Compare Chester Chalets

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Featured Chalets in Chester

A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

Peru VT
Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ludlow VT
Guests of this chalet enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills.
Kitchen
Washer
Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

West Dover VT
Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro VT
$420 nightly
The price is $475 total per night
$475 total
Sep 23 - Sep 24
Total with taxes and fees
Guests staying at this chalet enjoy a sauna, laundry facilities, and barbecue grills.
Washer
Dryer
10 min from Stratton! Log Cabin w/ Beautiful Views

10 min from Stratton! Log Cabin w/ Beautiful Views

South Londonderry VT
At this chalet, guests have access to features like laundry facilities. This smoke-free chalet also has barbecue grills.
Kitchen
Washer
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

ludlow VT
This chalet offers ski-in/ski-out access, an arcade/game room, and laundry facilities. Other amenities at this ski chalet include a garden and barbecue grills.
Kitchen
Washer
Two Bedroom Chalet, Charming, Quiet, River Front

Two Bedroom Chalet, Charming, Quiet, River Front

Jamaica VT
At this chalet, guests have access to features like laundry facilities. This family-friendly chalet also has barbecue grills.
Kitchen
Free WiFi
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodstock VT
This chalet features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly chalet include barbecue grills and a garden.
Hot Tub
Kitchen
Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views

Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views

Winhall VT
At this chalet, guests have access to free WiFi in public areas, a hot tub, and an arcade/game room. Other amenities at this family-friendly chalet include laundry facilities, barbecue grills, and a picnic area.
Hot Tub
Kitchen
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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.

Hotel Options in Chester

    Fullerton Inn

    Fullerton Inn

    40 The Common Chester VT
    $159 nightly
    The price is $173 total per night from Oct 18 to Oct 19
    $173 total
    Oct 18 - Oct 19
    Total with taxes and fees
    8.2/10 Very Good! (453 reviews)
    Stone Hearth Inn and Eatery

    Stone Hearth Inn and Eatery

    698 VT-11 Chester VT
    $230 nightly
    The price is $251 total per night from Sep 23 to Sep 24
    $251 total
    Sep 23 - Sep 24
    Total with taxes and fees
    9.2/10 Wonderful! (125 reviews)
    Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

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

    Chester VT
    9.8/10 Exceptional! (25 reviews)

Chalets

Book the best chalets in Chester
Take a break from reality and kick back in a Chester chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Chester. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Chester has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Chester chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.

Chester Chalets essential information

Accommodation
102 Chalets
Lowest Price
$173
Highest Price
$475
Popular accommodation
A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley, Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Skybarn Vermont | Pool, 100-Mile Views, Historic Barn, The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!, 10 min from Stratton! Log Cabin w/ Beautiful Views, Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults, Two Bedroom Chalet, Charming, Quiet, River Front , Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views