Search results; Over 1,000 places in Chester

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Guest favorite
Guest suite in Chester
Cozy Suite in Victorian Mansion
Free cancellation
Jun 8 – 13
R9,409 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 163 reviews
Guest favorite
Guest suite in Chester
Adorable Guest Apartment in Victorian Mansion
Free cancellation
Jul 13 – 18
R11,697 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 315 reviews
Superhost
Home in Chester
6 bedroom nice big colonial house
Free cancellation
Jun 12 – 17
R63,614 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 23 reviews
Guest favorite
Villa in Chester
Harmony House - A Luxury Retreat Back in Time
10 beds
Jun 1 – 6
R114,911 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 41 reviews
Guest favorite
Room in Monroe
Stay with Travis KriporHosting for 7 years,
The Gray Room (no fees for cleaning)
Jun 1 – 6
R6,629 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 69 reviews
Guest favorite
Room in Chester
Stay with MorenaHosting for 6 years,
Mama Lasso
Jun 12 – 17
R9,131 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 132 reviews
Guest favorite
Apartment in Goshen
Great apartment- closest to Legoland
1 queen bed
Jun 8 – 13
R10,372 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 257 reviews
Room in Chester
Stay with Rachel Christy JamesQ collection,
Spacious Suite (20 min - Woodbury Commons)
Jun 1 – 6
R8,851 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 52 reviews
Superhost
Home in Monroe
Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.
Free cancellation
Jun 22 – 27
R34,769 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 158 reviews
Home in Goshen
Paradise-5mins from LegoLand NY
2 beds
Jun 15 – 20
R14,433 ZAR for 5 nights
for 5 nights
New place to stay
Home in Chester
Stone Sanctuary
4 beds
Jun 8 – 13
R19,245 ZAR for 5 nights
for 5 nights
4.64 out of 5 average rating, 39 reviews
Superhost
Room in Goshen
Stay with DavidBanker,
#C-My Quiet place/West Point/ Woodbury/ Glenmere
Jun 1 – 6
R9,539 ZAR for 5 nights
for 5 nights
4.71 out of 5 average rating, 7 reviews
Top guest favorite
Home in Chester
4 Bedroom Home with Hot-Tub
Free cancellation
Jun 8 – 13
R40,066 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cabin in Warwick
<Rabbit Hill Cabin>Hiking/Golf/Wineries/Breweries
4 beds
Jun 1 – 6
R28,866 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 31 reviews
Superhost
Room in Fishkill
Stay with Mohammad FarukHosting for 10 years,
Cozy Private Room & Private Bath in Hudson valley
Jun 1 – 6
R4,811 ZAR for 5 nights
for 5 nights
4.75 out of 5 average rating, 77 reviews
Superhost
Boutique hotel in Warwick
The Warwick Inn Boutique Bellvale Room 2
1 king bed
Jun 7 – 12
R12,082 ZAR for 5 nights
for 5 nights
4.74 out of 5 average rating, 172 reviews
Guest favorite
Apartment in Montgomery
Hudson Valley Modern Apartment 2. Village Center.
3 beds
Jun 1 – 6
R14,668 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Goshen
The Village Stay
2 beds
Jun 1 – 6
R21,917 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 55 reviews