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Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (110)
"Our stay was very home-like, safe, and comfortable."
White House at Grand Central

Ballpark Apartments by Barsala

4.0 star property
7.6 out of 10, Good, (5)
"It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot."
Ballpark Apartments by Barsala

Central West End by Barsala

4.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet, clean and very confortable..."
Central West End by Barsala

Stylish City Reno Retreat!

7.0 out of 10, Good, (2)
"This property was not as we expected. The floor was disgustingly dirty, the dishwasher had food particles in it and smelled horrible (plus no dishwashing detergent to run a cycle), 1 roll of toilet paper, no replacement garbage bags, and opened food packages in the kitchen cabinets. I communicated these things to the owner and although he took forever to get back to me he did have someone drop off toilet paper, garbage bags, and dishwasher pods. The floor was so dirty that we needed to wear...
Stylish City Reno Retreat!

House of Elegance Vacation Home

9.2 out of 10, Wonderful, (15)
"Came to town with another couple to watch their daughter play college softball at STLCC. It was a great spot with plenty of room for us to relax and catch up together after her games. Would definitely stay again!"
House of Elegance Vacation Home

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (11)
"Walking distance to several bars and restaurants, the market, and we got front row parking. "
The price is ¥11,572
¥24,446 total
includes taxes & fees
Jul 15 - Jul 16
Cozy Soulard Getaway

Funky mini loft in fox park! Pet friendly!!

7.8 out of 10, Good, (68)
"Cute, cozy, and fun place to get away. This house has lots of charm. "
The price is ¥8,679
¥20,106 total
includes taxes & fees
Jun 25 - Jun 26
Funky mini loft in fox park! Pet friendly!!

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (100)
"Our second year in a row and we love this place! It is perfect for a girls trip."
The price is ¥16,635
¥35,150 total
includes taxes & fees
Jul 7 - Jul 8
St. Charles 1860's Gem - Sleeps 6!

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

9.0 out of 10, Wonderful, (49)
"This home was a perfect pick for our family getaway! Super location for bringing the pups with the yard, quiet street, and green space just across from the house. House was really well stocked and very comfortable for spending quality time with the family. Will choose this home again for future visits to the Saint Louis area!"
The price is ¥31,678
¥62,146 total
includes taxes & fees
Jun 18 - Jun 19
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome

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

10.0 out of 10, Exceptional, (266)
"This was a great location. Cozy, quiet & clean. "
The price is ¥12,295
¥23,056 total
includes taxes & fees
Jun 19 - Jun 20
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

2.0 star property
8.0 out of 10, Very Good, (14)
"The property was quiet and as expected. They were incredibly responsive and helpful with everything. "
The price is ¥9,764
¥19,890 total
includes taxes & fees
Jun 25 - Jun 26
Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

Centrally located in the Tower Grove East neighborhood!

10.0 out of 10, Exceptional, (107)
"Thoroughly enjoyed staying here. My sister and I were in town for an event and staying here made it even more fun!"
The price is ¥10,805
¥24,364 total
includes taxes & fees
Jul 1 - Jul 2
Centrally located in the Tower Grove East neighborhood!

Pet Friendly 1st Fl Apartment w/Fenced Backyard

8.6 out of 10, Excellent, (19)
"Cozy apartment perfect for staying with fur babies."
Pet Friendly 1st Fl Apartment w/Fenced Backyard

Classy Midtown 3BR, King Master

10.0 out of 10, Exceptional, (39)
"Could not recommend this place more! Clean, convenient, very attentive hosts - just what we needed for our family on our visit to St. Louis!"
The price is ¥21,264
¥41,065 total
includes taxes & fees
Jul 9 - Jul 10
Classy Midtown 3BR, King Master

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (128)
"Annual book weekend with family. The bed downstairs was so amazing for lounging and reading all weekend. We had an amazing time! "
The St. Charles Guest House, lovely historic home, fun for families and groups

Value Suites Extended Stay - St Louis

3.0 star property
7.0 out of 10, Good, (1110)
"A bit far from restaurants. "
Value Suites Extended Stay - St Louis

Cozy Cottage, we're told it's heavenly!

10.0 out of 10, Exceptional, (190)
"Very much enjoyed our stay, will recommend to others!"
Cozy Cottage, we're told it's heavenly!

St Louis Townhome-Perfect for Groups!

8.2 out of 10, Very Good, (45)
"We came to see the city and this townhouse was conveniently located right in the middle of the city close to everything. Check in and check out was easy. Plenty of free street parking. Well stocked kitchen. "
The price is ¥8,534
¥34,571 total
includes taxes & fees
Jun 29 - Jun 30
St Louis Townhome-Perfect for Groups!

Beautiful, Rehabbed Unit in Shaw Community - 4226b

8.8 out of 10, Excellent, (3)
"For the price it was great! The neighborhood was awesome to get to know. It was safe and clean. You will have neighbors above and beside you which can be noisy. This shotgun style duplex didn’t have much open congregating space for all 6 of us, but plenty of bedroom space, all queen size beds."
The price is ¥6,509
¥31,533 total
includes taxes & fees
Jun 18 - Jun 19
Beautiful, Rehabbed Unit in Shaw Community - 4226b

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

8.6 out of 10, Excellent, (9)
"Home was clean and conveniently located to our event. "
The price is ¥15,044
¥25,459 total
includes taxes & fees
Jun 23 - Jun 24
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
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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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?

House of Elegance Vacation Home: Visitors like this Chesterfield vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Chesterfield?

Choose from 13 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 Westfield Chesterfield Mall 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.