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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, 161 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, 237 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, 46 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, 386 reviews
Guest favourite
Flat in Chester
Private Country Getaway
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 167 reviews
Guest favourite
Flat in Chester
Rekindled Farmhouse
1 bedroom, 1 bed, 1 bathroom
20–25 Jul
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4 bedrooms, 5 beds, 3.5 bathrooms
13–18 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
18–23 Jul
4.84 out of 5 average rating, 45 reviews
Guest favourite
Place to stay in Monroe
A-Frame Modern House w/ Private Pond
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.98 out of 5 average rating, 58 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
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, 139 reviews
Guest favourite
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
4 bedrooms, 4 beds, 4 bathrooms
22–27 Aug
5.0 out of 5 average rating, 7 reviews
Villa in Chester
Private Getaway w/ Pool, Hot Tub & Game Room
10 bedrooms, 20 beds, 4.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 327 reviews
Guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
30 Jul – 4 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in West Milford
Luxury Lake AFrame • Hot Tub • Sauna • Game Room
2 bedrooms, 8 beds, 2.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.98 out of 5 average rating, 320 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
Top guest favourite
Home in Warwick
Cozy Cabin Getaway
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
4.98 out of 5 average rating, 81 reviews