Cozy 1-bedroom studio in Historic Stone Village of Chester

2 guests · 1 bedroom · 1 bath

This attractive Apartment in Chester, $152 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9 / 10

Outstanding(14 Ratings)

Whimsical Room & Private Bathroom in Historic Inn

3 guests · 1 bedroom · 1 bath

The best choice in Chester for House, for $139 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.7 / 10

Outstanding(3 Ratings)

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

2 guests · 2 bedrooms · 1 bath

Free WiFi/internet

Looking for the perfect place to call home during your trip to Chester? This House offers a comfort and style with top-notch amenities, including Free Parking, Pets allowed and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Historic Vermont farmhouse in 100+ acres, balcony, sunroom, office, window a/c

6 guests · 3 bedrooms · 1 bath

Discover the beauty of Chester with a stay at Historic Vermont farmhouse in 100+ acres, balcony, sunroom, office, window a/c, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Coffee/tea maker · Kitchen

Soak up the beauty of Chester in our House, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!. With a range of amenities such as Kitchenware, Towels and Heating, you'll feel right at home.

You can save with One Key

Hike, Ski & Unwind: Cabin w/ Deck in Chester!

6 guests · 3 bedrooms · 1 bath

The best choice in Chester for Cabin, for $166 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(6 Ratings)

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

4 guests · 2 bedrooms · 1 bath

This inviting House in Chester can fit your needs for many types of vacations, at $144 per night.

Hike, Ski & Unwind: Cabin w/ Deck in Chester!

6 guests · 3 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chester, at $151 per night for your next great vacation.

9.8 / 10

Outstanding(6 Ratings)

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

4 guests · 2 bedrooms · 1 bath

This House in Chester, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.8 / 10

Outstanding(25 Ratings)

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

4 guests · 2 bedrooms

Are you ready to indulge in a relaxing getaway? Our Cabin in Chester has everything you need for a rejuvenating stay. Treat yourself to Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area's exceptional amenities, such as Pets allowed and Non-smoking.

10 / 10

Outstanding(240 Ratings)

Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required

4 guests · 2 bedrooms · 1 bath

This House for $138 in Chester, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(25 Ratings)

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

4 guests · 2 bedrooms

Looking to create some memories in Chester? Look no further than our Cabin, Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area. Enjoy top-rated amenities including Pets allowed and Non-smoking, and more.