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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, 391 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
4.95 out of 5 average rating, 239 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, 48 reviews, 4 bedrooms, 10 beds, 2.5 bathrooms
30 Jul – 4 Aug
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
Guest favourite
Flat in Chester
Private Country Getaway
4.97 out of 5 average rating, 170 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
Top guest favourite
Home in Chester
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4.97 out of 5 average rating, 65 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Jul
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
Flat in Chester
“The Loaf” in Sugar Loaf NY
4.85 out of 5 average rating, 47 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
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
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
31 Aug – 5 Sept
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
7–12 Aug
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
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
Top guest favourite
Chalet in Warwick
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4.99 out of 5 average rating, 181 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
22–27 Jul
Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
4.91 out of 5 average rating, 329 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
4.89 out of 5 average rating, 407 reviews, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
4.89 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 4 bathrooms
12–17 Sept
Home in Chester
Comfy house near lakes, hikes and RenFair
2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
4.97 out of 5 average rating, 72 reviews, 1 bedroom, 3 beds, 1 bathroom
30 Jul – 4 Aug