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Search results; Over 1,000 homes in Chester

Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds, 1 private bathroom
9–14 Aug
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4.94 out of 5 average rating, 391 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
4.95 out of 5 average rating, 240 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
5.0 out of 5 average rating, 48 reviews, 4 bedrooms, 10 beds, 2.5 bathrooms
21–26 Aug
Superhost
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
4.86 out of 5 average rating, 140 reviews, 7 bedrooms, 20 beds, 5 bathrooms
27 Sept – 2 Oct
Guest favourite
Flat in Chester
Private Country Getaway
4.97 out of 5 average rating, 171 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
Top guest favourite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4.97 out of 5 average rating, 66 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Flat in Chester
Rekindled Farmhouse
4.94 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
4.96 out of 5 average rating, 427 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Guest favourite
Villa in Chester
11BR Escape w/ Pool, Hot Tub, Sauna & Game Room
4.92 out of 5 average rating, 12 reviews, 11 bedrooms, 29 beds, 4 bathrooms
9–14 Aug
Top guest favourite
Flat in Chester
“The Loaf” in Sugar Loaf NY
4.85 out of 5 average rating, 47 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Chester
The Little Green Farmhouse
4.98 out of 5 average rating, 162 reviews, 4 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
Home in Chester
Comfy house near lakes, hikes and RenFair
2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
Guest favourite
Home in Warwick
SPACIOUS COUNTRY GETAWAY - JUST 50 MILES FROM GWB!
4.95 out of 5 average rating, 130 reviews, 4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Goshen
Goshen Village Home
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
Superhost
Room in Chester
En suite Bathroom 40 min-Mt. Creek (Shared House)
4.72 out of 5 average rating, 32 reviews, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 267 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
Top guest favourite
Flat in Woodbury
Maple Ridge Retreats Apt. A
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Warwick
Walk to Village Charm! Warwick Home Near Dining
4.93 out of 5 average rating, 15 reviews, 4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Warwick
Custom Log Cabin, Hot Tub, Fire Pit & Wood Stove
4.88 out of 5 average rating, 17 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug