As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

There’s no better way to experience the beautiful sights, smells, and sounds of Massachusetts than to get out into nature. These cozy cabins in Massachusetts are the perfect places to curl up in front of the fire, sip hot chocolate, smell the crisp winter air and take in all the wonder of the season. Warning: these lovely cabins are hard to leave! You may find yourself extending your stay a few days just so you can soak in all the beauty surrounding you.

1. Sweet Brookside Cottage, Williamstown
Airbnb/Katherine
Williamstown, MA 01267, USA
Airbnb/Katherine
Featuring bay windows, a babbling brook (complete with a fairytale swinging bridge), and plenty of rustic charm, this secluded, cozy cabin in Massachusetts is tucked away in a swathe of protected forest. It's close enough to the towns of Williamstown and North Adams to make grabbing dinner or a show convenient, but far enough removed so that you'll feel like you're the only one around for miles. The cottage sleeps three adults, so feel free to bring your friends.
2. Lake View Cabin in the Berkshires, Tolland
Aribnb/Robert
Tolland, MA, USA
Airbnb/Robert
This cozy Massachusetts log cabin is nestled into a hillside overlooking Cranberry Pond. This is the perfect basecamp for exploring the surrounding wilderness, doing some boating, or just curling up with a good book. It sleeps six adults comfortably, but you can fit another two friends using the included inflatable queen bed.
3. Artsy Pine Cabin the the Woods, Warwick
Airbnb/Kerry
Warwick, MA, USA
Airbnb/Kerry
This cozy, one-room cabin is situated on a family homestead, and actually functions as a gallery when it's not being rented by guests. Swimming is only a two-mile hike away, and the area is perfect for stargazing. One of the more primitive cabin rentals in Massachusetts, there's no running water, but drinking water is provided and there is an outdoor solar shower.
4. Retreat in the Woods, Savoy
TripAdvisor/Listing #FKN5104591
Savoy, MA, USA
TripAdvisor/Listing #FKN5104591
This beautiful cabin is tucked away in the northern Berkshires and is perfect for winter camping in Massachusetts. It offers stunning cathedral ceilings, a two-person Jacuzzi, and plenty of gorgeous natural scenery. If you're up for a brisk hike through the woods, Tannery Falls in the Savoy State Forest is only about a mile away. At night, cuddle up by the wood stove.
5. Hermit's Hut, Westhampton
Airbnb/Patricia Lee

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Westhampton, MA 01027, USA
Airbnb/Patricia Lee
This rustic retreat is perfect for an unplugged, cozy weekend away from the world. Sweetly primitive (read: no electricity or running water), yet still comfortable, the cabin offers room for two guests, full heating, a kitchen, a solar shower, and essentials provided. You can hike the surrounding trails, spend time at the nearby pond or just spend your time making s'mores over the fire.
6. The Pond House, Ashfield
Airbnb/Gayle
Airbnb/Gayle
This cozy cabin in Massachusetts is a truly amazing outdoor experience. The walls of this cabin are just screens, and there is no electricity. However, the incredible views, serenity, and stargazing make it the perfect "glamping" destination. You'll hear the sound of peepers and owls at night, while your days will be filled with exploring the outdoors and cozying up to the fire.
7. Spirit Water Retreat Cottage, West Tisbury
Airbnb/Kanta
West Tisbury, MA, USA
Airbnb/Kanta
This tiny retreat is nestled in the woods next to an organic garden. You can easily walk to the nearby pond and beach, enjoy a hot cup of coffee on the private deck, or get toasty by the fire. It's small, but that just makes the experience cozier. Check the listing for more information.
8. Suite in a Contemporary Log Cabin, Pepperell
Pepperell, MA 01463, USA
Airbnb/Susan
Pepperell, MA 01463, USA
Airbnb/Susan
This forest retreat offers plenty of privacy and spacious accommodations that blend rustic and artistic aesthetics. Enjoy a fully equipped kitchen, piano, meditation space, and lots of hiking and fishing opportunities. The cabin can accommodate six guests.
9. Cozy Cabin, Monterey
Eric/VRBO
Eric/VRBO
Located in the shadows of both the Beartown State Forest and the Appalachian Trail, this cabin rental in Massachusetts is the ultimate cold weather getaway. The cabin sleeps two people and comes with everything you need for a relaxing stay.

For more outdoor fun, take a drive down these 10 country roads in Massachusetts that are perfect for a leisurely scenic drive.

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More to Explore

Winter in Massachusetts

Jackie Ann | November 04, 2022

Is Massachusetts a good place to visit in the winter?

Absolutely! New England winters can be pretty brutal, so we hope you enjoy cold temperatures and snow! Winter in Massachusetts can vary drastically, but on average the Bay State sees about 51 inches of snowfall annually, with the northern and central parts of the state getting hit the hardest. That being said, Massachusetts is a winter wonderland during these months. From Boston to the Berkshires, there are always plenty of cabin rentals in Massachusetts to snuggle up in, and endless outdoor activities to enjoy as you explore some of the charming small towns in Massachusetts. Just make sure you bundle up!

Where can I go snow tubing in Massachusetts?

Snow tubing is always a fun winter activity in Massachusetts, and there are plenty of spots around the state to enjoy this thrilling activity. Nashoba Valley Snow Tubing Park is the largest snow tubing park in Massachusetts (and all of New England), so that’s our top pick. Whether you’re a beginner or an old pro, you’ll have a blast hitting the slopes here. With 18 snow tubing lanes, you won’t be waiting long and there are four lifts to take you back up the hill. Afterward, head over to the park’s lodge for a hot chocolate and a chance to warm up. 

Where can I see the best light displays in Massachusetts?

One of the best things to do during winter in Massachusetts is to see all of the incredible Christmas light displays. There are several incredible Christmas towns in Massachusetts that really lean into the holiday season, like Attleboro, Sturbridge, and Taunton. For the biggest and brightest Christmas lights in Massachusetts, look no further than Six Flags New England. Their annual Holiday in the Park Lights boasts millions of twinkling lights, dozens of holiday displays, live music, and they even keep some of the amusement park rides open for thrill seekers. 

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