Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Chesterfield vacation rentals

TV, offices

Cafe Terrace at TG Park | Fenced Backyard+W/D

Cafe Terrace at TG Park | Fenced Backyard+W/D
2.0 star property
Tower Grove South
9.6 out of 10, Exceptional, (7 reviews)
"Comfortable apartment near a nice coffee shop and wonderful park. "
United States
John L.
The price is ￥5,534
￥24,241 total
includes taxes & fees
Jan 19 - Jan 20
Cafe Terrace at TG Park | Fenced Backyard+W/D
Interior

Elegant Minimalist Gem w/ Private backyard, W/D

Elegant Minimalist Gem w/ Private backyard, W/D
Princeton Heights
9.2 out of 10, Wonderful, (19 reviews)
"Clean, easy place for our stay. "
United States
Jim S.
The price is ￥7,590
￥26,645 total
includes taxes & fees
Jan 19 - Jan 20
Elegant Minimalist Gem w/ Private backyard, W/D
Dining

Magnolia at TG Park | Free PK+WD+Pet Friendly

Magnolia at TG Park | Free PK+WD+Pet Friendly
2.0 star property
Tower Grove East
7.4 out of 10, Good, (6 reviews)
"Great renter, great place. "
United States
Howard B.
The price is ￥6,325
￥25,165 total
includes taxes & fees
Jan 19 - Jan 20
Magnolia at TG Park | Free PK+WD+Pet Friendly
Interior

Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (25 reviews)
"The apartment was very clean and comfortable with a great location."
United States
Paul C.
The price is ￥6,819
￥25,796 total
includes taxes & fees
Jan 19 - Jan 20
Starry Night | Steps to Tower Grove Park
Fridge, microwave, oven, coffee/tea maker

Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
2.0 star property
Marine Villa
10.0 out of 10, Exceptional, (9 reviews)
"Great location, great accommodations, great host."
United States
Scott W.
The price is ￥12,650
￥28,231 total
includes taxes & fees
Jan 18 - Jan 19
Stylish South City King 1BR Apt
Bar (on property)

Lake Aspen Overlook by Innsbrook Vacations!

Lake Aspen Overlook by Innsbrook Vacations!
Innsbrook
9.8 out of 10, Exceptional, (23 reviews)
"Everything was extremely clean. We couldn’t have asked for a more quiet and relaxing stay. "
United States
Brian L.
The price is ￥11,048
￥34,303 total
includes taxes & fees
Jan 18 - Jan 19
Lake Aspen Overlook 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.
The price is ￥11,048
￥34,303 total
includes taxes & fees
Jan 18 - Jan 19
Lake Aspen Hideaway by Innsbrook Vacations!
Bar (on property)

Aspen Sights by Innsbrook Vacations!

Aspen Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (13 reviews)
"Lovely weekend- enjoyed checking out Innsbrook"
United States
Denise L.
The price is ￥11,048
￥34,303 total
includes taxes & fees
Jan 18 - Jan 19
Aspen Sights by Innsbrook Vacations!
Smart TV, fireplace

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Bevo Mill
9.0 out of 10, Wonderful, (16 reviews)
"This was exactly what were we looking for on our trip to St. Louis."
United States
Michelle O.
The price is ￥18,816
￥31,466 total
includes taxes & fees
Jan 18 - Jan 19
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Bar (on property)

Aspen Heights by Innsbrook Vacations!

Aspen Heights by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (10 reviews)
"Nice, quiet, relaxing place to stay! Great communication with the host. "
United States
Lorna M.
The price is ￥11,081
￥34,405 total
includes taxes & fees
Jan 18 - Jan 19
Aspen Heights by Innsbrook Vacations!
Interior

Adorable Augusta Cabin

Adorable Augusta Cabin
Augusta
9.0 out of 10, Wonderful, (10 reviews)
"Absolutely beautiful area. Cabin is so cozy"
United States
Aaron
The price is ￥12,846
￥31,639 total
includes taxes & fees
Jan 18 - Jan 19
Adorable Augusta Cabin
Fridge, microwave, oven, stovetop

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.8 out of 10, Exceptional, (44 reviews)
"What a great stay!!! Host was kind and responsive, the place was super clean, one of the best I have experienced. It was a top notch experience!"
United States
Brad R.
The price is ￥13,440
￥31,308 total
includes taxes & fees
Feb 4 - Feb 5
Top of Geyer apartment
Smart TV, video games

Spacious & Centrally Located Apt (Sleeps 8)

Spacious & Centrally Located Apt (Sleeps 8)
The Gate
9.8 out of 10, Exceptional, (18 reviews)
"It was a great place to stay for the night. Comfortable and close to the stadium. "
United States
Bryan D.
The price is ￥12,966
￥31,921 total
includes taxes & fees
Jan 19 - Jan 20
Spacious & Centrally Located Apt (Sleeps 8)
Fridge, microwave, oven, stovetop

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, (161 reviews)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is ￥13,519
￥22,688 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Property grounds

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
10.0 out of 10, Exceptional, (4 reviews)
"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!"
United States
Zach L.
The price is ￥8,697
￥14,579 total
includes taxes & fees
Feb 4 - Feb 5
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
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, (140 reviews)
"Great little place and location was close to our event."
United States
RL T.
The price is ￥10,562
￥26,123 total
includes taxes & fees
Jan 18 - Jan 19
Centrally located in the Tower Grove East neighborhood!
TV

1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch

1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch
2.0 star property
Mount Pleasant
7.0 out of 10, Good, (4 reviews)
"Amazing property and access was easy. Would highly recommend."
United States
Armhad
The price is ￥9,013
￥24,189 total
includes taxes & fees
Jan 21 - Jan 22
1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch
Interior

Adorable small house - quiet & safe - 2 BR 1 Bath

Adorable small house - quiet & safe - 2 BR 1 Bath
Imperial
9.4 out of 10, Exceptional, (13 reviews)
"Great place for a short get away"
United States
andytrower U.
The price is ￥14,784
￥30,266 total
includes taxes & fees
Jan 22 - Jan 23
Adorable small house - quiet & safe - 2 BR 1 Bath
TV, offices

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
2.0 star property
Mount Pleasant
7.6 out of 10, Good, (12 reviews)
"Nice, quiet apartment in a South City four-family. Everything we needed was there and it was very tidy and clean. We enjoyed our stay! "
United States
Stefene R.
The price is ￥9,013
￥24,189 total
includes taxes & fees
Jan 21 - Jan 22
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
Bar (on property)

Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (41 reviews)
"It was very peaceful and close to all the activities we wanted to do like kayak fish and enjoy dinner looking out at the golf course. "
United States
Mollie L.
The price is ￥12,096
￥29,666 total
includes taxes & fees
Jan 22 - Jan 23
Studio Condo on the Water @ Innsbrook
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

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

10/10 Excellent
"Nice place — this hotel is a little older but clean, the rooms are spacious and nice— the showers are amazing and the breakfast buffet is great — could use better and stronger coffee."
Marc 2-night trip
Posted 3 days ago
Clayton Plaza Hotel & Extended Stay

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:

  • View our selection of featured holiday rentals in Chesterfield
  • Use the map to find apartments and other holiday homes in the Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesterfield while they last

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?

Entire 4BR Home near Lafayette Square: Visitors like this Chesterfield vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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.