Fall Foliage: 10 Great Airbnb Rentals in Massachusetts

Fall is beautiful in Massachusetts. Those traveling from out of state may want to consider staying at a unique Airbnb to make the most of the stunning fall views.

A gingerbread house, tree houses and a glass house are some of the options available this fall. Some of them are close to good hikes, while others offer fire pits or outdoor cooking options.

See below for an overview of some of the best and unique Airbnb rentals for your fall getaway across the state.

gingerbread hut

Consider staying in this “gingerbread house” this fall.

Described as “magical”, “newly renovated” and “one of a kind”, it includes a filled open-plan living space, a kitchenette, a cozy dining area and a third-floor bedroom up a spiral staircase, according to Airbnb . There is also a bohemian bedroom with a large bed behind a sliding door.

The property’s Airbnb listings highlight its accessibility to Berkshires attractions such as the nearby Appalachian Trail, in addition to nearby ponds for swimming and kayaking and ski runs and ski areas in the winter.

The octagonal treehouse offers stunning views through floor-to-ceiling windows, according to the listing.

octagonal glass hut

the octagonal tree house at Otis has stunning views through floor-to-ceiling windows, according to the listing.

If that’s not enough to entice a staycation, there’s also a large deck with a grill, fire pit, and al fresco dining.

Nearby is Great Barrington, a charming New England town that is 20 minutes from Tanglewood, Jacobs Pillow and the former home of author Edith Wharton. It’s also near three ski areas and great hiking, according to the listing.

This barn is now a “comfortable and peaceful getaway” in Holden.

The hayloft in a ski lodge converted into a stable is now a “comfortable and peaceful getaway” in Holden.

Historic ski chalet converted into a barn

the hayloft in a stable-turned ski lodge is now a “comfortable and peaceful getaway” in Holden.

“Enjoy a quiet farm stay on a working lavender farm. Help feed (if you wish) the sheep and see the horses, chickens, pigs (April-November),” the listing reads. “Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, walk through our lavender maze and walk our 1 mile nature walk.”

The barn offers “unobstructed views of Mount Wachusett”. There is also nearby “conservation land” for hiking, cross-country skiing, or mountain biking.

Insulated cabin

Enjoy the view all to yourself at this secluded cabin in Monterey.

Insulated cabin

Enjoy the views everything for you in this secluded cabin in Monterey.

“Overbrook is a lovely rustic cabin,” the listing reads. “It contains a large wood-burning fireplace, professional kitchen, beautiful bathroom with clawfoot tub, and a deck perched directly above a stream.”

It’s ‘nestled in a hollow in the woods’ and promises that you won’t hear or see anyone during your stay. However, guests are still a short drive from Monterey and Great Barrington, including Butternut Ski Mountain and Catamount Ski Area.

House in Bolton

This home is “nestled into the slope of Vaughn Hills” in Bolton, according to the listing.

A refuge near a vineyard

This residence is “nestled into the slope of Vaughn Hills” in Bolton, according to the listing.

It includes the lower level of the house, which sits on 3.5 acres. It’s also close to wine tasting at the Nashoba Valley Winery, coffee or quiz night at the Harvard General Store, apple picking, or hiking the trails of Vaughn Hill. .

Treehouse on 2 levels in New Marlborough

This two-level treehouse in New Marlborough has a tree running through it.

Two-level treehouse

This at two levels tree house in New Marlborough is crossed by a tree.

“Escape, relax and rejuvenate in this double treehouse,” the listing reads. “You feel like you’re in the middle of nowhere, but you’re only minutes from the town of Great Barrington for shopping or just walking around town.”

It’s more like glamping, according to the listing, because there’s no running water. The outhouse is about 25 feet from the treehouse with a compostable toilet.

Camping in Chesterfield

Camp in a tent already set up for guests in Chesterfield.

Camping in Chesterfield

Camp in a tent already set up for guests in Chesterfield.

“Enjoy memorable and romantic days and nights in a tasteful bell tent in the woods of Western Mass.”, the listing reads. “Located next to a babbling brook, surrounded by pine and hemlock trees, with hiking and swimming nearby – and only 30 minutes from Northampton or Pittsfield/Lenox.”

The interior of the tent includes two mattresses, imported kilim wool carpets and pillows. There’s no wifi and cell service is spotty, according to the listing

“It’s camping in style, complete privacy and greater comfort – but it’s still camping,” the listing reads.

Handcrafted treehouse

This handcrafted tree house is accessed by a suspension bridge in Wareham.

Handcrafted tree house

This handcrafted tree house is accessed by a suspension bridge in Wareham.

“A once-in-a-lifetime adult adventure awaits in this cozy, handcrafted treehouse,” the listing reads. “Nestled 12 feet off the ground among chirping birds, red oak trees and breathtaking views of Mink Cove at Buzzards Bay.”

Little house in Orange

This dark little house is perfect for those looking to stay with a view.

Ice fisherman’s hut transformed into a small house

This tiny dark lodge is perfect for those looking to stay with a view.

Located in Orange, it was originally built as an ice fisherman’s hut before being converted into a cottage.

“This tiny house is unabashedly elegant and understated,” the listing reads. “The private dock can be seen from the wall of windows in the open living area. Walk to shore, sit with your feet in the water, swim, fish or kayak. It’s the ultimate year-round romantic getaway.”

Insulated A-frame

This secluded A-Frame in Cummington is surrounded by trees.

Insulated A-frame

This isolated A-Frame in cummington is surrounded by trees.

“This area is not only beautiful for hiking, but also motorcycling here is exquisite,” the listing says.

The house includes access to the river, a fire pit and a hike in the woods. There are also historic mills along the river on River Road.

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