The road less traveled sometimes is absolutely beautiful. In a month this will be a great spot for Autumn. I will repost the exact same foliage shot and see if I am correct. Excited to do it actually..

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Cabin Rentals in Cheshire

Situated in a forested area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

"Enjoyed our stay"

$539 nightly

Aug 11 - Aug 12

Total includes taxes and fees

Relax on the spacious deck with a covered seating area, surrounded by lush greenery.

"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"

Surrounded by lush greenery, this cabin-style building features a charming front porch and a stone chimney.

"Very comfortable place with everything we needed for great week!"

"Such a sweet spot in the woods! Can’t wait to come back."

$160 nightly

Aug 9 - Aug 10

Total includes taxes and fees

Cozy cabin-style accommodation with a wooden staircase, living area, dining table, and kitchen.

"Place was super clean. Beds were comfortable. Location was great."

$364 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Cozy bedroom with a rustic ceiling, a made bed featuring a bear design quilt, and a window with a view.

"Lovely location, charming property, great experience"

$280 nightly

Aug 12 - Aug 13

Total includes taxes and fees

Situated in a wooded area, this charming house features a front porch and a small garden with plants and a decorative pumpkin.

"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"

Enjoy serene lakeside views and peaceful surroundings, perfect for picnics and outdoor activities.

"Great location, comfortable, beautiful setting and nice porch! "

Relax in comfort with a large bed, flat-screen TV, and wooden dresser.

"Adorable cabin with a central location to see everything in the Pioneer Valley/ Berkshires/Greater Springfield areas. The cabin is perfect for playing games, fishing, exploring the nearby lake and state parks or just plain relaxing! Be sure to bring marshmallows for toasting in the fire pit. Enjoy!"

Kitchen with central island, stove, microwave, and sink, featuring a window and patterned tile floor.

"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "

Stylish log cabin with a central entrance and two windows on each side, set amidst a well-manicured lawn.

"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"

Enjoy meals at the large dining table surrounded by four chairs, with a serene lake view through the large windows.

"Beautiful setting. We had fun exploring the area and made good use of the kayaks to explore the lake."

Cozy cabin interior with a wooden staircase, comfortable seating area, and brick chimney.

"The pictures of this place do not even do it justice. It was breathtaking. We had so much fun exploring Bennington during the day and returning to Big Sky to relax and enjoy the beautiful property. The house had everything we needed and more; the beds were so comfortable, and we enjoyed our time together. We will be back soon!"

Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."

$160 nightly

Aug 9 - Aug 10

Total includes taxes and fees

Cozy room with a stone fireplace, flat-screen TV, and patterned rug.

"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...

$341 nightly

Aug 29 - Aug 30

Total includes taxes and fees

Enjoy meals around a large round table in a room with a window offering a view of the surrounding forest.

"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "

Cozy cabin-style building with a spacious porch and wooden beams supporting the upper level.

"The property was very nice, and the host was very accommodating and responsive. Would definitely stay here again. "

Situated in a forested area, this cabin features a balcony for outdoor relaxation and a gravel pathway leading to the entrance.

"We had a wonderful stay in this adorable a frame!! Super cozy :)"

Cozy living room with a central fireplace, comfortable sofa, and rustic bench.

"Very quiet very neat cottage on a small lake in Albany areaI would highly recommend this property.Lake view is beautiful with lots of windows to watch the water and boats working kitchen has new appliances, bathroom totally updated washer and dryer a big plus as well We felt relaxedas soon as we walked in"

Relax in this inviting living area with a sofa, armchair, and coffee table, featuring a gas stove and ample natural light.

"Location of this property is near all things Stockbridge has to offer. Easy ride to Tanglewood Short ride to Lenox and Lee The cottage is an older gem Well stocked and lots of quirky charm"