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Search results; Over 1,000 homes in Chester

Superhost
Home in Chester
20 min Woodbury Outlet & USMA 35 min Mt Creek
7 bedrooms, 9 beds, 4 private bathrooms
5–10 Jul
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4.78 out of 5 average rating, 122 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
4.94 out of 5 average rating, 385 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
4.94 out of 5 average rating, 234 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Superhost
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
4.86 out of 5 average rating, 138 reviews, 7 bedrooms, 20 beds, 5 bathrooms
8–13 Sept
Guest favourite
Flat in Chester
“The Loaf” in Sugar Loaf NY
4.84 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Jul
Top guest favourite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4.97 out of 5 average rating, 64 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Jul
Top 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
Top guest favourite
Home in Chester
The Little Green Farmhouse
4.98 out of 5 average rating, 160 reviews, 4 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Guest favourite
Flat in Chester
Rekindled Farmhouse
4.92 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Home in Chester
Sunshine Adventures - 5bd Hudson Valley Escape
4.94 out of 5 average rating, 49 reviews, 5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
4.89 out of 5 average rating, 403 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Cottage in Florida
Family Stay: Legoland & Wine Country Living!
5.0 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Jul
Guest favourite
Home in Monroe
3 BDR Cottage (Hudson Valley Cottage)
4.91 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest suite in Warwick
Green Pond Farmhouse Downstairs
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Rooms in Goshen
Spacious 4B2.5B House/West Point/Ski area/Woodbury
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 queen beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Villa in Chester
11BR Escape w/ Pool, Hot Tub, Sauna & Game Room
5.0 out of 5 average rating, 10 reviews, 11 bedrooms, 29 beds, 4 bathrooms
20–25 Jul
Top guest favourite
Home in Warwick
4 bedroom house with pool (Kids & Dog Friendly)
4.98 out of 5 average rating, 80 reviews, 4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug