Title: Chesterfield Vacation Rentals from CA $198: Short-Term Rentals for 2026 | Expedia.ca

[Chesterfield Travel Guide](https://expedia.ca/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[Flights to Chesterfield](https://expedia.ca/Cheap-Flights-To-Chesterfield.d9530.Travel-Guide-Flights)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d9530.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d9530.Destination-Travel-Guides)

![autumn landscape with lake Chesterfield Missouri](https://images.trvl-media.com/place/9530/c6d3b4d9-41bc-4a55-9787-aa13d1650621.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Chesterfield Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterfield vacation rentals

![Comfort Apartment](https://images.trvl-media.com/lodging/84000000/83130000/83121100/83121050/b3c8bf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/84000000/83130000/83121100/83121050/a6eaf922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment](https://images.trvl-media.com/lodging/84000000/83130000/83121100/83121050/ef46993e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83121100/83121050/f3c125ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  White House at Grand Central

[](https://www.expedia.ca/St-Louis-Hotels-Grand-Center-Apartments.h83121050.Hotel-Information)

Grand Center

8.6/10

Excellent

(124)

"Very clean and very friendly people "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $93

CA $198 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/St-Louis-Hotels-Grand-Center-Apartments.h83121050.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99340000/99335800/99335731/93da6846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99340000/99335800/99335731/c3984d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99340000/99335800/99335731/a63e88e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99340000/99335800/99335731/39f35d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wine Country Getaway | JZ Vacation Rentals

[](https://www.expedia.ca/Washington-Hotels-Stylish-Home-Near-Wine-Country-JZ-Vacation-Rentals.h99335731.Hotel-Information)

Washington

8.0/10

Very good

(1)

"Great communication, had a couple of leaks and shower flooded but the maintenance came right away to fix it. Overall clean, AC/Heat unit in each room, big kitchen, wonderful sitting area and decor."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacy

CA $255

CA $601 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Washington-Hotels-Stylish-Home-Near-Wine-Country-JZ-Vacation-Rentals.h99335731.Hotel-Information)

![Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/20000/19976/7caaaee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, towels, soap, shampoo](https://images.trvl-media.com/lodging/1000000/20000/20000/19976/w2885h1876x11y0-1194952e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, towels, soap, shampoo](https://images.trvl-media.com/lodging/1000000/20000/20000/19976/af9b69ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, WiFi](https://images.trvl-media.com/lodging/1000000/20000/20000/19976/w2883h1898x13y16-e10af5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Value Suites Extended Stay - St Louis

[](https://www.expedia.ca/St-Louis-Hotels-Craigshire-Suites.h19976.Hotel-Information)

Maryland Heights

7.0/10

Good

(1110)

CA $526

CA $723 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/St-Louis-Hotels-Craigshire-Suites.h19976.Hotel-Information)

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

![Hyatt Regency St. Louis at The Arch](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/335a172e_y.jpg)

### Hyatt Regency St. Louis at The Arch

10/10 Excellent

"Everything was great!"

[](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information)

![Hollywood Casino & Hotel St. Louis](https://images.trvl-media.com/lodging/1000000/90000/82600/82568/7188325f_y.jpg)

### Hollywood Casino & Hotel St. Louis

10/10 Excellent

"The room was clean and big and loved the tub "

[](https://expedia.ca/St-Louis-Hotels-Hollywood-Casino-Hotel-St-Louis.h82568.Hotel-Information)

![Live by Loews - St.Louis](https://images.trvl-media.com/lodging/40000000/39170000/39161300/39161277/4c39e93f_y.jpg)

### Live by Loews - St.Louis

10/10 Excellent

"Room was clean and so close to the stadium. It was great "

[](https://expedia.ca/St-Louis-Hotels-Live-By-Lowes-StLouis.h39161277.Hotel-Information)

![Magnolia Hotel St. Louis, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/9000000/8140000/8132000/8131949/4b87c2a3_y.jpg)

### Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

10/10 Excellent

"Really enjoyed my stay! Highly recommend this place. It’s a vintage style hotel that is very well kept uo"

[](https://expedia.ca/St-Louis-Hotels-Magnolia-Hotel-St-Louis.h8131949.Hotel-Information)

![Hampton Inn St. Louis-Downtown (At the Gateway Arch)](https://images.trvl-media.com/lodging/1000000/30000/22600/22520/w3837h2560x0y0-a6354f1b_y.jpg)

### Hampton Inn St. Louis-Downtown (At the Gateway Arch)

10/10 Excellent

"Everything that I expected is beyond my expectation. NICE concierge too"

[](https://expedia.ca/St-Louis-Hotels-Hampton-Inn-Gateway-Arch-Downtown.h22520.Hotel-Information)

![Drury Plaza Hotel St. Louis at the Arch](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/78b2a688_y.jpg)

### Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent

"What and amazing hotel and staff the most kind and real that I had have in my trips. "

[](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information)

![Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham](https://images.trvl-media.com/lodging/1000000/50000/42200/42122/bfca870c_y.jpg)

### Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

10/10 Excellent

"Good"

[](https://expedia.ca/St-Louis-Hotels-Drury-Inn-Suites-St-Louis-Fenton.h42122.Hotel-Information)

![Home2 Suites by Hilton St. Louis Downtown](https://images.trvl-media.com/lodging/77000000/76520000/76510800/76510729/104b5741_y.jpg)

### Home2 Suites by Hilton St. Louis Downtown

10/10 Excellent

"Great place, friendly staff!!"

[](https://expedia.ca/St-Louis-Hotels-Home2-Suites-St-Louis-Downtown.h76510729.Hotel-Information)

![Drury Plaza Hotel St. Louis Chesterfield](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/c1fcfc39_y.jpg)

### Drury Plaza Hotel St. Louis Chesterfield

10/10 Excellent

"Absolutely amazing stay very nice play our family stays there every time very kid friendly"

[](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information)

## Find out more about Chesterfield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesterfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

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