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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chester cottages

Exterior

1. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is SAR 845
SAR 2,283 total
includes taxes & fees
17 Aug - 18 Aug
Terrific 3-bedroom cottage with AC in charming Cavendish
House (2 Bedrooms) | Interior

2. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is SAR 972
SAR 1,575 total
includes taxes & fees
19 Aug - 20 Aug
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
TV, books

3. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
9.6 out of 10, Exceptional, (9 reviews)
"This was a very cute rental in a beautiful part of New Hampshire, but it was much smaller than we imagined."
United States
Kelly
The price is SAR 1,045
SAR 1,297 total
includes taxes & fees
17 Aug - 18 Aug
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior

4. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is SAR 1,487
SAR 1,922 total
includes taxes & fees
14 Sep - 15 Sep
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
House (5 Bedrooms) | Interior

5. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is SAR 4,468
SAR 7,188 total
includes taxes & fees
17 Aug - 18 Aug
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
House (4 Bedrooms) | Interior

6. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is SAR 1,427
SAR 2,454 total
includes taxes & fees
17 Aug - 18 Aug
3 Mi to Mount Snow: Spacious West Dover Home
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.
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Top Chester Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd."
Gabriel 2-night trip
Posted 9 hours ago
The Equinox Golf Resort & Spa

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