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Search results; Over 1,000 homes in Chester

Guest favourite
Guest house in Chester
1786 Farm Cottage "Honeymoon Suite" Renovated 2022
1 bedroom, 1 bed, 1 private bathroom
5–10 Jul
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4.95 out of 5 average rating, 19 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
4.94 out of 5 average rating, 384 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
4.94 out of 5 average rating, 233 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Flat in Chester
Rekindled Farmhouse
4.92 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Flat in Chester
“The Loaf” in Sugar Loaf NY
4.84 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
5–10 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
5–10 Jul
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Superhost
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4 bathrooms
26–31 Jul
Top 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
Top guest favourite
Guest suite in Warwick
Green Pond Farmhouse Downstairs
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
4.91 out of 5 average rating, 324 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #202
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Chester
The Little Green Farmhouse
4.98 out of 5 average rating, 160 reviews, 4 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4.98 out of 5 average rating, 215 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
Superhost
Home in Monroe
3 bd Home Near Legoland, West Point & Shopping
4.78 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Guest suite in Warwick
The Wine House
4.95 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Warwick
Huge House in Warwick NY / Pet Hot Tub Game Rooms
4.95 out of 5 average rating, 39 reviews, 4 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
4.98 out of 5 average rating, 317 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul