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Our top choices for Chesterfield vacation homes
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling ContractorsImperial
10.0 out of 10, Exceptional, (4)
"We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!"
Zach L.
$85 nightly
The price is $87
Dec 22 - Dec 23
Total with taxes and fees
Adorable small house - quiet & safe - 2 BR 1 Bath
Adorable small house - quiet & safe - 2 BR 1 BathImperial
9.4 out of 10, Exceptional, (13)
"Great place for a short get away"
andytrower U.
$175 nightly
The price is $186
Dec 21 - Dec 22
Total with taxes and fees
Centrally located in the Tower Grove East neighborhood!
Centrally located in the Tower Grove East neighborhood!Tower Grove East
9.8 out of 10, Exceptional, (136)
"Great little place and location was close to our event."
RL T.
$138 nightly
The price is $162
Dec 21 - Dec 22
Total with taxes and fees
Stylish South City 2BR w/ Garage & Blazing Wi-fi
Stylish South City 2BR w/ Garage & Blazing Wi-fiDutchtown
9.6 out of 10, Exceptional, (50)
"Very clean and comfortable. "
Michael M.
$189 nightly
The price is $203
Jan 12 - Jan 13, 2026
Total with taxes and fees
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!The Hill
9.8 out of 10, Exceptional, (160)
"Very clean, check in was easy, great neighborhood with lots of food close. "
Laura H.
$150 nightly
The price is $153
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Below Deck Suite
The Below Deck SuiteSaint Charles
9.0 out of 10, Wonderful, (2)
"Overall good place for a family. The neighborhood is quiet and there is a good amount of space. Easy to find and to get places. You will hear the people upstairs and one bed was very squeaky. It was very clean and the couches are very comfy. "
Amy B.
$254 nightly
The price is $254
Dec 21 - Dec 22
Total with taxes and fees
Cozy 3 Bedroom/ Family Comfort & Convenient Location
Cozy 3 Bedroom/ Family Comfort & Convenient LocationWentzville
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The home was very clean, check-in was super easy, and it was the perfect place for our family. Everything was exactly as described and we felt comfortable the entire time. Would definitely stay here again!"
Tricia W.
$309 nightly
The price is $309
Dec 26 - Dec 27
Total with taxes and fees
2 bed 1 bath full kitchen house just a mile away from airport.. ask me anything
2 bed 1 bath full kitchen house just a mile away from airport.. ask me anythingWoodson Terrace
$209 nightly
The price is $209
Dec 22 - Dec 23
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield Hotel Reviews
Drury Plaza Hotel St. Louis at the Arch
10/10 Excellent
Find out more about Chesterfield
Chesterfield Vacation Homes information
Number of reviews | 549 |
|---|---|
Accommodation | 634 Vacation Homes |
Lowest Price | $87 |
Highest Price | $387 |
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