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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Chester cottages

Exterior

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 AED 826
AED 2,205 total
includes taxes & fees
13 Jul - 14 Jul
Terrific 3-bedroom cottage with AC in charming Cavendish
House (2 Bedrooms) | Interior

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 AED 1,043
AED 1,642 total
includes taxes & fees
17 Jul - 18 Jul
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
TV, books

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)
"Easy hand's off check in and great communication with the host. The cottage itself was lovely - my friends and I were in town for a wedding and it was the perfect accommodations! Would definitely stay here again! "
United States
Frances D.
The price is AED 1,136
AED 1,360 total
includes taxes & fees
20 Jul - 21 Jul
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Fridge, microwave, oven, stovetop

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is AED 1,409
AED 1,821 total
includes taxes & fees
15 Jul - 16 Jul
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
House (4 Bedrooms) | Interior

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 AED 1,396
AED 2,400 total
includes taxes & fees
13 Jul - 14 Jul
3 Mi to Mount Snow: Spacious West Dover Home
House (5 Bedrooms) | Interior

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is AED 4,371
AED 6,785 total
includes taxes & fees
13 Jul - 14 Jul
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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

Brittany Motel

Brittany Motel

10/10 Excellent
"I was traveling with my dog and the hotel was very accommodating. The room was clean and comfortable. The WiFi unfortunately wasn’t reliable and there was no cell service. The only thing I would say needs improving is the entrance lighting. I arrived in the dark and the road didn’t have any light so I had to rely solely on gps telling me to turn because even though there were lights on the hotel sign, I couldn’t make out the actual turn into the hotel it was so dark and sorta drove past and had to back up. "
Thomas 2-night trip
Posted 1 hour ago
Brittany Motel

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