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

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

Cabin Retreat in Southern Vermont

Putney VT

Located in Putney, this cabin is within a 15-minute drive of Harlow's and Next Stage Arts.

Hot Tub

Kitchen

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

Cozy Vermont Log Cabin Near Okemo & Killington ~ The Perfect Snowy Getaway

Cavendish VT

Located in Cavendish, this cabin is on a river, within a 15-minute drive of Phineas Gage Memorial and Fletcher Farm School for the Arts and Crafts.

Kitchen

Washer

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Ludlow VT

With a stay at this cabin in Ludlow, you'll be on a lake, within a 5-minute drive of Okemo Mountain Resort and Sunshine Ski Lift.

Hot Tub

Kitchen

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

Cavendish VT

$275 nightly

$299 total

Jun 7 - Jun 8

Total with taxes and fees

When you stay at this cabin in Cavendish, you'll be 14 minutes by car from Phineas Gage Memorial.

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

Dummerston VT

Located in Brattleboro, this cabin is a 1-minute drive from West River and 5 minutes from Rock River Preserve.

Kitchen

Washer

Owl's Nest Treehouse

Alstead NH

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

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger

West Windsor VT

Located in Brownsville, this cabin is on a river, within a 10-minute drive of Mt Ascutney State Park and Brownsville Trail.

VT Cabin overlooking the West River and Village

Londonderry VT

With a stay at this cabin in Londonderry, you'll be in the mountains, within a 10-minute drive of Green Mountain National Forest and West River Farmers Market.

Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.

West Dover VT

Located in West Dover, this cabin is within a 10-minute drive of Dover Free Library and Dover Common.

Cozy Cabin near Okemo

Ludlow VT

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

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.