A town with a prominent church spire, residential buildings, and a hill in the background.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Chesterfield vacation rentals

Fridge, microwave, oven, stovetop

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.6 out of 10, Exceptional, (50 reviews)
"This was a great stay. The space, decor, and location was perfect. "
United States
Jerry S.
The price is AED 364
AED 850 total
includes taxes & fees
25 Jun - 26 Jun
Top of Geyer apartment
Property grounds

Cozy little house blocks from the Park & Fair Grounds.

Cozy little house blocks from the Park & Fair Grounds.
Washington
10.0 out of 10, Exceptional, (68 reviews)
"Everything was great! From easy check-in, great communication to a very clean and beautiful space we really enjoyed our stay. "
United States
Donna B.
The price is AED 479
AED 972 total
includes taxes & fees
5 Jul - 6 Jul
Cozy little house blocks from the Park & Fair Grounds.
Bar (on property)

Aspen Sights by Innsbrook Vacations!

Aspen Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (14 reviews)
"Lovely weekend- enjoyed checking out Innsbrook"
United States
Denise L.
The price is AED 304
AED 881 total
includes taxes & fees
24 Jun - 25 Jun
Aspen Sights by Innsbrook Vacations!
Bar (on property)

Lake Aspen Hideaway by Innsbrook Vacations!

Lake Aspen Hideaway by Innsbrook Vacations!
Wright City
9.8 out of 10, Exceptional, (21 reviews)
"Check-in was easy and property was clean. Great place to stay!"
United States
Casey A.
Lake Aspen Hideaway by Innsbrook Vacations!
Bar (on property)

Aspen Heights by Innsbrook Vacations!

Aspen Heights by Innsbrook Vacations!
Innsbrook
9.2 out of 10, Wonderful, (11 reviews)
"Nice, quiet, relaxing place to stay! Great communication with the host. "
United States
Lorna M.
Aspen Heights by Innsbrook Vacations!
Bar (on property)

Lake Aspen Overlook by Innsbrook Vacations!

Lake Aspen Overlook by Innsbrook Vacations!
Innsbrook
9.8 out of 10, Exceptional, (24 reviews)
"Everything was extremely clean. We couldn’t have asked for a more quiet and relaxing stay. "
United States
Brian L.
The price is AED 355
AED 948 total
includes taxes & fees
24 Jun - 25 Jun
Lake Aspen Overlook by Innsbrook Vacations!
Bar (on property)

The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (21 reviews)
"Great location and property within close distance of all Innsbrook has to offer. Would stay again. "
United States
Kristina U.
The price is AED 316
AED 895 total
includes taxes & fees
24 Jun - 25 Jun
The Harris Overlook by Innsbrook Vacations!
TV, fireplace, offices

Historic Soulard 2-BR Flat | Balcony, Workspace, Parking – Walk to Market

Historic Soulard 2-BR Flat | Balcony, Workspace, Parking – Walk to Market
Soulard
8.8 out of 10, Excellent, (18 reviews)
"We had a great experience. The place was clean and had a lot of character. The check in and check out process was easy. Dan had great communication with me. We walked to Miami Cafe around the corner and recommend it to anyone who stays here. The atmosphere and neighborhood had a lot of character. We enjoyed our stay!"
United States
Cheryl
The price is AED 320
AED 722 total
includes taxes & fees
29 Jun - 30 Jun
Historic Soulard 2-BR Flat | Balcony, Workspace, Parking – Walk to Market
Interior

Cozy Soulard 2BR w/ Free Parking

Cozy Soulard 2BR w/ Free Parking
Soulard
9.6 out of 10, Exceptional, (65 reviews)
"This is a gem in the heart of a historic neighborhood with the best bars and restaurants and music in the city! Could not pick a better location. It was so cute with a great view and wonderful hosts!!!"
United States
Renee
The price is AED 327
AED 742 total
includes taxes & fees
13 Jul - 14 Jul
Cozy Soulard 2BR w/ Free Parking
Dining

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, (160 reviews)
"Great location. Quiet neighborhood. Very convenient to downtown and other restaurants and fun locations. Easy parking. Very comfortable stay and host was super great! "
United States
Kelly R.
The price is AED 245
AED 559 total
includes taxes & fees
24 Jun - 25 Jun
Centrally located in the Tower Grove East neighborhood!
Interior

2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Westport
10.0 out of 10, Exceptional, (36 reviews)
"Fantastic place!"
United States
Anonymous traveler
The price is AED 330
AED 382 total
includes taxes & fees
24 Jun - 25 Jun
2 Queen Beds | Non-Smoking, Kitchen
Bar (on property)

Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (53 reviews)
"It was a really good stay, the place was really clean and looks so nice!"
United States
Vanessa O.
The price is AED 463
AED 946 total
includes taxes & fees
24 Jun - 25 Jun
Studio Condo on the Water @ Innsbrook
Smart TV, fireplace

Cozy Soulard Getaway

Cozy Soulard Getaway
Soulard
9.2 out of 10, Wonderful, (44 reviews)
"Good stay. Great location "
United States
Sean D.
The price is AED 371
AED 957 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Soulard Getaway
1 bedroom, free WiFi

6649 1E | Garden Style Studio Near Forest Park

6649 1E | Garden Style Studio Near Forest Park
Dogtown
8.0 out of 10, Very Good, (22 reviews)
"Very cute and cozy. Nice to be close to everything. "
United States
Dhgirlie H.
The price is AED 257
AED 514 total
includes taxes & fees
13 Jul - 14 Jul
6649 1E | Garden Style Studio Near Forest Park
TV, fireplace

The Blake Cottage Wine Country Home

The Blake Cottage Wine Country Home
Augusta
8.4 out of 10, Very Good, (11 reviews)
"It was a wonderful location for our girls' night! Plenty of room for our group and within walking distance of the wineries. "
United States
Deana T.
The price is AED 595
AED 1,539 total
includes taxes & fees
24 Jun - 25 Jun
The Blake Cottage Wine Country Home
Fridge, microwave, oven, stovetop

House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery
Soulard
10.0 out of 10, Exceptional, (109 reviews)
"The house just has a good vibe and I love how close it is to the city."
United States
Sammie K.
The price is AED 441
AED 839 total
includes taxes & fees
29 Jun - 30 Jun
House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery
Bar (on property)

Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.8 out of 10, Exceptional, (28 reviews)
"It was absolutely perfect for a weekend getaway for 2!! Perfect place to celebrate a wedding as well!!"
United States
Alicia R.
The price is AED 694
AED 1,272 total
includes taxes & fees
24 Jun - 25 Jun
Lakefront Studio Condo
Dining

Washington Guest House

Washington Guest House
Washington
10.0 out of 10, Exceptional, (50 reviews)
"Beautiful, beautiful home with a lot of history. Very clean. Everything we needed was available and easy to find. Great memories in this wonderful home."
United States
cindy c.
The price is AED 676
AED 1,320 total
includes taxes & fees
24 Jun - 25 Jun
Washington Guest House
Interior

Featured on USA Today - Hot tub, Fenced Yard

Featured on USA Today - Hot tub, Fenced Yard
Marthasville
9.8 out of 10, Exceptional, (28 reviews)
"The Bank Haus was a perfect stay! There's plenty of room to spread out and enjoy the historic building. The bed and pull-out sofa were very comfortable. Everything was super clean, too. If you get the chance, book this stay!"
United States
Alison Z.
The price is AED 1,065
AED 1,287 total
includes taxes & fees
24 Jun - 25 Jun
Featured on USA Today - Hot tub, Fenced Yard
Exterior detail

Historical home in Downtown Washington

Historical home in Downtown Washington
Washington
10.0 out of 10, Exceptional, (71 reviews)
"Beautiful home and very comfortable. Walking distance to lots of shops and restaurants. Lots of vintage charm."
United States
Anonymous traveler
The price is AED 1,084
AED 1,754 total
includes taxes & fees
5 Jul - 6 Jul
Historical home in Downtown Washington
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 Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

10/10 Excellent
"Beautiful Hotel. Lots of history. St. Louis has so much to offer."
Carol 1-night trip
Posted 11 hours ago
The Royal Sonesta Chase Park Plaza St. Louis

Frequently asked questions

Can I find vacation rentals in Chesterfield?

Yes, we give you a choice of vacation rentals in Chesterfield near Sophia M. Sachs Butterfly House, 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?

Pet-Friendly Soulard Townhouse · 2BR/2BA · Parking + Rooftop Deck: Visitors like this Chesterfield vacation home rental. It offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Chesterfield?

Choose from 6 Expedia vacation rentals in Chesterfield for a memorable vacation.

What can I see and do in Chesterfield?

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

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.