Find Cabins in Cheshire for Rent from CA $249

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Cheshire cabin rentals

Exterior

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 reviews)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is CA $170
CA $249 total
includes taxes & fees
Feb 17 - Feb 18
Taborton Harvest Boulder Pines Cabin in the woods
Exterior

Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers
Stephentown
6.8 out of 10, (3 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is CA $179
CA $397 total
includes taxes & fees
Feb 17 - Feb 18
Charming 3-bedroom Cabin for nature lovers
Exterior

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

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is CA $366
CA $754 total
includes taxes & fees
Mar 18 - Mar 19
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (45 reviews)
"Beautiful view, very spacious outside and indoors, cozy aesthetic."
United States
Devon I.
The price is CA $545
CA $817 total
includes taxes & fees
Feb 22 - Feb 23
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 review)
"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.
The price is CA $170
CA $249 total
includes taxes & fees
Feb 17 - Feb 18
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, (4 reviews)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
United States
KenD
The price is CA $708
CA $1,372 total
includes taxes & fees
Feb 17 - Feb 18
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Fairly clean and staff were friendly"
Michael 2-night trip
Posted 3 days ago
Vacation Village in the Berkshires

Find out more about Cheshire

Cheshire Cabin Rentals information

Number of reviews
96
Accommodation
26 Cabin Rentals
Lowest Price
CA $249
Highest Price
CA $1,372

Frequently asked questions

What are the best cabins near Cheshire?
Stay in one of our 385 cabins in Cheshire and you'll be rewarded with beautiful scenery, outdoor adventure and memories to treasure. Log Cabin Living On The Esopus Creek is where life seems to slow down. Private And Artistic Cabin, Pet Friendly is another great choice if you're craving time out in Mother Nature.
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 CA $249 to CA $1,372 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 spectacular views, you can't beat a Cheshire mountain cabin. Explore the rugged beauty around The Luxury Lodge - Ski, Ride, Golf. This tourist favourite has everything you need for an unforgettable escape, including nearby hunting activities and a microwave oven. Or, enjoy a taste of the mountain lifestyle at Cabin - The Lakefront Retreat - Ski, Ride. It features a wood stove, nearby hunting activities and more.
What are the best river cabins near Cheshire?
If you're looking for a character-filled abode near the water, a Cheshire river cabin is calling your name. Stay at Cabin - Charming, Quiet, River Front and let any worries on your mind float away downstream. Useful amenities here include snowsport activities and skiing facilities. Another leading riverside option is Cabin - Romantic Retreat. It features on-site watersports, snowsport activities and more.
What are the best cabins with pools near Cheshire?
Staying in a cabin rental with a pool adds a level of fun to your vacation. If you're seeking one near Cheshire, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna has conveniences like a swimming pool and a porch to make your poolside getaway even better. Cabin - Romantic Retreat is another standout and features on-site watersports and a swimming pool.
Can I find beach cabins near Cheshire?
Get a big dose of sun and sea air at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. One of our popular Cheshire beach cabins, it comes with on-site watersports and beach sun loungers. You can also spend laid-back days along the shoreline at Cabin - Relax, Reconnect And Enjoy. On-site watersports and children's activities will help make your stay here nice and comfortable.
What are the best weekend cabin rentals in Cheshire?
Nothing's better than a weekend cabin getaway after a draining week at work. Ditch your cubicle for two or so days in the outdoors at The Luxury Lodge - Ski, Ride, Golf. On-site watersports and a patio are some of the conveniences it comes with. Work will also be the furthest thing from your mind at Cabin - The Lakefront Retreat - Ski, Ride. Put your bags down here and enjoy access to on-site watersports and a patio.
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 CA $249 a night sound?
Can I find log cabins in Cheshire?
If you find yourself pining for a slower pace of life, you'll find it at one of our log cabins in Cheshire. For instance, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Spend your days here swimming and canoeing and then come home to kick back among its comforts. Time also appears to go slow at Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet. When you're ready to venture beyond your cozy hideout, cycling and mountain biking opportunities are close by.
What are the highest-rated cabins in Cheshire?
With an impressive rating, it's not hard to understand why Cabin - Artist's Camp On Lake Mahkeenac is a huge hit with travellers. It has amenities like a patio and a fireplace. Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns is another great option. Conveniences including a porch and a tennis court will help make your stay nice and comfortable.
Why should I book a cabin in Cheshire?
For a vacation that's big on charm, comfort and affordability, you can't top a cabin. Leave your city blues behind and spend time in the greenery of the wilderness. From days of rugged adventure to peaceful evenings cuddled up with your special someone, cabins offer both excitement and relaxation. You'll find all the best Cheshire options here on Expedia.
What are the top nature cabins in Cheshire?
Brimming with charm and creature comforts, Cabin - Charming, Quiet, River Front is among our most in-demand nature cabins in Cheshire. But with so many things to do and see close by, make sure you don't spend all your time relaxing indoors. Activities such as nearby sailing and nearby scuba diving are on the itinerary here. Cabin - Romantic Retreat is another rental where you can hang out in nature. Nearby hiking and biking trails and a tennis court are a few enjoyable ways to do it.
What are some of the best cabins near Tanglewood Music Centre in Cheshire?
Mother Nature will be your closest neighbour at a Tanglewood Music Centre cabin. Cabin - Artist's Camp On Lake Mahkeenac is one of the best. This escape is also home to adventure, with nearby mountain biking and nearby fishing among the things to do in the area. Another standout is Cozy Stockbridge Cabin - Walk To Beach And Lake. Get active and then head back to your cabin to take advantage of its creature comforts.

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