Holiday rentals in Chester
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Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Guest favourite
Flat in Claremont
4.88 out of 5 average rating, 110 reviewsBeautiful 1 bedroom apartment with balcony
11–18 Nov
$118 SGD per night
Guest favourite
Apartment in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
4–11 Jun
$152 SGD per night
Guest favourite
Tiny home in Athens
4.95 out of 5 average rating, 148 reviewsLuxury “Tiny” House, Immersed In Nature (Timbery)
10–17 Jan
$342 SGD per night
Guest favourite
Guest suite in Chester
4.84 out of 5 average rating, 44 reviewsAdorable, Cozy 2 bedroom apartment walk to village
24 Jun – 1 Jul
$192 SGD per night
Guest favourite
Home in Chester
5.0 out of 5 average rating, 16 reviewsCozy 1850 farmhouse in Stone Village of Chester
12–19 Oct
$171 SGD per night
Guest favourite
Guest suite in Chester
4.93 out of 5 average rating, 14 reviewsStone Village Private Studio
29 Sep – 6 Oct
$210 SGD per night
Guest favourite
Farm stay in Chester
4.98 out of 5 average rating, 40 reviewsRivers Edge Farm’s Cozy Cabin
11–16 Jul
$119 SGD per night
Guest favourite
Tiny home in Chester
5.0 out of 5 average rating, 82 reviewsBearfoot Cottage: Tiny House w/ Hot Tub near Okemo
13–20 Apr
$348 SGD per night
Quick stats about holiday rentals in Chester
Total rentals
90 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
3.1K reviews
Nightly prices starting at
$82 SGD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
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- Lake Placid Holiday rentals
- Philadelphia Holiday rentals
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- Québec City Holiday rentals
- Québec Holiday rentals
- Rentals with a firepit Chester
- Family-friendly rentals Chester
- House rentals Chester
- Rentals with a patio Chester
- Monthly Rentals Chester
- Rentals with outdoor seating Chester
- Rentals with a fireplace Chester
- Rentals with a washing machine and dryer Chester
- Pet-friendly rentals Chester
- Family-friendly rentals Chester
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