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Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

Our top choices for Chesterfield vacation rentals

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, (116)
"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 $237 total
includes taxes & fees
Aug 24 - Aug 25
White House at Grand Central

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 $369 total
includes taxes & fees
Sep 16 - Sep 17
Beautiful, Rehabbed Unit in Shaw Community 4228a

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

8.6 out of 10, Excellent, (28)
"Nice clean space to stay. Close to all amenities "
Landing at Ballpark Heights - 1 Bedroom in Down...

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

9.6 out of 10, Exceptional, (44)
"Lovely stay, very sweet house in a cute neighborhood. Great for traveling with kids! Thank you!"
The price is CA $136
CA $409 total
includes taxes & fees
Aug 21 - Aug 22
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (73)
"The house is beautiful, in a great location, and has all the amenities of home. Definitely glad we stayed here instead of a nearby hotel."
The price is CA $270
CA $550 total
includes taxes & fees
Sep 2 - Sep 3
Stunning 1890's Home - Sleeps 8!

Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

10.0 out of 10, Exceptional, (63)
"Cute little house. Beautiful deck surrounded by woods and a gorgeous view of the lake. Cozy weekend get-a-way! All that we wanted. "
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (125)
"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 $110
CA $241 total
includes taxes & fees
Aug 24 - Aug 25
Centrally located in the Tower Grove East neighborhood!

St Louis Townhome-Perfect for Groups!

8.0 out of 10, Very good, (53)
"My family had a great time staying in the town house for a quick, one night visit to St. Louis to see a Cardinals game. Great location close to Grove neighborhood and light rail access to downtown for Busch stadium. The town house is spacious, comfortable, and super clean. Highly recommend!"
The price is CA $81
CA $328 total
includes taxes & fees
Sep 16 - Sep 17
St Louis Townhome-Perfect for Groups!

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

10.0 out of 10, Exceptional, (132)
"We very much enjoyed the property and location. "
The St. Charles Guest House, lovely historic home, fun for families and groups

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (18)
"Walking distance to several bars and restaurants, the market, and we got front row parking. "
The price is CA $100
CA $223 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Soulard Getaway

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

10.0 out of 10, Exceptional, (89)
"We enjoyed our one night stay here. There's plenty of space and lots of historic character. Everything was as described and our check in and out process was simple."
The price is CA $166
CA $312 total
includes taxes & fees
Aug 22 - Aug 23
House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

Stylish City Reno Retreat!

7.4 out of 10, Good, (8)
Stylish City Reno Retreat!

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!

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (25)
"Great spot! We would stay again."
The price is CA $193
CA $359 total
includes taxes & fees
Aug 27 - Aug 28
Convenience 2 Bedroom House to Explore All of St Louis

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (119)
"Everything was great!"
The price is CA $137
CA $306 total
includes taxes & fees
Aug 25 - Aug 26
St. Charles 1860's Gem - Sleeps 6!

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 was perfect for 6. Close to a park with short running loop. Quaint shops with restaurants nearby. Would definitely stay here again!"
Modern House with Terrace Near Forest Park

Madison House 1 -Walk to Main St

9.0 out of 10, Wonderful, (11)
"Comfy fun stay!"
The price is CA $123
CA $329 total
includes taxes & fees
Aug 21 - Aug 22
Madison House 1 -Walk to Main St

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!
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.