Vacation rentals in Chester Depot

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Top-rated vacation rentals in Chester Depot

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Private room in Chester

Bohemian Guest Suite

Travel for work or pleasure, you'll love staying with us in our bohemian inspired suite. Chester, is a small but quaint town with many cute boutiques to visit. If you're an outdoor enthusiast, you'll love the abundance of hiking trails, rivers and streams to explore. Okemo, Bromley and Stratton Mountain Ski Resorts are all within 30 minutes. One queen bed and two twin mattresses in separate closets/cubby & pack-n-play available upon request. Snow tires and 4wheel drive recommended in winter.

$90 per night

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Private room in Chester

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main Street in walking distance to restaurants, shops & galleries (please see guidebook for recommendations!). Public hiking /snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! EV charging is provided across the street! Although the building is bed & breakfast style we do not provide breakfast.

$101 per night

Private room in Chester

Whimsical Room & Private Bathroom in Historic Inn

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries (please see guidebook for recommendations!). Public hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! EV charging is provided across the street! Although the building is bed & breakfast style we do not provide breakfast.

$86 per night