Find Cabins in Chester for Rent from CA $192

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chester Cabin Rentals

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Situated in a serene evergreen forest, this cabin features a symmetrical design with a central chimney and large windows.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (46)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Kitchen features a refrigerator, stove, sink, and toaster, with ample storage and utensils.

Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views

9.0 out of 10, Wonderful, (43)
"My favorite place to stay in the area. Love it! "
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Owl's Nest Treehouse
Property grounds

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (7)
"Treehouse was just as the pictures and description portray. It was clean, quiet and peaceful. My wife and I stayed at the Owl's Nest Treehouse for just a quick one night get away. It was the perfect spot for some quiet time alone and a soak in the hot tub. The check in process was as simple as it gets, and the owners were very responsive to the few questions we asked. For dinner we went to Springfield VT (about a 30 min drive). You can probably find something a little closer, but Alstead...
The price is CA $378
CA $466 total
includes taxes & fees
Aug 11 - Aug 12
Owl's Nest Treehouse
Treehouse at Wise Pines- SoBo
Escape to a secluded forest retreat with a serene path leading to a cozy cabin-style lookout point.

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
The price is CA $227
CA $282 total
includes taxes & fees
Aug 10 - Aug 11
Treehouse at Wise Pines- SoBo
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Relax in a serene space with a large bathtub, book, and candle, accompanied by a wood-burning stove.

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay."
The price is CA $451
CA $778 total
includes taxes & fees
Aug 11 - Aug 12
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Enjoy a meal amidst lush views in this cabin-style room with a dining table for two, a sofa, and a vase with fresh greenery.

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
The price is CA $240
CA $414 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cozy cabin interior with a dining area, wooden dining table, and comfortable sofa.

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

10.0 out of 10, Exceptional, (20)
"Thanks for a great stay!"
The price is CA $240
CA $425 total
includes taxes & fees
Aug 11 - Aug 12
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Situated in a wooded area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (53)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Escape to a secluded cabin surrounded by tall trees, with a balcony offering a peaceful retreat.

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

10.0 out of 10, Exceptional, (90)
"We needed a quiet place to stay in the woods. It was close to Ludlow shops/ restaurants and the Okemo Ski. "
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Relax in a cozy cabin surrounded by a serene snowy forest, complete with a hammock on the porch.

Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK

10.0 out of 10, Exceptional, (1)
"Had a great couple days at the "glamping cabin." The ride to get there on a dark foggy night was a bit thrilling, but could immediately relax once I got into the cabin. Place has everything needed for a semi-primitive cabin experience. Enjoyed the sauna and thencozy bed. "
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Situated amidst a serene landscape, this charming house features a covered porch, a chimney, and a small front porch with a bench.

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (158)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is CA $234
CA $503 total
includes taxes & fees
Aug 25 - Aug 26
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Step up to a charming country retreat with a deck and comfortable seating area.

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (213)
"Cozy and scenic property here with more than enough space, great spot with a dog, to go hiking, or just relax."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
VT Cabin overlooking the West River and Village
Enjoy cooking in this well-equipped kitchen with a dining area, refrigerator, stove, and pot rack.

VT Cabin overlooking the West River and Village

9.8 out of 10, Exceptional, (34)
"We loved our stay! Such lovely cabin! We loved it so much that we were bummed we didn’t book a longer stay. It had everything we needed to make our stay comfortable."
VT Cabin overlooking the West River and Village
Waterfalls-View-Pond. Secluded Vermont Log Cabin with EV Outlet
Enjoy cooking in this cabin-style kitchen with a central island, double sink, and oven.

Waterfalls-View-Pond. Secluded Vermont Log Cabin with EV Outlet

10.0 out of 10, Exceptional, (80)
"Perfectly clean and welcoming cabin. Comfy beds, great location. Would definitely return. "
Waterfalls-View-Pond. Secluded Vermont Log Cabin with EV Outlet
Cozy cabin in charming Londonderry
Situated in a forest, this cabin features a central door and two windows with small balconies.

Cozy cabin in charming Londonderry

9.0 out of 10, Wonderful, (2)
"Very cozy and quiet. "
The price is CA $192
CA $381 total
includes taxes & fees
Aug 13 - Aug 14
Cozy cabin in charming Londonderry
Award-Winning Log Cabin, Top 5 in New England!
Escape to a serene forest retreat with a cozy cabin surrounded by lush greenery and a stone chimney.

Award-Winning Log Cabin, Top 5 in New England!

9.8 out of 10, Exceptional, (79)
"Our trip was nothing short of perfect! The cabin is gorgeous! Everything you need is there or nearby. We will definitely return."
Award-Winning Log Cabin, Top 5 in New England!
Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub
Cozy cabin-style room with a large dining table and wooden chairs, a small table, and a traditional rug.

Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub

10.0 out of 10, Exceptional, (2)
"A perfect getaway for a large group of friends getting together for a reunion. Beautiful property and location, and fantastic amenities. Would absolutely recommend and stay again!"
Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Relax on the lakeside dock, surrounded by evergreen trees and a gentle slope.

Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

9.2 out of 10, Wonderful, (19)
"The property was amazing inside and out . The view was absolutely stunning. We sat beavers eagles and different species of ducks all from the back deck ! We would absolutely stay here again!"
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Situated in a serene grassy area, this cabin features a cozy porch with a table and chairs, and multiple windows with curtains.

Cozy Cabin in Stratton Mountain & Mount Snow 10min

10.0 out of 10, Exceptional, (5)
"The place was very clean & a good location. The host was friendly & responsive."
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Enjoy cooking in this well-equipped kitchen with a stove, sink, and cabinets.

Beautiful country cabin with hot tub and outdoor shower in Londonderry

2.0 star property
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
The price is CA $204
CA $501 total
includes taxes & fees
Aug 11 - Aug 12
Beautiful country cabin with hot tub and outdoor shower in Londonderry
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 Chester Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"The property was very nice and clean. Had outdoor sitting area with fire table that was great place to relax. Complimentary breakfast was great! Staff was very accommodating and friendly! I definitely recommend this property."
Ray 1-night trip
Posted 1 day ago
Hampton Inn and Suites Manchester