Compare Chesterfield Vacation Rentals

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Chesterfield Rentals

Value Suites Extended Stay - St Louis

Value Suites Extended Stay - St Louis

3 out of 5
1881 Craigshire Rd, Maryland Heights, MO
Free Cancellation
Reserve now, pay when you stay
6.64 mi from city center
The price is $198 per night
$198
includes taxes & fees
$171 per night
May 5 - May 6
Guests of Value Suites Extended Stay - St Louis enjoy features like a business center, express check-in and laundry facilities. If you plan to drive, free parking is available. Additional amenities include a convenience store and barbecue grills.
Kitchen
Pet friendly
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

9.2 mi from city center
Guests staying at this cottage enjoy features like a water park and free WiFi in public areas.
Kitchen
Free WiFi
St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!

9.2 mi from city center
The price is $241 per night
$241
includes taxes & fees
$241 per night
May 5 - May 6
At this vacation home, guests have access to features like laundry facilities. This family-friendly vacation home also has a garden.
Kitchen
Washer
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

10.66 mi from city center
The price is $430 per night
$430
includes taxes & fees
$393 per night
May 5 - May 6
This vacation home offers a water park, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include local meal delivery service, barbecue grills, and a garden.
Pool
Kitchen
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

15.69 mi from city center
The price is $149 per night
$149
includes taxes & fees
$136 per night
May 18 - May 19
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has a garden.
Kitchen
Washer
Cheerful 2 Bedroom House on the Hill in St. Louis

Cheerful 2 Bedroom House on the Hill in St. Louis

15.98 mi from city center
At this vacation home, guests have access to a garden. A stay here includes free offsite parking.
Kitchen
Pet friendly
Beautiful, Rehabbed Unit in Shaw Community 4228a

Beautiful, Rehabbed Unit in Shaw Community 4228a

17.01 mi from city center
The price is $267 per night
$267
includes taxes & fees
$221 per night
May 8 - May 9
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
White House at Grand Central

White House at Grand Central

4 out of 5
3805 Lindell Blvd, St. Louis, MO
Free Cancellation
Reserve now, pay when you stay
17.64 mi from city center
The price is $172 per night
$172
includes taxes & fees
$147 per night
May 5 - May 6
Guests staying at White House at Grand Central have access to laundry facilities, barbecue grills, and a garden. If you drive, put free parking to good use.
Stylish FoxPark 3BR, King Master

Stylish FoxPark 3BR, King Master

18.64 mi from city center
The price is $180 per night
$180
includes taxes & fees
$168 per night
May 7 - May 8
This apartment is a smoke-free apartment building.
Kitchen
Free WiFi
Funky mini loft in fox park! Pet friendly!!

Funky mini loft in fox park! Pet friendly!!

18.71 mi from city center
The price is $156 per night
$156
includes taxes & fees
$145 per night
May 11 - May 12
At this vacation home, guests have access to features like laundry facilities.
Washer
Dryer
Large Executive 1st Floor Apartment with Chefs Kitchen!

Large Executive 1st Floor Apartment with Chefs Kitchen!

18.86 mi from city center
At this apartment, guests have access to features like laundry facilities.
Washer
Dryer
Amazing Soulard STL Unit, 713a

Amazing Soulard STL Unit, 713a

2 out of 5
19.73 mi from city center
The price is $209 per night
$209
includes taxes & fees
$209 per night
May 14 - May 15
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
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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.

Chesterfield Large Group Rentals

How to Book Vacation Rentals in Chesterfield



🏠 What is the best price for Chesterfield vacation rentals?

Chesterfield vacation rentals range in price, starting at $149 per night.


🏠 What types of vacation rentals in Chesterfield can I rent?

Orbitz offers a wide range of Chesterfield rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Chesterfield condo rentals.


🏠 Is it free to cancel my Chesterfield vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Chesterfield vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Chesterfield. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Chesterfield?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Chesterfield apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Chesterfield?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Chesterfield package deals will get you even more savings.

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