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Search results; Over 1,000 homes in Chester

Guest favourite
Flat in Chester
Private Country Getaway
2 bedrooms, 3 beds, 1 private bathroom
11–16 Oct
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4.97 out of 5 average rating, 186 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 252 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 408 reviews
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
4 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 59 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, 145 reviews
Superhost
Home in Chester
Serene Private Home • Light-Filled • Hot Tub •Deck
4 bedrooms, 8 beds, 2 bathrooms
11–16 Sept
4.92 out of 5 average rating, 170 reviews
Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.96 out of 5 average rating, 434 reviews
Guest favourite
Flat in Chester
Rekindled Farmhouse
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 23 reviews
Superhost
Room in Chester
En suite Bathroom 40 min-Mt. Creek (Shared House)
1 bed, 1 bathroom
13–18 Sept
4.73 out of 5 average rating, 33 reviews
Top guest favourite
Loft in Warwick
Luxe Loft 2 on Main St. Warwick-Steam Shower!
1 bedroom, 1 king bed, 1 bathroom
15–20 Nov
4.95 out of 5 average rating, 296 reviews
Top guest favourite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4 bedrooms, 5 beds, 3.5 bathrooms
11–16 Sept
4.97 out of 5 average rating, 70 reviews
Guest favourite
Home in Monroe
3 BDR Cottage (Hudson Valley Cottage)
3 bedrooms, 3 queen beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 66 reviews
Guest favourite
Flat in Chester
“The Loaf” in Sugar Loaf NY
2 bedrooms, 2 beds, 1.5 bathrooms
13–18 Sept
4.85 out of 5 average rating, 47 reviews
Top guest favourite
Home in Chester
The Little Green Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 163 reviews
Guest favourite
Cottage in Monroe
Hudson Valley Retreat w/ Pool Near Greenwood Lake
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
4.88 out of 5 average rating, 32 reviews
Superhost
Home in Chester
Woodland Retreat in KJ, Monroe & Chester!
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
New place to stay
Guest favourite
Home in Warwick
Magnum Hilltop
4 bedrooms, 4 beds, 4 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Warwick
Green Pond Farmhouse Downstairs
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 59 reviews
Superhost
Place to stay in Goshen
Groovy Digs for a unique stay on Murray Hill
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.75 out of 5 average rating, 114 reviews