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.
Top guest reviews
Amenities & Room:
strong wifi and enough private areas so that a few people can work at oncegreat spot for families we loved the bouncy-floored play room the giant table in the kitchen the comfy furniturethe cabin is a great family environment with a kid-friendly play room and plenty of outdoor spaceexcellent kitchen for cookingwonderful house in great location very comfortable great playroom in basement great air conditioning lovely groundsCleanliness:
it was as advertised - spacious family friendly and funthe bedrooms were clean and cozy and the kitchen was equipped with all essential cookware and cutleryhad a great stay at this spacious quiet houseHost:
outstanding customer service by the hostsmauri is a super host quick to communicate and ready with answers to any questions that might arisesuch wonderful responsive customer service about an issue completely outside the host’s control is very commendablemauri was very responsive and full of great hiking tipsmauri was very responsive and accommodatingRead more reviewsLocation:
what a perfect location and wonderful quiet retreatthe positives: great location we loved being 20 min from great barrington and butternutthis was the perfect location for a gathering of old friendsit’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
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.
Top guest reviews
Amenities & Room:
the house is nice and cozy all rooms are heatedHost:
the property managers were nice and helpfulRead more reviewsLocation:
this location was perfect for our family holiday
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.
Top guest reviews
Amenities & Room:
a true “wow” factor when you walk in as the rooms are beautiful and the furnishings gorgeousthe game room guarantees fun for all agesfabulous sleeping accommodations unbelievable gourmet kitchen and more activities than we could utilizethe kitchen is a dream and we were able to keep little ones fed and adults happythe house itself is spacious very well stocked and extremely comfortable for a groupCleanliness:
the yard and house were spotless and we would love to rent this house againHost:
property management is supper helpful and responsivehe was attentive happy to share information and make you feel like you should be at homeit starts with an amazing host scottwendy was so helpful in every step of the waywendy was so helpful in providing all the informationRead more reviewsLocation:
the proximity to great barrington and all of it's shops and restaurants is a huge plusthe house is located close to catamount where we were skiing and also close to great barringtonskiing is super close and it was fun to warm up by the outdoor fire pit
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.
Top guest reviews
Amenities & Room:
the kitchen was very well stocked with dry goods while we had brought all our own perishablesCleanliness:
the property was clean well stocked and had a beautiful yardHost:
the owner was super to work with the change in datesalso aside from the property itself mike was a great host and very easy to communicate withthanks to the owner for great communicationit was super kid friendly and safevery helpful and responsiveRead more reviewsLocation:
as tired parents of young ones we enjoyed the remoteness of the location and coziness of the homegreat house and great place to kick back and check out for a few days
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.
Top guest reviews
Amenities & Room:
cozy cabin with all the comforts of homeall the furniture was big and comfortable with plenty of room to spread outCleanliness:
cleanliness was mediocre at best & certainly not worth the cleaning feepond was clean and pretty quiet of visitorsi'm all for unplugging but nice to have the option the lake is beautiful & cleanHost:
the owners were amazingjim was a great host communicative and helpfulthe owner was easily reachable by text and responsive to our needsRead more reviewsLocation:
the cabin is located in a quiet but easily accessible area near a lakethis was a great location for our annual college friends weekendgreat trails to walk and ride your bikesi really wanted to like this place since it is such a wonderful location
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.
Top guest reviews
Amenities & Room:
wifi was easily accessible and reasonably quickCleanliness:
house was very clean and well-appointedit was so clean and had exactly what we neededsparkling clean beautiful place and the most accommodating staffthe cottage was very cleanHost:
the staff at island inn were so kind and wonderfully helpfulit's such an adorable place the staff was nice and welcoming tooRead more reviewsLocation:
cute house in a convenient location between oak bluffs and edgartowngreat location great place to stayit 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
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.
Top guest reviews
Amenities & Room:
bedrooms were well-sized and had comfortable beds sheets etcCleanliness:
everything was clean and organizedit is attractive clean well furnished and very comfortableit's very clean and cutemike’s home was clean comfortable and beautifulthe cabin was exceedingly clean highly functional and nicely decoratedHost:
great host and great homemike is also super kind helpful thoughtful and communicativeit was so great staying there and the host responded fast to anything i neededthe hosts were very responsive and thoughtful answered to our queries before and during stay very quicklymike is a perfect host with terrific and fast communicationRead more reviewsLocation:
this is a beautiful house at a beautiful locationfrom the minute we walked in we felt relaxedall in all a really nice place that is worth a second stayit was a great place for our group of friends to spend a cozy time together
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.
Top guest reviews
Amenities & Room:
i especially appreciated the fast wifi and kris’s quick responsesHost:
great rental and great hostkris is a phenomenal host and was super responsive when we had questions while therekris was the perfect hostthere's a beautiful lake at your back door and the hosts were incredibly friendly and generousRead more reviewsLocation:
super sweet location quiet and on perfectly clear lakethe place is relatively remote yet is easy access from boston and only 15 minutes for groceriesadorable place with a cute rustic touchkris has an absolutely beautiful place in such a peaceful locationad a wonderful stay at this unique spot love a home with character and this place has it
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.
Top guest reviews
Amenities & Room:
fabulous views and outdoor areas plenty of roomgreat outside spaces—a fire pit and an enormous sunny front deck and large very comfortable common areasit's a beautiful space with tons of roomthe rooms are beautifulCleanliness:
the cabin was beautiful it was clean and very spacious ana was quick to respond and assist with everythingHost:
the hosts were super prompt to get back to us with any questions we hadcolin a very responsive hostcolin and ana were amazing hosts extremely responsive and helpfulcolin was friendly and quick to respond to any of our questionsthe hosts were extremely responsive and the house was greatRead more reviewsLocation:
great place to go with family to get awaysuch a great scenic location and spacious house would highly recommend for a weekend awayit is somewhat remote but the property is so cool and you can walk arounda delightful place for a family vacation
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.
Great Barrington, Massachusetts, United States
56.55 km (35.2 mi) from The Botanic Garden of Smith CollegeSuperhostAccommodates: 8
Top guest reviews
Amenities & Room:
loved waking up and walking into a sunlit kitchen and living room the space is beautifuli particularly loved the well-equipped kitchen it was a pleasure to cook thereCleanliness:
clean comfortable and well stocked with all we neededwe loved staying in this cabin it is very clean spacious and comfortablewe had a great stay in great barrington charming cabin clean and really well appointed6 berkshire circle was everything advertised super comfortable clean secluded yet close to all the areas attractionshouse was private and clean and had separate sleeping quarters for all 4 of usHost:
my favorite were the helpful notes throughout :)host was so easy to communicate with we will be backhosts were extremely accommodating responsive & a pleasure to communicate withRead more reviewsLocation:
great location for a girls weekendclose proximity to great barrington and stockbridgegreat location a few minutes from town and butternut skiing and tubingvery close to the appalachian trail for a beautiful hikewow this house was amazing it was in the most beautiful location and was so inviting
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.
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