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Featured Cabin Rentals in Chester

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly
With a stay at this cabin in Mount Holly, you'll be on a lake, within a 15-minute drive of Okemo Mountain Resort and Buttermilk Falls.
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Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
3387 East Mountain Road, Killington, VT
When you stay at Ski in & out Spruce Glen Townhomes on Great Eastern Trail in Killington, you'll be near ski lifts, just steps from Killington Resort and a 4-minute ...
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Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

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

Cavendish
When you stay at this cabin in Cavendish, you'll be 14 minutes by car from Phineas Gage Memorial.
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Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

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

Ludlow
With a stay at this cabin in Ludlow, you'll be on the waterfront, within a 10-minute drive of Okemo Mountain Resort and Green Mountain Sugar House.
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Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Trail treasures

Trail treasures

Mt Tabor
Located in Danby, this cabin is in a rural location, within a 5-minute drive of Green Mountain National Forest and Big Branch Wilderness.
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Trail treasures
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
Located in Grafton, this cabin is in a rural location, within a 10-minute drive of My Minds Design and Grafton Historical Society.
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Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

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

Townshend
With a stay at this cabin in Townshend, you'll be within a 15-minute drive of West River and Newfane Town Hall.
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Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Stratton
With a stay at this cabin in Stratton, you'll be in the mountains, within a 15-minute drive of Stratton Mountain Resort and Green Mountain National Forest.
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Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
NEW Lakeside cabin W/ Hot Tub Newly Renovated!

NEW Lakeside cabin W/ Hot Tub Newly Renovated!

Ludlow
With a stay at this cabin in Ludlow, you'll be within a 10-minute drive of Okemo Mountain Resort and Lake Rescue.
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NEW Lakeside cabin W/ Hot Tub Newly Renovated!
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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.

Chester Cabin Rentals essential information

Accommodation
136 Cabin Rentals
Lowest Price
Highest Price
Popular accommodation
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!, Ski in & out Spruce Glen Townhomes on Great Eastern Trail, Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit, Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore, Trail treasures, Charming Fully Renovated One-Room Schoolhouse on 22+ acres, Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT, Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi, NEW Lakeside cabin W/ Hot Tub Newly Renovated!

Top trending hotels in Chester

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
Fully refundableReserve now, pay when you stay
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital.
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Fullerton Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski ...
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Woodstock Inn & Resort
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
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The Equinox Golf Resort & Spa
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Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus ...
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Colonial Motel And Spa
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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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^Subject to availability and chosen travel dates.