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Search results; Over 1,000 homes in Chester

Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.96 out of 5 average rating, 427 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 244 reviews
Superhost
Room in Chester
En suite Bathroom 40 min-Mt. Creek (Shared House)
1 bed, 1 bathroom
9–14 Aug
4.73 out of 5 average rating, 33 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 392 reviews
Guest favourite
Flat in Chester
Rekindled Farmhouse
1 bedroom, 1 bed, 1 bathroom
4–9 Aug
4.94 out of 5 average rating, 17 reviews
Guest favourite
Flat in Chester
Private Country Getaway
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
4 bedrooms, 8 beds, 2.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Guest house in Woodbury
The Simplicity of the Experience.
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Room in Middletown
Charming Upstate New York Inn Cozy Suite #102
1 queen bed, 1 bathroom
10–15 Aug
New place to stay
Guest favourite
Guest house in Chester
1786 Farm Cottage "Honeymoon Suite" Renovated 2022
1 bedroom, 1 bed, 1 bathroom
3–8 Aug
4.95 out of 5 average rating, 20 reviews
Home in Chester
The Chester House • a wooded hilltop retreat
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
7 bedrooms, 20 beds, 5 bathrooms
27 Sept – 2 Oct
4.86 out of 5 average rating, 141 reviews
Guest favourite
Home in Chester
Sunshine Adventures - 5bd Hudson Valley Escape
5 bedrooms, 6 beds, 3 bathrooms
18–23 Aug
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Guest house in Warwick
Rustic Loft Space with Distinctive Artistic Charm
1 bedroom, 2 queen beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 436 reviews
Top guest favourite
Home in Chester
The Little Green Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 162 reviews
Top guest favourite
Place to stay in Warwick
Luxe Penthouse Studio MainSt Warwick, SteamShower!
1 bedroom, 1 king bed, 1 bathroom
20–25 Aug
4.96 out of 5 average rating, 375 reviews
Top guest favourite
Room in Greenwood Lake
1 hr from NYC Private Beach Book Now!!
2 single beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 259 reviews
Top guest favourite
Flat in Goshen
Carriage House Apartment Close to Legoland NY
3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
4.97 out of 5 average rating, 121 reviews