Chester Cabin Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Chester hotels

Cabin Rentals in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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 drive from Skyeship Express Gondola Stage I.

Kitchen

Washer

Cozy 2-bedroom cabin near Mount Snow 3 min drive

Dover VT

With a stay at this cabin in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.

Kitchen

Washer

Owl's Nest Treehouse

Alstead NH

$309 nightly

$335 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Alstead, this cabin is in a rural location, within a 5-minute drive of Shedd-Porter Memorial Library and Alstead Historical Society.

Hot Tub

Kitchen

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

Ludlow VT

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.

Kitchen

Washer

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly VT

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.

Hot Tub

Kitchen

Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

Ludlow VT

Located in Ludlow, this cabin is in a rural location, within a 15-minute drive of Dorsey Park and Fletcher Farm School for the Arts and Crafts.

Kitchen

Washer

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton VT

$327 nightly

$366 total

Dec 15 - Dec 16

Total with taxes and fees

Located in Grafton, this cabin is in a rural location, within a 10-minute drive of My Minds Design and Grafton Historical Society.

Kitchen

Pet friendly

The Cabin that brings people together

Bridgewater VT

With a stay at this cabin in Bridgewater Corners, you'll be on a lake, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.

Hot Tub

Kitchen

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

Quechee VT

Located in Quechee, this cabin is in a rural location, within a 5-minute drive of Green Mountain Rock Climbing Center and Taftsville Covered Bridge.

Kitchen

Washer

SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

Mount Holly VT

A stay at this cabin places you in the heart of Mount Holly, a 1-minute drive from Lake Ninevah and 12 minutes from Buttermilk Falls.

Kitchen

Pet friendly

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

Ludlow VT

With a stay at this cabin in Ludlow, you'll be on the waterfront, within a 15-minute drive of Okemo Mountain Resort and Lake Rescue.

Kitchen

Washer

Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK

JAMAICA VT

With a stay at this cabin in Jamaica, you'll be within a 15-minute drive of Stratton Mountain Resort and Green Mountain National Forest.

Kitchen

Pet friendly

Don't see what you're looking for?

See all available properties in Chester

View all properties

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.