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Search results; Over 1,000 homes in Chester

Top guest favourite
Home in Chester
The Little Green Farmhouse
4 bedrooms, 5 beds, 2 private bathrooms
30 Jul – 4 Aug
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4.98 out of 5 average rating, 162 reviews
Guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 238 reviews
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
4 bedrooms, 8 beds, 2.5 bathrooms
30 Jul – 4 Aug
5.0 out of 5 average rating, 47 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, 390 reviews
Guest favourite
Flat in Chester
Private Country Getaway
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 169 reviews
Guest favourite
Flat in Chester
Rekindled Farmhouse
1 bedroom, 1 bed, 1 bathroom
20–25 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Jul
4.97 out of 5 average rating, 64 reviews
Guest favourite
Flat in Chester
“The Loaf” in Sugar Loaf NY
2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Jul
4.84 out of 5 average rating, 45 reviews
Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 427 reviews
Top guest favourite
Place to stay in Warwick
Luxe Penthouse Studio MainSt Warwick, SteamShower!
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 374 reviews
Superhost
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
7 bedrooms, 20 beds, 5 bathrooms
20–25 Sept
4.86 out of 5 average rating, 140 reviews
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 95 reviews
Guest favourite
Villa in Chester
11BR Escape w/ Pool, Hot Tub, Sauna & Game Room
11 bedrooms, 29 beds, 4 bathrooms
9–14 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
4 bedrooms, 4 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Warwick
village oasis
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.89 out of 5 average rating, 407 reviews
Top guest favourite
Chalet in Warwick
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4 bedrooms, 5 beds, 3.5 bathrooms
22–27 Jul
4.99 out of 5 average rating, 180 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 72 reviews
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
New place to stay