Chesterfield Vacation Rentals from ￥6,635: Search Short-Term Rentals

Q: 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.

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Vacation Rentals in Chesterfield

Our top choices for Chesterfield vacation rentals

"Good place!"

Comfort Apartment | 1 bedroom, individually decorated, individually furnished, desk

"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. "

￥24,378 total

includes taxes & fees

Sep 1 - Sep 2

"Very clean Spacious Beds were comfy "

￥39,019 total

includes taxes & fees

Sep 3 - Sep 4

"Very nice property. Location is excellent...as long as you find free parking on the street...which we did and did not have move the car for our entire stay because location is perfect! Very clean and spacious! "

"Lovely stay, very sweet house in a cute neighborhood. Great for traveling with kids! Thank you!"

￥52,507 total

includes taxes & fees

Sep 1 - Sep 2

"Walking distance to several bars and restaurants, the market, and we got front row parking. "

￥23,739 total

includes taxes & fees

Sep 1 - Sep 2

"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."

￥54,982 total

includes taxes & fees

Sep 22 - Sep 23

"Cute little house. Beautiful deck surrounded by woods and a gorgeous view of the lake. Cozy weekend get-a-way! All that we wanted. "

"Thoroughly enjoyed staying here. My sister and I were in town for an event and staying here made it even more fun!"

￥25,598 total

includes taxes & fees

Aug 28 - Aug 29

"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "

Fridge, microwave, stovetop, coffee/tea maker

"One night stay. Location convenient to downtown Clayton. "

￥31,606 total

includes taxes & fees

Sep 2 - Sep 3

"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...

"Everything was great!"

￥34,273 total

includes taxes & fees

Sep 22 - Sep 23

"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."

￥32,881 total

includes taxes & fees

Sep 1 - Sep 2

"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "

"Had a good golf day wonderful place to stay "

￥27,000 total

includes taxes & fees

Aug 28 - Aug 29

"This was perfect for 6. Close to a park with short running loop. Quaint shops with restaurants nearby. Would definitely stay here again!"

2 bedrooms, desk, iron/ironing board, travel crib

"Comfy fun stay!"

￥34,866 total

includes taxes & fees

Aug 28 - Aug 29

1 bedroom, iron/ironing board, WiFi, bed sheets

"Awesome host. Feels like a normal home. I felt really comfortable here. "

￥22,557 total

includes taxes & fees

Sep 3 - Sep 4

"Home was clean and conveniently located to our event. "

￥27,869 total

includes taxes & fees

Sep 8 - Sep 9

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Top Chesterfield Hotel Reviews

Drury Plaza Hotel St. Louis Chesterfield

10/10 Excellent

"Nice staff and service "

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent

"The hotel was more than what we expected!! The breakfast was delicious and the kickback food and drinks were excellent! Not too mention that was all included! Will definitely return!!! Also huge shout out to all employees there.. everyone was so friendly and helpful!!"

Pear Tree Inn St. Louis Airport

10/10 Excellent

"We were looking for a very basic property that was a good value, that was clean and problem-free. That's exactly what we got, along with a neat little pantry that we bought snacks from one night. The staff was very nice, the facility was a little bit funky and not a copy of every hotel in the world (a plus for us). Our room also had a microwave and a fridge, which was nice and would be really good for a longer stay than the two days we spent there. The fridge itself wasn't crammed with overpriced snacks and alcohol, so we could actually use it for things. The only criticism I can think of, really, is that the "snacks" they talk about aren't much -- so don't let that be your deciding factor. Breakfast was much better, but if you roll in at 5 PM to get your room secured and are counting on the snacks to carry you to dinner, maybe best to bring something in with you. :P Overall, we found it to be a great value and will be staying here again when we're in St. Louis. Absolutely delighted at the value."

Find out more about Chesterfield

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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 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.

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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

Landing Downtown St. Louis

White House at Grand Central

White House at Grand Central

Beautiful, Rehabbed Unit in Shaw Community 4228a

Beautiful, Rehabbed Unit in Shaw Community 4228a

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

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

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

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

Cozy Soulard Getaway

Cozy Soulard Getaway

Stunning 1890's Home - Sleeps 8!

Stunning 1890's Home - Sleeps 8!

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

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

Centrally located in the Tower Grove East neighborhood!

Centrally located in the Tower Grove East neighborhood!

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

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

Convenience 2 Bedroom House to Explore All of St Louis

Convenience 2 Bedroom House to Explore All of St Louis

Stylish City Reno Retreat!

Stylish City Reno Retreat!

St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!

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

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

Large Executive 1st Floor Apartment with Chefs Kitchen!

Large Executive 1st Floor Apartment with Chefs Kitchen!

Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook

Modern House with Terrace Near Forest Park

Modern House with Terrace Near Forest Park

Madison House 1 -Walk to Main St

Madison House 1 -Walk to Main St

Pet-Friendly 1BR Apartment

Pet-Friendly 1BR Apartment

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

Top Chesterfield Hotel Reviews

Drury Plaza Hotel St. Louis Chesterfield

Find out more about Chesterfield

Find out more about Chesterfield

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

HistoricUniqueDowntownQuietBrightCheerfulGetaway

HistoricUniqueDowntownQuietBrightCheerfulGetaway