Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

Comfort Apartment | Individually decorated, individually furnished, desk, laptop workspace
White House at Grand Central

Apartment in Grand Center

4.0 star property
8.6 out of 10, Excellent, (124)
"Very clean and very friendly people "
United States
Mary
The price is ￥12,071
￥24,119 total
includes taxes & fees
Dec 7 - Dec 8
White House at Grand Central
Outdoor dining
The St. Charles Guest House, lovely historic home, fun for families and groups

Vacation Home in St. Charles Historic District

10.0 out of 10, Exceptional, (136)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
United States
Lisa S.
The St. Charles Guest House, lovely historic home, fun for families and groups
Studio Suite, 1 King Bed | Desk, laptop workspace, blackout drapes, WiFi
Value Suites Extended Stay - St Louis

Aparthotel in Maryland Heights

3.0 star property
7.0 out of 10, Good, (1110)
"We’ve stayed here twice before and have always been pleased with everything. Very good hotel close to what we need."
United States
Timothy
The price is ￥59,464
￥81,724 total
includes taxes & fees
Dec 4 - Dec 5
Value Suites Extended Stay - St Louis
Fridge, microwave, oven, stovetop
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Vacation Home in The Hill

9.8 out of 10, Exceptional, (159)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is ￥13,300
￥22,321 total
includes taxes & fees
Dec 9 - Dec 10
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Microwave, oven, stovetop, dishwasher
Stunning 1890's Home - Sleeps 8!

Vacation Home in St. Charles Historic District

10.0 out of 10, Exceptional, (96)
"Check-in was easy and the house was lovely "
United States
Delfino A.
The price is ￥19,289
￥49,032 total
includes taxes & fees
Dec 14 - Dec 15
Stunning 1890's Home - Sleeps 8!
Microwave, oven, stovetop, dishwasher
Stylish City Reno Retreat!

Apartment in Hyde Park

6.0 out of 10, (14)
"We were pleased with our stay and would stay again"
United States
Nicole L.
Stylish City Reno Retreat!
Fridge, microwave, oven, stovetop
St. Charles 1860's Gem - Sleeps 6!

Vacation Home in St. Charles Historic District

9.8 out of 10, Exceptional, (132)
"This was such a cute historical home and was perfect for our weekend in St Charles!"
United States
Isabelle C.
The price is ￥19,445
￥39,823 total
includes taxes & fees
Dec 4 - Dec 5
St. Charles 1860's Gem - Sleeps 6!
Outdoor dining
Honky Tonk Hideaway

Vacation Home in St. Charles Historic District

8.8 out of 10, Excellent, (12)
"Great location close to historic district."
United States
Hugh S.
The price is ￥19,289
￥52,062 total
includes taxes & fees
Dec 25 - Dec 26
Honky Tonk Hideaway
Outdoor dining
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Cottage in St. Charles Historic District

10.0 out of 10, Exceptional, (210)
"Nice view of the Mississippi in the morning. Just off of the main street in old town St Charles, this place was perfect for our needs."
United States
Ralph
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Smart TV
Cozy Clark Suite in Frenchtown Saint Charles

Apartment in St. Charles Historic District

9.6 out of 10, Exceptional, (13)
"Awesome place to stay"
United States
paul
Cozy Clark Suite in Frenchtown Saint Charles
Exterior
Authentic Log cabin with something for everyone!

Cabin in Marthasville

9.6 out of 10, Exceptional, (377)
"Very beautiful place to stay. We really enjoyed the lake. "
United States
Kristi W.
Authentic Log cabin with something for everyone!
Fridge, microwave, oven, stovetop
Home Near Main Street-Covered Patio-Hot Tub!

Vacation Home in Saint Charles

9.8 out of 10, Exceptional, (26)
"The place was great! "
United States
Melissa I.
The price is ￥33,368
￥74,394 total
includes taxes & fees
Dec 7 - Dec 8
Home Near Main Street-Covered Patio-Hot Tub!
2 bedrooms, desk, iron/ironing board, travel crib
Madison House 1 -Walk to Main St

Vacation Home in St. Charles Historic District

8.6 out of 10, Excellent, (14)
"The house was clean and well stocked, location was great, and plenty of street parking. "
United States
Brad K.
The price is ￥15,400
￥39,334 total
includes taxes & fees
Dec 14 - Dec 15
Madison House 1 -Walk to Main St
Fridge, microwave, oven, stovetop
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!

Vacation Home in St. Charles Historic District

9.8 out of 10, Exceptional, (60)
"We had a great weekend and enjoyed the house very much! We had everything we needed!"
United States
Laurie S.
The price is ￥25,667
￥65,374 total
includes taxes & fees
Dec 7 - Dec 8
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
2 bedrooms, desk, iron/ironing board, free WiFi
The Otter Suite at Divine Otter

Aparthotel in St. Charles Historic District

9.0 out of 10, Wonderful, (6)
"We absolutely loved this place! I would recommend this place. We had one issue but it was resolved. If you have children, I would probably stay somewhere else. There are bars all around and gets loud at night but it does get really quiet after 1:30 a.m. The property manager was absolutely amazing and is very quick to respond to your needs. "
United States
kim F.
The Otter Suite at Divine Otter
Smart TV
Prime Loft of Main Street

Apartment in St. Charles Historic District

9.8 out of 10, Exceptional, (100)
"The loft was very nice, very clean, well appointed, and in a perfect location. I highly recommend this property!"
United States
Mary ann S.
The price is ￥19,461
￥40,505 total
includes taxes & fees
Dec 7 - Dec 8
Prime Loft of Main Street
Fridge, microwave, oven, coffee/tea maker
Stylish South City King 1BR Apt

Apartment in Marine Villa

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location, great accommodations, great host."
United States
Scott W.
The price is ￥12,445
￥27,774 total
includes taxes & fees
Dec 4 - Dec 5
Stylish South City King 1BR Apt
Property grounds
The Hare Suite at Divine Otter

Aparthotel in St. Charles Historic District

9.6 out of 10, Exceptional, (14)
"We really enjoyed our stay! The Hare was an amazing suite & the location was great!"
United States
Angela R.
The Hare Suite at Divine Otter
Interior
Residence on the Roundabout

Vacation Home in St Charles

9.4 out of 10, Exceptional, (143)
"House was very nice. Pictures were good and we knew what to expect. Location was great for where we wanted to go.Owner was punctual when we had any questions!"
United States
Anne L.
Residence on the Roundabout
Interior
Centrally located in the Tower Grove East neighborhood!

Vacation Home in Tower Grove East

9.8 out of 10, Exceptional, (136)
"Our stay was exactly what we needed and that was a quick getaway. Thank you for your hospitality!"
United States
Johnathon F.
The price is ￥11,511
￥26,071 total
includes taxes & fees
Dec 7 - Dec 8
Centrally located in the Tower Grove East neighborhood!
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

The Wildwood Hotel

The Wildwood Hotel

10/10 Excellent
"The hotel was amazing from the staff to the rooms. Great location as well. Definitely recommend this place if traveling! "
Brandi 1-night trip
Posted 1 day ago
The Wildwood Hotel

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesterfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chesterfield!

Frequently asked questions

Can I find vacation rentals in Chesterfield?

Yes, we give you a choice of vacation rentals in Chesterfield near Chesterfield Sports Fusion, or you can go with a secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Chesterfield. Make sure you have time to check out the sporting events and museums during your trip.

What's the top vacation rental that Chesterfield has to offer?

Stunning 1890's Home - Sleeps 8! : Visitors like this Chesterfield vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Chesterfield?

Choose from 4 Expedia vacation rentals in Chesterfield for a memorable vacation.

What can I see and do in Chesterfield?

Family-friendly attractions include Chesterfield Sports Fusion and Sky Zone Indoor Trampoline Park - St. Louis, whereas Missouri River and Sophia M. Sachs Butterfly House are a couple of great spots to enjoy the outdoors. Other places in town to visit include The Factory and St. Louis Premium Outlets.

What are vacation rentals like in Chesterfield?

Vacation rentals are privately owned properties you can book for several days or more in Chesterfield. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.