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 Chesterfield
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 Chesterfield
Over 1,000 homes in Chesterfield
Photo 1 of 18
Hotel room in Chesterfield
Homelike Suite with Full Kitchen! Pets Allowed!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,208 SGD
Show price breakdown
for 5 nights
$1,208 SGD for 5 nights
New place to stay
New
Photo 1 of 12
Top guest favourite
Guest favourite
Place to stay in Chesterfield
One bedroom with private bath
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$525 SGD
$468 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 70 reviews
4.89 (70)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Maryland Heights
Music & Meme House + Arcade
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$1,796 SGD
$1,658 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wildwood
Private 3-Acre Retreat • Koi Pond & Waterfall
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Nov – 2 Dec
27 Nov – 2 Dec
$2,124 SGD
Show price breakdown
for 5 nights
$2,124 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 111 reviews
4.98 (111)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Ballwin
Your Quiet Home in the St. Louis Suburbs Awaits
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$2,518 SGD
$2,317 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 42 reviews
4.93 (42)
Photo 1 of 15
Home in Saint Charles
A cozy getaway
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,001 SGD
Show price breakdown
for 5 nights
$1,001 SGD for 5 nights
New place to stay
New
Photo 1 of 29
Guest favourite
Guest favourite
Guest house in St. Louis
Guesthouse in Town and Country near St. Louis.
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,184 SGD
$2,738 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 11 reviews
4.91 (11)
Photo 1 of 29
Superhost
Superhost
Home in Saint Charles
3BR Close to Historic Main Street-Low Cleaning Fee
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$796 SGD
Show price breakdown
for 5 nights
$796 SGD for 5 nights
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Saint Charles
Country Quiet Suburban Haven
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–23 Oct
18–23 Oct
$1,690 SGD
$1,522 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Ballwin
Private indoor pool & sauna
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–21 Sept
16–21 Sept
$3,208 SGD
Show price breakdown
for 5 nights
$3,208 SGD for 5 nights
4.91 out of 5 average rating, 159 reviews
4.91 (159)
Photo 1 of 21
Top guest favourite
Guest favourite
Guest suite in Weldon Spring
Wanderlust
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$796 SGD
$701 SGD
Show price breakdown
for 5 nights
Free cancellation
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Saint Charles
*NEW HotTub* The Jewel on 5th-2br2b-near Main
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,568 SGD
$1,362 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 448 reviews
4.95 (448)
Photo 1 of 25
Top guest favourite
Guest favourite
Home in Ballwin
Cozy & Comfortable home in a quiet neighborhood.
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,379 SGD
$1,227 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 75 reviews
4.93 (75)
Photo 1 of 6
Guest favourite
Guest favourite
Room in St. Peters
Private Suite in Nice Home with a view! Near I-70
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$739 SGD
Show price breakdown
for 5 nights
$739 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 977 reviews
4.93 (977)
Photo 1 of 24
Top guest favourite
Guest favourite
Home in St. Peters
Family Friendly Home Near Parks and Dining
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
4–9 Oct
4–9 Oct
$1,153 SGD
Show price breakdown
for 5 nights
$1,153 SGD for 5 nights
4.97 out of 5 average rating, 140 reviews
4.97 (140)
Photo 1 of 28
Guest favourite
Guest favourite
Home in Fenton
Family Friendly STL Area Retreat with Game Room
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$1,794 SGD
Show price breakdown
for 5 nights
$1,794 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Ballwin
Pet & Child Friendly*Great Location*Ideal 4 Groups
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
28 Oct – 2 Nov
28 Oct – 2 Nov
$2,935 SGD
$2,659 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 130 reviews
4.99 (130)
Photo 1 of 18
Guest favourite
Guest favourite
Home in Maryland Heights
Hop on Inn
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
5–10 Oct
5–10 Oct
$1,462 SGD
$1,312 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
1
2
3
4
…
15