Search results; Over 1,000 homes in Chester

Guest favorite
Room in Derry
Stay with RobertHosting for 4 years,
Lake house Overlook
Sep 2 – 7
R6,876 ZAR for 5 nights
4.89 out of 5 average rating, 93 reviews
Top guest favorite
Room in Manchester
Stay with SusanHosting for 4 years,
Unique Spacious Basement room
Aug 31 – Sep 5
R5,831 ZAR for 5 nights
4.95 out of 5 average rating, 108 reviews
Home in Chester
Charming New England Farmhouse
6 beds
Oct 3 – 8
R44,491 ZAR for 5 nights
4.91 out of 5 average rating, 195 reviews
Top guest favorite
Cabin in Chester
Country Cottage on a beautiful Apple Orchard Farm
2 queen beds
Aug 19 – 24
R21,942 ZAR for 5 nights
4.9 out of 5 average rating, 40 reviews
Guest favorite
Shared room in Fremont
North Road Farm Bunkhouse, bed 6
3 bunk beds
Aug 17 – 22
R4,368 ZAR for 5 nights
4.95 out of 5 average rating, 60 reviews
Top guest favorite
Room in Brentwood
Stay with PattyHosting for 7 years,
Peaceful, Comfortable, Quiet
Aug 24 – 29
R7,314 ZAR for 5 nights
4.89 out of 5 average rating, 274 reviews
Top guest favorite
Apartment in Derry
Brand New Built Vacation Getaway
2 beds
Aug 14 – 19
R22,841 ZAR for 5 nights, originally R29,601 ZAR
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Tiny home in Newton
welcome to the TINY STAY!
1 single bed
Aug 24 – 29
R8,255 ZAR for 5 nights
4.94 out of 5 average rating, 126 reviews
Home in Auburn
Safe Peaceful Quite Beautiful Equipped Accessible
3 beds
Aug 17 – 22
R20,898 ZAR for 5 nights
Guest favorite
Apartment in Derry
Gorgeous Lakefront Suite Apartment (Unit 3)
1 queen bed
Aug 23 – 28
R15,945 ZAR for 5 nights
4.93 out of 5 average rating, 61 reviews
Superhost
Shared room in Fremont
North Road Farm bunk bed three
1 bed
Sep 18 – 23
R4,326 ZAR for 5 nights
New place to stay
Guest favorite
Guesthouse in Manchester
Cozy Guestroom w/ private access
1 bed
Aug 18 – 23
R9,551 ZAR for 5 nights
4.91 out of 5 average rating, 32 reviews
Guest favorite
Shared room in Fremont
North Road Farm Bunkhouse, bed 1
3 bunk beds
Aug 17 – 22
R4,368 ZAR for 5 nights
4.88 out of 5 average rating, 129 reviews
Top guest favorite
Place to stay in Deerfield
Leavitt Hill Farm
1 queen bed
Aug 16 – 21
R11,494 ZAR for 5 nights
5.0 out of 5 average rating, 99 reviews
Home in Derry
Beautiful Garden Studio apartment
1 double bed
Sep 27 – Oct 2
R8,819 ZAR for 5 nights, originally R10,683 ZAR
4.78 out of 5 average rating, 124 reviews
Top guest favorite
Room in Hudson
Stay with Alana
Peaceful Countryside
Aug 16 – 21
R5,852 ZAR for 5 nights
4.98 out of 5 average rating, 43 reviews
Superhost
Guest suite in Manchester
Large with private entrance & a mile from downtown
1 queen bed
Aug 14 – 19
R8,422 ZAR for 5 nights, originally R9,266 ZAR
4.95 out of 5 average rating, 228 reviews
Top guest favorite
Apartment in Derry
Downtown Haven
2 beds
Aug 31 – Sep 5
R13,887 ZAR for 5 nights
5.0 out of 5 average rating, 19 reviews