Name: Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Rating: 9.8

Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most. Learn more about Chester

Chester Depot

A forest with autumn foliage in various colors.

Chester Depot

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Fullerton Inn

40 The Common Chester VT

$149 nightly

$162 total

Jul 2 - Jul 3

Total with taxes and fees

Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

8.2/10 Very Good! (439 reviews)

"We had a wonderful weekend. Inn is a little dated but very cute. Room was clean and we sat out on our balcony with wine at night and coffee in the morning. Needed a dusting but comfortable. I would stay there again and recommend it to those traveling. Great location."

Reviewed on Jun 21, 2026

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

Chester VT

Stay at this cabin in Chester. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...

9.8/10 Exceptional! (24 reviews)

"I had a great stay! Everything was as shown and described in the listing. My only advice is-if you are staying there during mud season make sure you have a AWD/4WD vehicle-the road to the property can get pretty bad."

Reviewed on Mar 11, 2026

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Woodstock Inn & Resort

Fourteen The Green Woodstock VT

$519 nightly

$571 total

Jul 7 - Jul 8

Total with taxes and fees

Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

9.4/10 Exceptional! (589 reviews)

"Had a short stay with my family to the Woodstock Inn and would love to return some day. Hospitality at its best in a beautiful town. The grounds and amenities were immaculate and authentic to the area. A memorable stay."

Reviewed on Jun 25, 2026

See all 3,103 properties in Chester

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.

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

Chester VT

Stay at this cabin in Chester. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...

9.8/10 Exceptional! (24 reviews)

"I had a great stay! Everything was as shown and described in the listing. My only advice is-if you are staying there during mud season make sure you have a AWD/4WD vehicle-the road to the property can get pretty bad."

Reviewed on Mar 11, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3387 East Mountain Road Killington VT

Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...

9/10 Wonderful! (62 reviews)

"Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique ..."

Reviewed on May 10, 2026

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

Cavendish VT

Stay at this cabin in Cavendish. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Phineas Gage Memorial and Mount Ascutney are located ...

10/10 Exceptional! (43 reviews)

"Great cabins. Highly recommend."

Reviewed on Jun 22, 2026

See all properties in Chester

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.