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Search the Best Cabins in Cheshire

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Cabin Rentals in Cheshire

Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake
10.0 out of 10, Exceptional, (13)
"We LOVED our stay! Cabins were spotless and the main building was just great! Waking up to a picture window behind us with all the fall colors in their glory was such a highlight. "
United States
Barb W.
$166 nightly
The price is $184
Nov 14 - Nov 15
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Exterior
Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers

Stephentown
7.0 out of 10, Good, (2)
"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...
United States
John O.
$264 nightly
The price is $293
Nov 16 - Nov 17
Total with taxes and fees
Charming 3-bedroom Cabin for nature lovers
Exterior
Bear Creek Cabin

Bear Creek Cabin

Charlemont
10.0 out of 10, Exceptional, (42)
"We enjoyed our stay!!"
United States
Hillary S.
$536 nightly
The price is $599
Nov 14 - Nov 15
Total with taxes and fees
Bear Creek Cabin
Exterior
Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience

Sand Lake
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."
United States
Georgia M.
$165 nightly
The price is $183
Nov 14 - Nov 15
Total with taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Exterior
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

Averill Park
10.0 out of 10, Exceptional, (3)
"The lake house was not only big enough for entertaining our extended family of 10, but fully equipped for fun down on the lake. We loved the kayaks, the stand up paddle boards, and the kids and teens loved swimming off of and playing on the foam floating mat. We lounged around the fire pit and roasted marshmallows for s’mores one night. And the icing on the cake was that our three senior dogs could be with us, so we brought along a couch cover and kept the lawn clean so that the owner might...
United States
judy h.
$1,010 nightly
The price is $1,121
Nov 16 - Nov 17
Total with taxes and fees
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere."
Kim 2-night trip
Posted 2 days ago
Berkshires Untold

Find out more about Cheshire

Cheshire Cabin Rentals information

Number of reviews
56
Accommodation
29 Cabin Rentals
Lowest Price
$183
Highest Price
$1,121

Frequently asked questions

What are the best cabins near Cheshire?
Ranging from small and rustic to spacious and luxurious, there are 380 cabins on offer in and around Cheshire. Standouts include Log Cabin Living On The Esopus Creek and Private And Artistic Cabin, Pet Friendly.
Are there cheap cabins in Cheshire?
Whether you're eager to stay close to the water or in the hills, we've got a great variety of cheap cabins in Cheshire to suit your taste and budget. Priced from $183 to $1,121 per night, your perfect cabin is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Cheshire?
If you're after crisp air and stunning views, it's hard to beat a Cheshire mountain cabin. Surround yourself in nature at Cabin - Hunter Lakefront House: Ski, Swim. This rental has all you need for an idyllic escape, including a microwave oven and a dishwasher. Alternatively, experience the mountain lifestyle at Cabin - Charming, Quiet, River Front. It offers snowsport activities, skiing facilities and more.
What are the best river cabins near Cheshire?
When you think of the word peaceful, a river cabin near Cheshire should jump to mind. Cabin - Charming, Quiet, River Front is one place where you can enjoy some calm. As well as its lovely surroundings, it comes with amenities such as snowsport activities and skiing facilities. Cabin - Romantic Retreat is another favorite. On-site watersports and snowsport activities are among the conveniences you'll have at hand here.
What are the best cabins with pools near Cheshire?
Hop into your swimsuit and splash around at your leisure when you reserve one of our cabin rentals with a pool near Cheshire. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna is a top choice. A swimming pool and a porch are some of the other amenities you can take advantage of here. Alternatively, enjoy some time out at Cabin - Romantic Retreat. As well as a great pool, this cabin offers on-site watersports and a swimming pool.
Can I find beach cabins near Cheshire?
Wake up and wander down to the shoreline when you book a Cheshire beach cabin rental. Sunshine and fun should be your top priorities at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This seaside retreat offers on-site watersports and beach sun loungers. Or, toss your bag down and cozy up at Cabin - Relax, Reconnect And Enjoy. Conveniences here include on-site watersports and children's activities.
What are the best weekend cabin rentals in Cheshire?
If you can't wait to spend two or so glorious days surrounded by nature, Cabin - Hunter Lakefront House: Ski, Swim will check all your boxes. Kick back here for a weekend and make use of conveniences including on-site watersports and a patio. Another popular retreat is Cabin - Charming, Quiet, River Front. Offering a patio, a firepit and plenty of chill vibes, you'll go home feeling like a new person.
What are the best cabin prices in Cheshire?
If you'd prefer to save some cash on your stay, Expedia has some fantastic offers on Cheshire cabins that won't put a dent in your vacation budget. How does $183 a night sound?
Can I find log cabins in Cheshire?
For many nature lovers, the perfect outdoor vacation just isn't complete without staying in a log cabin filled with character. Get exploring or simply unplug and unwind at Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Activities such as skiing and hiking are just some of the fun things to do here. Another log cabin getaway is Luxury Secluded Catskill Log Cabin On Creek. Horse riding and snow shoeing will keep you active when you're not kicking back in your timber-clad digs.
What are the highest-rated cabins in Cheshire?
Expedia cabin travelers keep returning to Cabin - Artist's Camp On Lake Mahkeenac. This top-notch option comes with a host of useful amenities like a patio and a fireplace. It won't take you too long to understand why Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns is also a hit with travelers. Conveniences like a porch and a tennis court will help make your vacation the best one yet.
Why should I book a cabin in Cheshire?
For a vacation experience that's big on character, comfort and affordability, a cabin is the best choice. Lose your city blues in the greenery of the wilderness. From fun-filled days to cozy nights cuddled up with your special someone, cabins offer the perfect mix of excitement and relaxation. Check out all the great Cheshire options right here on Expedia.
What are the top nature cabins in Cheshire?
Unpack your bags at Cabin - Charming, Quiet, River Front and let your troubles drift away. Fun activities like nearby hiking and biking trails and nearby sledding help make this river cabin in Cheshire a top choice. Cabin - Romantic Retreat is another great place to hang out among nature. If you're in the mood for adventure, go nearby sledding and nearby motor boating.
What are some of the best cabins near National Shrine of the Divine Mercy in Cheshire?
Escape the hustle and bustle and journey into nature from a National Shrine of the Divine Mercy cabin. Get up close to wildlife, inhale the fresh air and then relax at Cozy Stockbridge Cabin - Walk To Beach And Lake. Fun activities such as nearby hiking and biking trails and nearby motor boating are just moments away here. Another place where you can relax and feel at home is Cabin - Artist's Camp On Lake Mahkeenac. Nearby motor boating and nearby kayaking are a few things to keep you busy during your visit.

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