Book a Cabin in Chester, VT

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Featured Cabins in Chester

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
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This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.
Kitchen
Washer
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2 out of 5
Dover VT
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This cabin features laundry facilities.
Kitchen
Washer
Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead NH
$314 nightly
The price is $341 total per night
$341 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
A hot tub is available at this cabin.
Hot Tub
Kitchen
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 VT
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This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly VT
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A hot tub is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

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

Ludlow VT
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This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton VT
$327 nightly
The price is $366 total per night
$366 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Pet friendly
The Cabin that brings people together

The Cabin that brings people together

Bridgewater VT
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Ski-in/ski-out access and a hot tub are featured at this smoke-free cabin. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.
Hot Tub
Kitchen
Amazing home on 90 acres - AC, fireplace & great mountain views

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

Quechee VT
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This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

Mount Holly VT
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This cabin features barbecue grills.
Kitchen
Pet friendly
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

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

Ludlow VT
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This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK

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

JAMAICA VT
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A sauna is featured at this cabin, along with barbecue grills.
Kitchen
Pet friendly
Don't see what you're looking for?
See all available properties in Chester
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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.

Frequently asked questions

What is the price range for cabins near Chester?
Awaken to the sounds of nature in one of our cabins near Chester, priced between $341 and $366 per night. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Chester?
Make a decision fast. The cheapest Chester cabin escape in the last seven days was just $341 per night. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Chester cabin rentals?
Take your pick of 456 cabins in and around Chester. From rustic retreats to mountain escapes, there's something to suit all kinds of travelers here. Two wonderful options include Cabin - Romantic Retreat: Mt. Views, Hot Tub and Private And Artistic Cabin, Pet Friendly.
What is there to do when renting a cabin near Chester?
Spend your days in search of adventure when you choose one of our Chester cabins. Blending the beauty of the outdoors with creature comforts, cheap cabin rentals are the perfect base for your next family vacation.

  • Hop in the car and drive in the direction of Prospect Mountain. It's around 95 mi west of Chester and a highlight for younger travelers (as well as their parents!).
  • Make sure you have enough space left on your cellphone to take some fun family photos at Yaddo Gardens. This spot is about 95 mi to the west of Chester.
  • If you're traveling with kids, make a detour to Quechee Gorge Bridge. It's around 45 mi to the north of Chester and much loved by families.

What are some Chester luxury cabins?
Whether you're seeking somewhere luxurious for a particular event or you just want to spoil yourself, we've got plenty of Chester luxury cabins to suit. Spend your getaway enjoying the finer things at one of these amazing escapes:


What are some river cabins near Chester?
Go for a swim, dangle a line or just sit back and let the peaceful sounds of the river lull you into deep relaxation. If you're in search of someplace that offers both nature and comfort, check out these river cabins near Chester:


What are some Chester cabins with pools?
Pack your board shorts and inflatable unicorn. A Chester cabin with a pool is the ideal getaway, blending comfort, nature and a splashing good time! Take the plunge at one of the following options:


What are the best Chester beach cabin rentals?
Wake up and be minutes from cobalt blue waters when you stay at one of our Chester beach cabin rentals. Whether you'd love to paddle about in the ocean or just snooze on the shore, your beach cabin getaway will be one you won't forget:


How can I find a great cabin near Chester on Travelocity?
Use the filter tool to nab a cheap Chester cabin that suits your style. First enter your dates and destination. Then tailor your search using the checkboxes to the left of the web page. Love to stay flexible? Go for properties that offer free cancellation for further peace of mind. Also, if you come across an even lower price for the same cabin getaway on another site within 24 hours of booking, we'll refund you the difference. That's Travelocity's Price Guarantee.

Chester Cabins essential information

Accommodation
135 Cabins
Lowest Price
$341
Highest Price
$366
Popular accommodation
Ski in & out Spruce Glen Townhomes on Great Eastern Trail, Cozy 2-bedroom cabin near Mount Snow 3 min drive, Owl's Nest Treehouse, Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore, Cozy Hideaway near Ludlow/Okemo. HOT TUB!!, Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12, Charming Fully Renovated One-Room Schoolhouse on 22+ acres, The Cabin that brings people together, Amazing home on 90 acres - AC, fireplace & great mountain views, SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF, Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi, Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK

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