Vacation Rentals in Chester, Vermont

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Okemo Ski-In/Ski-Out Condo with Cozy Fireplace

7 guests · 2 bedrooms · 5 beds

$461

avg night

Ski-in/out Kettle Brook condo at Okemo

8 guests · 2 bedrooms · 6 beds

$408

avg night

Walk to Okemo Lifts | Mountain-View Ski Chalet

8 guests · 3 bedrooms · 6 beds

$695

avg night

Okemo Ski Escape | Steps to the Slopes

7 guests · 2 bedrooms · 4 beds

$307

avg night

Solitude Ski-In/Ski-Out Condo with Pool & Hot Tub

8 guests · 2 bedrooms · 6 beds

$426

avg night

Cozy Condo in Downtown Ludlow | Walk to Dining

4.80

4 guests · 2 bedrooms · 3 beds

$171

avg night

Escape to a Cozy Cabin in the Weston Woods

5.00

6 guests · 3 bedrooms · 4 beds

$177

avg night

Historic Condo In Town - Okemo Shuttle Outside

4 guests · 1 bedroom · 2 beds

$165

avg night

Cozy Proctorsville Condo | Walk to Cafés & Brewery

4 guests · 2 bedrooms · 2 beds

$200

avg night

3BR Slope Retreat: Near Okemo w/ Hot Tub

9 guests · 3 bedrooms · 7 beds

$431

avg night

Ski-In/Out Winterplace Okemo Mountain Condo-Bldg M

4.95

8 guests · 3 bedrooms · 7 beds

$410

avg night

Walkable Ludlow Village Getaway @TheTrestleRetreat

8 guests · 4 bedrooms · 7 beds

$285

avg night

Ludlow Condo Near Okemo | Walk to Dining & Shuttle

5 guests · 2 bedrooms · 3 beds

$199

avg night

Mountain Retreat 4BR Condo Near Okemo Lifts

8 guests · 4 bedrooms · 5 beds

$432

avg night

Hike, Ski, Unwind: Rustic Cabin w/ Deck - Chester!

6 guests · 3 bedrooms · 8 beds

$127

avg night

Open 4BR Mountainview | Skiing nearby | Deck

8 guests · 4 bedrooms · 5 beds

$454

avg night

Ludlow Treasure | Okemo, Hot Tub, Game Room, Views

5.00

8 guests · 4 bedrooms · 7 beds

$574

avg night

Kettlebrook Ski-In/Ski-Out Condo with Fireplace

5 guests · 2 bedrooms · 4 beds

$383

avg night

Mountain View Retreat

8 guests · 3 bedrooms · 5 beds

$211

avg night

Lakefront Cottage w/ Hot Tub & Dock on Lake Rescue

9 guests · 3 bedrooms · 7 beds

$476

avg night

Cozy Okemo Getaway with Deck and Pellet Stove

10 guests · 4 bedrooms · 7 beds

$512

avg night