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Compare 136 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

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

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

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

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

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 1,031
SAR 1,249 total
includes taxes & fees
25 Mar - 26 Mar
Owl's Nest Treehouse

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)
"My family and I stayed at the cabin over school vacation and skied at Okemo. The cabin is great. Well designed, new, clean. Very comfortable for my family of 4. We hit the hot tub apres ski which was a nice treat. Would book again. "
The price is SAR 664
SAR 1,172 total
includes taxes & fees
1 Apr - 2 Apr
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (202)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI

9.8 out of 10, Exceptional, (70)
"Location was great for skiing at Stratton. Plenty of space for two families that we were not on top of one and other. House was very comfortable. Owner was great providing us details and information we needed for our stay. He was also flexible with our check out time this afternoon. We were so grateful since my husband was not able to ski. We hope to come back again "
Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI

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

Enjoyable a cabin on the Black river with WiFi in Ludlow for a cozy stay

Enjoyable a cabin on the Black river with WiFi in Ludlow for a cozy stay

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 1,348 total
includes taxes & fees
20 Mar - 21 Mar
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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

VT Cabin overlooking the West River and Village

9.8 out of 10, Exceptional, (33)
"Skied at Stratton for the day. This was an awesome place to stay close by the mountain. Clean, convenient, and has everything you need. Close by a market and great restaurant. "
VT Cabin overlooking the West River and Village

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

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

10.0 out of 10, Exceptional, (133)
"Cute cabin close to Okemo and town! Really enjoyed our stay and would definitely return. "
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

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

9.2 out of 10, Wonderful, (37)
"This property was just what we were looking for in a weekend getaway in VT. Would highly recommend. "
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views

Beautiful country cabin with hot tub and outdoor shower in Londonderry

2.0 star property
10.0 out of 10, Exceptional, (1)
"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 SAR 619
SAR 1,433 total
includes taxes & fees
20 Mar - 21 Mar
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Cozy 3-bedroom VT cabin minutes from Okemo

8.0 out of 10, Very Good, (1)
"Pleasantly north of Ludlow so easier to get to Killington. Modern home with nice furnishings and amenities. We enjoyed the wide windows and lake views. Somewhat odd layout with no bathrooms outside of the two master bedrooms. "
The price is SAR 1,068
SAR 2,070 total
includes taxes & fees
24 Mar - 25 Mar
Cozy 3-bedroom VT cabin minutes from Okemo
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

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 1,294
SAR 1,608 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort

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
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.