5 A-Frame Massachusetts Vacation Rentals for the Coziest Fall Getaway

I love to vacation any time of year, but when it comes to fall travel, I prefer to stay local. Warm mornings, cool nights, and lots of spectacular foliage make for a perfect Massachusetts getaway. If a New England trip full of quintessential autumn vibes is on your radar, I have found some cozy Massachusetts A-frame rental properties that are definitely worthy of a local fall trip.

1. Berkshire A-Frame Cabin - Cummington

The Berkshire A-Frame Cabin in Cummington is the ideal place to unplug from it all. Although there is no wi-fi here, you will find plenty to keep you busy. This secluded Airbnb property is close to fantastic hiking, biking, and local attractions, and has everything you need inside for a comfortable, off-the-grid stay. This remote cabin has one bedroom and can sleep up to three guests. It is also a great Berkshires pet-friendly rental, so no need to leave your dog at home.

2. A-Frame Cabin w/ Furnished Deck in Becket - Becket

If you are looking for a peaceful retreat out in nature, this two-bedroom/one-bathroom, rustic A-frame in Becket is a wonderful vacation option. The unique A-frame Cabin w/ Furnished Deck features retro decor, comfortable beds, and a cool record collection that you can listen to while you cook meals in the fully equipped kitchen or curl up with a book by the fire. The quiet Becket retreat is on four secluded acres of land near a lovely lake and the Chester-Blandford State Forest.

3. Modern A-Frame Farm Stay - Brewster

If a modern rental is more your style, you can’t go wrong with this two-bedroom A-frame in Brewster. The private Cape Cod Airbnb built just a few years ago features beautiful decor, luxurious amenities, and even a heated saltwater pool (open seasonally). But what makes this property extra special is that it is located on a five-acre horse farm. Feel free to mingle with the animals; if you happen to own your own horse, you can also bring it along. The Modern A-Frame Farm Stay rental is a guest-favorite Airbnb property that ensures a cozy and memorable stay.

4. A-Frame Cabin - Becket

Apparently, the town of Becket is the place to visit for top-rated Massachusetts A-frame rentals, because here is another Berkshire beauty. This five-star rustic A-Frame Cabin is so cozy that you will never want to leave. The one-bedroom home sleeps up to our people. Enjoy spectacular scenic hiking on the Appalachian Trail or take the home’s kayaks out on the nearby lake. And you will definitely want to spend some peaceful nights hanging out at the home’s fire pit.

5. Hamilton Cottage - Holland

Hamilton Cottage in Holland rounds out my list of the best Massachusetts cozy vacation rentals. This waterfront A-frame on Lake Hamilton features three bedrooms and two baths, so it is ideal for families or a group of friends. Your cozy autumn stay here will be filled with tranquil waterfront views from the property’s multiple decks or comfy firepit area. This serene retreat is close to the popular Tree House Brewing Company, as well as one of my favorite restaurants, the Traveler. Be sure to stop in for a hearty meal and some free books! 

Have you planned your fall getaway yet? All of these cozy A-frames are currently available, so there is still time to make your autumn reservations. To make the most of your vacation, be sure to use our convenient Only In Your State itinerary planner.