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Compare 139 Cabin Rentals in Chester with updated reviews, rates, and availability.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (203)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

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

"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. "
The price is SAR 263
SAR 636 total
includes taxes & fees
21 Apr - 22 Apr
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (1)
"My husband and I had a great weekend at Owl's Nest. The space was small, but cozy and the space was so well thought out in every way. It was meticulously clean, the lighting was magical, the hot tub was so cozy, and the host was very thoughtful in providing k-cups and local syrup and honey! Even though the cabin is on the same property as another house, it felt secluded. If you stay at this cabin, I definitely recommend going to L.A. Burdick in Walpole and having dinner at Wunderbar in Bellows...
The price is SAR 1,032
SAR 1,249 total
includes taxes & fees
1 Apr - 2 Apr
Owl's Nest Treehouse

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (155)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is SAR 638
SAR 1,365 total
includes taxes & fees
31 Mar - 1 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is SAR 544
SAR 681 total
includes taxes & fees
1 Apr - 2 Apr
Treehouse at Wise Pines- SoBo

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

10.0 out of 10, Exceptional, (13)
"Loved this property. Was clean, well maintained, and cozy. My partner loved the size and the full kitchen. Was a good distance from Ludlow downtown, not too far. "
The price is SAR 656
SAR 1,164 total
includes taxes & fees
21 Apr - 22 Apr
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

8.6 out of 10, Excellent, (14)
"House is lovely and well appointed."
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

9.0 out of 10, Wonderful, (107)
"The cabin is indeed private, warm and cozy with plenty of space for 7 adults. The appliances in the kitchen are updated and mattresses are comfortable. We were very disappointed with the unpleasant odor in the house (septic) that was difficult to mask with scented candles and cooking. We contacted the Vacasca representative our first full day in the home and were expecting a phone call for an onsite inspection that never happened "
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK

2.0 star property
10.0 out of 10, Exceptional, (2)
"Super cozy and clean. Was great to disconnect and enjoy the serenity. 10 minute drive to Stratton and probably about 30-40 to Bromley and Mt Snow. I’ll definitely do it again."
Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK

The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

10.0 out of 10, Exceptional, (24)
"The property owners were so easy to work with, super communicative and quickly responded to any questions I had. The cabin was spacious, yet charming. The hot tub was amazing sitting under the night sky. The view outside of the many windows of the snow covered woods was wonderful. The beds were comfortable and the heated bathroom and awesome hot open shower was wonderful after a day of skiing. The kitchen was well equipped and had everything I needed for my gourmet meals except aluminum foil...
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Great Trail Fun

10.0 out of 10, Exceptional, (113)
"We had a nice time at this cabin. Super clean and perfect for what we needed with 2 teenagers. "
Great Trail Fun

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

10.0 out of 10, Exceptional, (88)
"Had a very relaxing time at this cabin. Everything was as described on listing. Very clean and excellent location. Very comfortable sitting by the fireplace after skiing Okemo all day! Would definitely stay here again! Nice and secluded but yet close to the mountain and stores if needed!"
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

10.0 out of 10, Exceptional, (7)
"The property is gorgeous!! I’m glad we stayed there! Clean and cozy. Love it!"
The price is SAR 656
SAR 1,164 total
includes taxes & fees
21 Apr - 22 Apr
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet

10.0 out of 10, Exceptional, (76)
"Perfectly clean and welcoming cabin. Comfy beds, great location. Would definitely return. "
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
9.6 out of 10, Exceptional, (7)
"We would stay here again. Very Convenient, clean and cozy. It had everything we needed for our short stay. Thanks for the quick response. "
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Log Cabin home with Mt Ascutney views and pool table

9.8 out of 10, Exceptional, (88)
"We were very pleased with the amount of space and beautiful views that the home offered. It was comfortable, warm and inviting and the owner was very attentive to any questions we had."
Log Cabin home with Mt Ascutney views and pool table

Cozy Log Cabin on the River | Fireplace | Loft

10.0 out of 10, Exceptional, (10)
"We booked this property for a ski vacation over kids winter break, and found it was perfect for our needs. Very clean property, modern appliances in well-equipped kitchen, loft area the kids loved and full of games, plenty of hot water and good temperature control throughout the home, beautiful private master suite, and functional fireplace with plenty of firewood. Easy 25 minute drive to Mt. Snow. Owner was very communicative with a guide and daily check-ins. Property is well-maintained,...
Cozy Log Cabin on the River | Fireplace | Loft

Cozy cabin in charming Londonderry

9.0 out of 10, Wonderful, (2)
"Very cozy and quiet. "
The price is SAR 581
SAR 1,102 total
includes taxes & fees
1 Apr - 2 Apr
Cozy cabin in charming 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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Other property types in Chester

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is SAR 1,281
SAR 1,593 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort
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.