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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
,
4.94 out of 5 average rating, 391 reviews
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
5.0 out of 5 average rating, 50 reviews, 4 bedrooms, 10 beds, 2.5 bathrooms
21–26 Aug
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
4.95 out of 5 average rating, 242 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Flat in Chester
Rekindled Farmhouse
4.94 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
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
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
4.96 out of 5 average rating, 427 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Flat in Chester
Private Country Getaway
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
Superhost
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
4.86 out of 5 average rating, 141 reviews, 7 bedrooms, 20 beds, 5 bathrooms
27 Sept – 2 Oct
Home in Chester
Comfy house near lakes, hikes and RenFair
2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Villa in Chester
11BR Escape w/ Pool, Hot Tub, Sauna & Game Room
4.92 out of 5 average rating, 13 reviews, 11 bedrooms, 29 beds, 4 bathrooms
9–14 Aug
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
Guest favourite
Home in Chester
Serene Private Home • Light-Filled • Hot Tub •Deck
4.93 out of 5 average rating, 163 reviews, 4 bedrooms, 8 beds, 2 bathrooms
6–11 Sept
Superhost
Room in Chester
2nd flr side room 40 min-Mt. Creek (Shared House)
4.86 out of 5 average rating, 21 reviews, 1 bed, 4 bathrooms
1–6 Aug
Top guest favourite
Place to stay in Warwick
Luxe Penthouse Studio MainSt Warwick, SteamShower!
4.96 out of 5 average rating, 374 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Top guest favourite
Home in Warwick
Cozy Cabin Getaway
4.98 out of 5 average rating, 83 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Aug
Top guest favourite
Home in Goshen
Goshen Village Home
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
Home in Warwick
Custom Log Cabin, Hot Tub, Fire Pit & Wood Stove
4.89 out of 5 average rating, 18 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Guest house in Chester
1786 Farm Cottage "Honeymoon Suite" Renovated 2022
4.95 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Cabin in Greenwood Lake
Cabinessence -on Greenwood Lake, NY #34370
4.96 out of 5 average rating, 488 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug