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12 Sep - 14 Sep
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19 Sep - 21 Sep
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3 Oct - 5 Oct
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31 Oct - 2 Nov

Cabin Rentals in Cheshire

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Exterior

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10.0 out of 10, Exceptional, (125)
"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Florida Mountain Log Cabin!
TV

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Place was super clean. Beds were comfortable. Location was great."
The price is AED 675
AED 1,439 total
includes taxes & fees
3 Sep - 4 Sep
Florida Mountain Log Cabin!
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Interior

The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Wonderful view, peaceful quiet area, cosy cabin."
The price is AED 826
AED 1,631 total
includes taxes & fees
8 Sep - 9 Sep
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Newly Renovated Cabin in the Country
Exterior

Newly Renovated Cabin in the Country

10.0 out of 10, Exceptional, (30)
"Very comfortable place with everything we needed for great week!"
Newly Renovated Cabin in the Country
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is AED 477
AED 701 total
includes taxes & fees
2 Sep - 3 Sep
Taborton Harvest Boulder Pines Cabin in the woods
Bear Creek Cabin
Exterior

Bear Creek Cabin

10.0 out of 10, Exceptional, (37)
"Enjoyed our stay"
The price is AED 1,469
AED 2,170 total
includes taxes & fees
7 Sep - 8 Sep
Bear Creek Cabin
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

9.8 out of 10, Exceptional, (30)
"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!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Exterior

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.8 out of 10, Exceptional, (57)
"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Lakefront House with Stunning Views and Great Room
Dining

Lakefront House with Stunning Views and Great Room

9.8 out of 10, Exceptional, (18)
"Beautiful setting. We had fun exploring the area and made good use of the kayaks to explore the lake."
Lakefront House with Stunning Views and Great Room
Dadzpad Cabin in Stephentown
Fridge, microwave, oven, stovetop

Dadzpad Cabin in Stephentown

5.0 out of 10, (2)
"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 "
Dadzpad Cabin in Stephentown
Artist's Camp on Lake Mahkeenac
Sun loungers, beach towels

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (19)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Breathtaking Mtn Views: Stylish Rustic Retreat!
2 bedrooms, desk, travel crib, free internet

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (29)
"Our family loved spending time exploring this gorgeous 100 acre property. The cabin is so charming and our daughters loved the “secret hideout” and I especially loved the bird watching! "
Breathtaking Mtn Views: Stylish Rustic Retreat!
Taborton Harvest Timber Trails Unique cabin experience
Fridge, microwave, oven, stovetop

Taborton Harvest Timber Trails Unique cabin experience

10.0 out of 10, Exceptional, (1)
"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."
The price is AED 459
AED 673 total
includes taxes & fees
2 Sep - 3 Sep
Taborton Harvest Timber Trails Unique cabin experience
Charming 3-bedroom Cabin for nature lovers
Interior

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very Good, (1)
"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...
The price is AED 515
AED 1,114 total
includes taxes & fees
2 Sep - 3 Sep
Charming 3-bedroom Cabin for nature lovers
Berkshires Cabin 2 Mi to Appalachian Trail!
Dining

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (12)
"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "
Berkshires Cabin 2 Mi to Appalachian Trail!
Vermont Lake Front Log Cabin Close to Mt. Snow
Exterior

Vermont Lake Front Log Cabin Close to Mt. Snow

10.0 out of 10, Exceptional, (68)
"The property was very nice, and the host was very accommodating and responsive. Would definitely stay here again. "
Vermont Lake Front Log Cabin Close to Mt. Snow
Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
WiFi, bed sheets

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
A-Frame Cabin w/ Furnished Deck in Becket!
Exterior

A-Frame Cabin w/ Furnished Deck in Becket!

8.6 out of 10, Excellent, (8)
"We had a wonderful stay in this adorable a frame!! Super cozy :)"
A-Frame Cabin w/ Furnished Deck in Becket!
Crooked Lake Cabin
Smart TV

Crooked Lake Cabin

10.0 out of 10, Exceptional, (3)
"Great stay , will definitely be back!!! Host was great with communication. "
Crooked Lake Cabin
Cozy Log Cabin on a private lake with incredible scenery.
Dining

Cozy Log Cabin on a private lake with incredible scenery.

10.0 out of 10, Exceptional, (4)
"What a lovely view and the lake was nice. The owners were very responsive with any questions we had. We a great time with family celebrating our nephews college graduation. Highly recommend."
Cozy Log Cabin on a private lake with incredible scenery.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cheshire Hotel Reviews