stretch your legs. The Appalachian Trail is 0.5 miles (0.8 kilometers) from this place, while Butternut Ski Area for winter sports is 1.3 miles (2 kilometers) away.

Stayed at this property?
Great Barrington, Massachusetts, United States
56.55 km (35.2 mi) from The Botanic Garden of Smith College
14 reviews   Superhost Wifi Available
Entire cabin 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
loved waking up and walking into a sunlit kitchen and living room the space is beautiful
i particularly loved the well-equipped kitchen it was a pleasure to cook there
Cleanliness:
clean comfortable and well stocked with all we needed
we loved staying in this cabin it is very clean spacious and comfortable
we had a great stay in great barrington charming cabin clean and really well appointed
6 berkshire circle was everything advertised super comfortable clean secluded yet close to all the areas attractions
house was private and clean and had separate sleeping quarters for all 4 of us
Host:
my favorite were the helpful notes throughout :)
host was so easy to communicate with we will be back
hosts were extremely accommodating responsive & a pleasure to communicate with
Location:
great location for a girls weekend
close proximity to great barrington and stockbridge
great location a few minutes from town and butternut skiing and tubing
very close to the appalachian trail for a beautiful hike
wow this house was amazing it was in the most beautiful location and was so inviting
Read more reviews

Enjoy a lovely escape in Massachusetts

If you’re a nature lover looking for a serene escape from your busy life, we’ve got you covered with these luxury cabins. These charming homes are located in remote spots and boast modern amenities, from outdoor games to well-equipped kitchens. Consider our list to find your ideal vacation home and enjoy a lovely vacation in Massachusetts, USA.

Stayed at this property?
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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Ibrahim is a passionate writer with a keen interest in traveling. He not only travels to discover the world but also himself. And when it comes to writing, Ibrahim loves to keep it simple with a...Read more

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