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Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

Landing Downtown St. Louis

4.0 star property
8.0 out of 10, Very good, (11)
"Good place!"
Landing Downtown St. Louis

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (114)
"It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay. "
The price is CA $126
CA $236 total
includes taxes & fees
Aug 13 - Aug 14
White House at Grand Central

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (118)
"Everything was great!"
The price is CA $129
CA $294 total
includes taxes & fees
Aug 13 - Aug 14
St. Charles 1860's Gem - Sleeps 6!

Beautiful, Rehabbed Unit in Shaw Community 4228a

7.6 out of 10, Good, (17)
"Very clean Spacious Beds were comfy "
The price is CA $62
CA $363 total
includes taxes & fees
Aug 13 - Aug 14
Beautiful, Rehabbed Unit in Shaw Community 4228a

Landing at Ballpark Heights - 1 Bedroom in Down...

9.0 out of 10, Wonderful, (24)
"Nice clean space to stay. Close to all amenities "
Landing at Ballpark Heights - 1 Bedroom in Down...

St Louis Townhome-Perfect for Groups!

8.0 out of 10, Very good, (52)
"The property was nice and well laid out and the location near Forest Park was great! Checking in was really easy, which isn't always the case with short term rentals."
The price is CA $81
CA $329 total
includes taxes & fees
Aug 18 - Aug 19
St Louis Townhome-Perfect for Groups!

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (44)
"This place is the cutest little bungalow. Beautiful and clean. I couldn't have asked for a better place to stay. "
The price is CA $178
CA $449 total
includes taxes & fees
Aug 13 - Aug 14
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

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

10.0 out of 10, Exceptional, (131)
"We very much enjoyed the property and location. "
The St. Charles Guest House, lovely historic home, fun for families and groups

Entire Dogtown House near Zoo, Forest Park and Wash U

10.0 out of 10, Exceptional, (208)
"Very nice and comfy home. Enjoyed our time and the hosts were great. "
Entire Dogtown House near Zoo, Forest Park and Wash U

Modern House with Terrace Near Forest Park

9.0 out of 10, Wonderful, (11)
"This house had a lot of great wuakotirs"
Modern House with Terrace Near Forest Park

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (122)
"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 CA $109
CA $239 total
includes taxes & fees
Aug 13 - Aug 14
Centrally located in the Tower Grove East neighborhood!

Large Executive 1st Floor Apartment with Chefs Kitchen!

9.0 out of 10, Wonderful, (15)
"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "
Large Executive 1st Floor Apartment with Chefs Kitchen!

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (69)
"Adorable place with plenty of room for our group of five ladies. Walkable to Main St to the shops and restaurants. All the beds were comfortable, nice to have two full bathrooms and all the amenities you could want. "
The price is CA $268
CA $553 total
includes taxes & fees
Aug 18 - Aug 19
Stunning 1890's Home - Sleeps 8!

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

8.8 out of 10, Excellent, (13)
"Home was clean and conveniently located to our event. "
The price is CA $164
CA $260 total
includes taxes & fees
Aug 13 - Aug 14
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Stylish City Reno Retreat!

7.2 out of 10, Good, (7)
Stylish City Reno Retreat!

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (17)
"Walking distance to several bars and restaurants, the market, and we got front row parking. "
The price is CA $104
CA $226 total
includes taxes & fees
Aug 14 - Aug 15
Cozy Soulard Getaway

Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

9.6 out of 10, Exceptional, (73)
"We had a great stay "
Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

Overlook Main St. in this 2 Bedroom Owners Suite!

4.0 star property
9.4 out of 10, Exceptional, (32)
"Perfect place for a visit to St Charles! Hope to return and stay here again!"
Overlook Main St. in this 2 Bedroom Owners Suite!

Cowboy Cabin, come sit under the trees

10.0 out of 10, Exceptional, (199)
"This was our second trip, this time with the kids! It was a refreshing weekend with lots of quality time, beautiful weather and lovely scenery! "
Cowboy Cabin, come sit under the trees

Prime Loft of Main Street

9.8 out of 10, Exceptional, (95)
"The apartment had everything we needed for a quick getaway with family. Cute place and perfectly located. "
The price is CA $160
CA $343 total
includes taxes & fees
Aug 13 - Aug 14
Prime Loft of Main Street
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

Frequently asked questions

Can I find vacation rentals in Chesterfield?

Yes, we give you a choice of vacation rentals in Chesterfield near Sky Zone Indoor Trampoline Park - St. Louis, 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?

Beautiful, Rehabbed Unit in Shaw Community 4228a: Visitors like this Chesterfield vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Sky Zone Indoor Trampoline Park - St. Louis and Chesterfield Sports Fusion, 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.