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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
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4.94 out of 5 average rating, 387 reviews
Guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
4.95 out of 5 average rating, 237 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
5.0 out of 5 average rating, 47 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Flat in Chester
Private Country Getaway
4.97 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
Guest favourite
Flat in Chester
Rekindled Farmhouse
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 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
17–22 Jul
Guest favourite
Flat in Chester
“The Loaf” in Sugar Loaf NY
4.84 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Jul
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
30 Jul – 4 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
9–14 Aug
Guest favourite
Place to stay in Monroe
A-Frame Modern House w/ Private Pond
4.98 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Warwick
village oasis
4.97 out of 5 average rating, 74 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Superhost
Villa in Chester
Mansion, Heated Pool, HotTub, FirePit, Huge B'yard
4.86 out of 5 average rating, 140 reviews, 7 bedrooms, 20 beds, 5 bathrooms
20–25 Sept
Guest favourite
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
4.88 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Goshen
Goshen Village Home
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
4.94 out of 5 average rating, 95 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Guest favourite
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 4 bathrooms
12–17 Sept
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
5.0 out of 5 average rating, 59 reviews, 2 bedrooms, 8 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #202
4.96 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
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
9–14 Aug