Search results; Over 1,000 homes in Chester

Guest favorite
Guest suite in Chester
Cozy Suite in Victorian Mansion
1 queen bed
Oct 12 – 17
R9,773 ZAR for 5 nights
4.94 out of 5 average rating, 188 reviews
Superhost
Room in Goshen
Stay with DavidBanker,
#C-My Quiet place/West Point/ Woodbury/ Glenmere
Oct 1 – 6
R9,690 ZAR for 5 nights
4.75 out of 5 average rating, 12 reviews
Guest favorite
Room in Chester
Stay with Rachel Christy JamesQ collection,
Spacious Suite (20 min - Woodbury Commons)
Oct 5 – 10
R9,124 ZAR for 5 nights
4.83 out of 5 average rating, 59 reviews
Guest favorite
Guest suite in Chester
Adorable Guest Apartment in Victorian Mansion
2 beds
Oct 5 – 10
R11,711 ZAR for 5 nights
4.96 out of 5 average rating, 341 reviews
Top guest favorite
Farm stay in Goshen
Bright Farm House- Tranquil setting
5 beds
Oct 24 – 29
R28,184 ZAR for 5 nights
4.88 out of 5 average rating, 370 reviews
Guest favorite
Room in Chester
Stay with MorenaHosting for 6 years,
Mama Lasso
Nov 26 – Dec 1
R8,887 ZAR for 5 nights
4.88 out of 5 average rating, 154 reviews
Apartment in Chester
Rekindled Farmhouse
1 bed
Oct 14 – 19
R18,143 ZAR for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Room in Sussex
Stay with KatyDance,
Secluded setting, queen size bed
Oct 1 – 6
R6,701 ZAR for 5 nights
4.94 out of 5 average rating, 438 reviews
Superhost
Guest suite in Chester
Craftsman Hideaway at the 1841 Farmhouse
1 bed
Oct 1 – 6
R23,174 ZAR for 5 nights
4.82 out of 5 average rating, 11 reviews
Superhost
Room in Bloomingdale
Stay with Ravi & Poonam
Cozy and serene Suite
Oct 1 – 6
R6,528 ZAR for 5 nights
4.92 out of 5 average rating, 110 reviews
Guest favorite
Apartment in Newburgh
Unwind in a Bespoke Downtown Studio W Laundry
1 queen bed
Dec 1 – 6
R7,546 ZAR for 5 nights
4.84 out of 5 average rating, 328 reviews
Home in Warwick
1867 Warwick Village Caboose Cottage
2 queen beds
Oct 5 – 10
R19,226 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Chester
4 Bedroom Home with Hot-Tub
8 beds
Oct 16 – 21
R47,972 ZAR for 5 nights
5.0 out of 5 average rating, 20 reviews
Top guest favorite
Room in Park Ridge
Stay with MaryHospitality,
Cozy bnb room. Close to NYC!
Oct 2 – 7
R7,650 ZAR for 5 nights
4.91 out of 5 average rating, 211 reviews
Guest favorite
Apartment in Warwick
Cozy Fall escape! 1BR+ bonus room
3 beds
Oct 5 – 10
R18,123 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Superhost
Room in Middletown
Stay with MichelleHosting for 5 years,
Michelle’s quiet place
Oct 1 – 8
R7,320 ZAR for 7 nights
4.75 out of 5 average rating, 4 reviews
Top guest favorite
Apartment in Goshen
Carriage House Apartment Close to Legoland NY
4 beds
Oct 1 – 6
R34,019 ZAR for 5 nights
4.96 out of 5 average rating, 85 reviews
Guest favorite
Room in Otisville
Stay with Feng
R3Cozy home King Bed Otisville Middletown DeerPark
Oct 5 – 10
R4,227 ZAR for 5 nights
4.9 out of 5 average rating, 30 reviews