Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Chester
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
Show map
Search results; Over 1,000 homes in Chester
Over 1,000 homes in Chester
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Chester
Cozy 4 bedroom 2 bath Victorian home w/ fireplace
4 bedrooms
,
·
4 beds
,
·
2 private bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$1,095 SGD
$996 SGD
Show price breakdown
for 5 nights
,
·
4.98 out of 5 average rating, 62 reviews
4.98 (62)
Photo 1 of 20
Home in Lime Springs
Driftless Area farmhouse 3 bedroom/ 2 bath
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$1,156 SGD
$951 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Place to stay in Wykoff
Historic Wykoff Jail Haus
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
10–15 Oct
10–15 Oct
$804 SGD
Show price breakdown
for 5 nights
$804 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 525 reviews
4.92 (525)
Photo 1 of 29
Guest favourite
Guest favourite
Farm stay in Spring Valley
Woods Edge Cozy Retreat @Whispering Winds
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
16–21 May
16–21 May
$607 SGD
Show price breakdown
for 5 nights
$607 SGD for 5 nights
Free cancellation
4.85 out of 5 average rating, 226 reviews
4.85 (226)
Photo 1 of 29
Top guest favourite
Guest favourite
Cabin in Spring Valley
Modern Cabin on 28 acres of Valley Views and ponds
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,796 SGD
$1,400 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 100 reviews
4.94 (100)
Photo 1 of 29
Top guest favourite
Guest favourite
Treehouse in Mabel
Nestling Pines Treehouse
2 bedrooms
2 bedrooms
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$1,430 SGD
Show price breakdown
for 5 nights
$1,430 SGD for 5 nights
4.98 out of 5 average rating, 195 reviews
4.98 (195)
Photo 1 of 19
Top guest favourite
Guest favourite
Home in Alta Vista
Grandma Z's Guesthouse
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
13–18 Oct
13–18 Oct
$1,008 SGD
$881 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 139 reviews
4.93 (139)
Photo 1 of 17
Cabin in McIntire
Bailey Exchange Cottage
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
WC
WC
20–25 Sept
20–25 Sept
$478 SGD
$429 SGD
Show price breakdown
for 5 nights
3.75 out of 5 average rating, 4 reviews
3.75 (4)
Photo 1 of 10
Superhost
Superhost
Flat in Lanesboro
Dog friendly, Upstairs Studio, Apt 2
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$798 SGD
$638 SGD
Show price breakdown
for 5 nights
New place to stay
New
Photo 1 of 13
Home in Harmony
Petra's Garden 2
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$638 SGD
Show price breakdown
for 5 nights
$638 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 25
Guest favourite
Guest favourite
Flat in Lanesboro
Boho Vibes, bring your dog!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Oct
22–27 Oct
$1,169 SGD
$1,034 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Photo 1 of 29
Superhost
Superhost
Farm stay in Spring Valley
Valley Angus Farmhouse
7 bedrooms
7 bedrooms
,
·
20 beds
20 beds
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Sept
24–29 Sept
$1,751 SGD
$1,534 SGD
Show price breakdown
for 5 nights
4.75 out of 5 average rating, 64 reviews
4.75 (64)
Photo 1 of 24
Top guest favourite
Guest favourite
Home in Rose Creek
6 Unique Church Home Destination Stay
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
$1,256 SGD
Show price breakdown
for 5 nights
$1,256 SGD for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Photo 1 of 29
Place to stay in Houston
Owl's Nest Lodge
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
21–27 Sept
21–27 Sept
$1,986 SGD
Show price breakdown
for 6 nights
$1,986 SGD for 6 nights
New place to stay
New
Photo 1 of 14
Top guest favourite
Guest favourite
Home in Mabel
Cozy Oak Street Cottage
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$843 SGD
$741 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 42 reviews
4.95 (42)
Photo 1 of 29
Guest favourite
Guest favourite
Cabin in Osage
Experience Log cabin Living
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,385 SGD
$1,244 SGD
Show price breakdown
for 5 nights
Free cancellation
4.82 out of 5 average rating, 160 reviews
4.82 (160)
Photo 1 of 18
Guest favourite
Guest favourite
Home in Preston
Root Haven
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,289 SGD
$1,149 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Photo 1 of 29
Top guest favourite
Guest favourite
Barn in Dorchester
The Barn Loft
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
20–25 Sept
20–25 Sept
$2,667 SGD
$2,342 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 168 reviews
4.99 (168)
Photo 1 of 29
Top guest favourite
Guest favourite
Cabin in Calmar
Buffalo Lodge
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
WC
WC
20–25 Sept
20–25 Sept
$950 SGD
Show price breakdown
for 5 nights
$950 SGD for 5 nights
4.99 out of 5 average rating, 276 reviews
4.99 (276)
1
2
3
4
…
15