Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Chesterton
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
Type of place
Show map
Search results; Over 1,000 homes in Chesterton
Over 1,000 homes in Chesterton
Guest favourite
Guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom
,
·
2 beds
,
·
1 private bathroom
6–11 Oct
6–11 Oct
$716 SGD
Show price breakdown
for 5 nights
$716 SGD for 5 nights
,
·
4.92 out of 5 average rating, 415 reviews
4.92 (415)
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,064 SGD
Show price breakdown
for 5 nights
$1,064 SGD for 5 nights
Free cancellation
4.79 out of 5 average rating, 14 reviews
4.79 (14)
Top guest favourite
Guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
8–13 Sept
8–13 Sept
$1,336 SGD
Show price breakdown
for 5 nights
$1,336 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 65 reviews
4.97 (65)
Top guest favourite
Guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
16–21 Aug
16–21 Aug
$1,420 SGD
Show price breakdown
for 5 nights
$1,420 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 77 reviews
4.96 (77)
Guest favourite
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
11–16 Aug
11–16 Aug
$1,816 SGD
$1,206 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 65 reviews
4.94 (65)
Guest favourite
Guest favourite
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
10–15 Aug
10–15 Aug
$1,354 SGD
Show price breakdown
for 5 nights
$1,354 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Townhouse in Chesterton
South Shore Escape
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
16–21 Aug
16–21 Aug
$2,279 SGD
Show price breakdown
for 5 nights
$2,279 SGD for 5 nights
4.85 out of 5 average rating, 61 reviews
4.85 (61)
Guest favourite
Guest favourite
Home in Chesterton
South Shore Studio Apartment {National Park}
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
10–15 Aug
10–15 Aug
$1,068 SGD
Show price breakdown
for 5 nights
$1,068 SGD for 5 nights
4.83 out of 5 average rating, 417 reviews
4.83 (417)
Top guest favourite
Guest favourite
Guest house in Chesterton
Cozy Guest House with Pool near National Park
1 bedroom
1 bedroom
,
·
1 bed
1 bed
13–18 Sept
13–18 Sept
$1,286 SGD
Show price breakdown
for 5 nights
$1,286 SGD for 5 nights
4.97 out of 5 average rating, 98 reviews
4.97 (98)
Guest favourite
Guest favourite
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms
3 bedrooms
,
·
8 beds
8 beds
7–12 Sept
7–12 Sept
$1,477 SGD
$1,313 SGD
Show price breakdown
for 5 nights
Free cancellation
4.79 out of 5 average rating, 119 reviews
4.79 (119)
Guest favourite
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,233 SGD
$2,022 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Guest house in Chesterton
Charming Hidden Cottage
1 bedroom
1 bedroom
,
·
4 beds
4 beds
23–28 Aug
23–28 Aug
$1,539 SGD
Show price breakdown
for 5 nights
$1,539 SGD for 5 nights
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Home in Chesterton
Small town charm
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
25–30 Aug
25–30 Aug
$1,892 SGD
Show price breakdown
for 5 nights
$1,892 SGD for 5 nights
Free cancellation
4.75 out of 5 average rating, 8 reviews
4.75 (8)
Top guest favourite
Guest favourite
Home in Valparaiso
Long Lake Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
23–28 Aug
23–28 Aug
$1,213 SGD
Show price breakdown
for 5 nights
$1,213 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Guest favourite
Guest favourite
Guest house in Valparaiso
The Ambrose Suite - Guesthouse in Valparaiso
1 bedroom
1 bedroom
,
·
1 bed
1 bed
9–14 Aug
9–14 Aug
$997 SGD
$892 SGD
Show price breakdown
for 5 nights
Free cancellation
4.96 out of 5 average rating, 26 reviews
4.96 (26)
Superhost
Superhost
Home in Porter
New Dunes Escape
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
15–20 Aug
15–20 Aug
$1,762 SGD
$1,603 SGD
Show price breakdown
for 5 nights
4.87 out of 5 average rating, 139 reviews
4.87 (139)
Top guest favourite
Guest favourite
Guest house in Chesterton
Bro’s Place 6 mile drive to Indiana Dune’s
1 bedroom
1 bedroom
,
·
2 beds
2 beds
4–9 Oct
4–9 Oct
$696 SGD
Show price breakdown
for 5 nights
$696 SGD for 5 nights
4.95 out of 5 average rating, 215 reviews
4.95 (215)
Top guest favourite
Guest favourite
Home in Chesterton
Hotel Whiskey
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
15–20 Aug
15–20 Aug
$1,482 SGD
Show price breakdown
for 5 nights
$1,482 SGD for 5 nights
4.97 out of 5 average rating, 181 reviews
4.97 (181)
Top guest favourite
Guest favourite
Home in Valparaiso
Cozy Valparaiso Getaway
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$1,017 SGD
Show price breakdown
for 5 nights
$1,017 SGD for 5 nights
4.97 out of 5 average rating, 32 reviews
4.97 (32)
1
2
3
4
…
15