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The best villas in Chester

Check out our selection of great villas in Chester

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Bear Hill Views, hotel in Chester

Bear Hill Views is located in Ludlow, just 28 miles from Killington Peak and 26 miles from Gifford Woods State Park.

I loved
Scored 8.3
8.3
Rated very good
Very Good
7 reviews
Birch House: Cozy Cabin 5 min from Okemo, hotel in Chester

Birch House: Cozy Cabin 5 min from Okemo offers accommodations in Ludlow, 25 miles from Stratton Mountain and 27 miles from Killington Peak.

A door code was emailed to me a few days before arrival!
Scored 8.9
8.9
Rated excellent
Excellent
9 reviews
Magic Birch Lodge, hotel in Chester

Magic Birch Lodge is located in Windham, just 21 miles from Mount Equinox and 22 miles from Dorsey Park.

The property is good size/layout for a small family of 4. It is compact and apartment style. It is clean and living room is comfortable and fun for the kids.
Scored 8.0
8.0
Rated very good
Very Good
5 reviews
Castle Hill Condo, hotel in Chester

Castle Hill Condo is located in Cavendish, just 29 miles from Mount Tom and 3.6 miles from Dorsey Park.

The layout of the house, and the location.
Scored 7.9
7.9
Rated good
Good
7 reviews
Vermont Farm, hotel in Chester

Offering river views, Vermont Farm in Proctorsville offers accommodations and a garden. There's a private entrance at the vacation home for the convenience of those who stay.

It was peaceful
Scored 6.0
6.0
Rated pleasant
Pleasant
7 reviews
Bon Vie Chalet, hotel in Chester

21 miles from Killington Peak in Ludlow, Bon Vie Chalet features accommodations with access to a hot tub. This beachfront property offers access to free Wifi.

The house was spectacular. It was comfortable and there was plenty of space.
Scored 9.2
9.2
Rated wonderful
Wonderful
5 reviews
Ludlow's Gem, hotel in Chester

Ludlow's Gem offers accommodations in Ludlow, 25 miles from Mount Tom and 3.1 miles from Dorsey Park.

Comfortable and close to Okemo ski resort. All the amenities you need for a short ski break, apart from a hot shower for each family member after a day on the slopes.
Scored 8.6
8.6
Rated excellent
Excellent
17 reviews
All villas in Chester
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Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

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Villas That Guests Love in Chester

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  • Avg. price/night: $139
    Scored 7.4
    7.4
    Rated good
    Good
     · 230 reviews
    Positives were that it was right in the center of town so very walkable to a better breakfast and all that the cute village of Chester has to offer. The bed was firm and comfortable. The air conditioner was noisy but kept the room nice and cool. The lobby of the hotel was beautiful with a large stone fireplace and there was a veranda that was welcoming and faced the town center.
    Robin Orford
    Young couple
  • Avg. price/night: $211.46
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 87 reviews
    Chester is a charming, small New England town, and Chester Inn faces the village green. The Inn has a welcoming, colonial ambience, but with modern amenities. The room was clean and comfortable, and the common rooms had a nice, homey feel.
    D
    David
    Solo traveler
  • Avg. price/night: $139
    Scored 7.4
    7.4
    Rated good
    Good
     · 230 reviews
    The continental breakfast included some fresh pastries. The attached restaurant was also a good value, and the three berry pie was delicious! Loved the old style historic inn, and the small village center! Hopefully, it can thrive.
    gregory
    Family with young children