Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Chesterfield vacation rentals

Interior

Adorable Augusta Cabin

Adorable Augusta Cabin
Augusta
8.6 out of 10, Excellent, (11 reviews)
"Absolutely beautiful area. Cabin is so cozy"
United States
Aaron
The price is ￥16,578
￥35,620 total
includes taxes & fees
Mar 6 - Mar 7
Adorable Augusta Cabin
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 ￥10,842
￥33,820 total
includes taxes & fees
Feb 22 - Feb 23
Lake Aspen Overlook by Innsbrook Vacations!
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
9.6 out of 10, Exceptional, (5 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 ￥7,681
￥13,420 total
includes taxes & fees
Feb 25 - Feb 26
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
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 ￥10,833
￥33,791 total
includes taxes & fees
Feb 22 - Feb 23
Lake Aspen Hideaway by Innsbrook Vacations!
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 ￥10,833
￥33,791 total
includes taxes & fees
Feb 22 - Feb 23
Aspen Heights by Innsbrook Vacations!
Interior

Chic Minimalist Gem w/ Fenced Backyard + W/D

Chic Minimalist Gem w/ Fenced Backyard + W/D
Princeton Heights
9.6 out of 10, Exceptional, (9 reviews)
"Clean, very comfortable apartment in a great location: easy walk to restaurants, coffee shops, Francis Park. Attractive, quiet, tree-lined neighborhood. Would definitely stay here again!"
United States
Jack S.
The price is ￥11,018
￥30,322 total
includes taxes & fees
Mar 3 - Mar 4
Chic Minimalist Gem w/ Fenced Backyard + W/D
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 ￥11,861
￥29,227 total
includes taxes & fees
Feb 23 - Feb 24
Top of Geyer apartment
Fridge, microwave, oven, stovetop

Convenience 2 Bedroom House to Explore All of St Louis

Convenience 2 Bedroom House to Explore All of St Louis
University City
9.8 out of 10, Exceptional, (40 reviews)
"Place was clean and host was accommodating."
United States
Timothy M.
The price is ￥18,311
￥40,766 total
includes taxes & fees
Feb 22 - Feb 23
Convenience 2 Bedroom House to Explore All of St Louis
Bar (on property)

The Harris Overlook by Innsbrook Vacations!

The Harris Overlook by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (21 reviews)
"Great location and property within close distance of all Innsbrook has to offer. Would stay again. "
United States
Kristina U.
The price is ￥10,842
￥33,820 total
includes taxes & fees
Feb 22 - Feb 23
The Harris Overlook by Innsbrook Vacations!
Bar (on property)

Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful and peaceful place. Very responsive and nice host."
United States
Megan W.
The price is ￥11,861
￥29,090 total
includes taxes & fees
Feb 23 - Feb 24
Studio Condo on the Water @ Innsbrook
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, (143 reviews)
"Great little place and location was close to our event."
United States
RL T.
The price is ￥10,326
￥25,540 total
includes taxes & fees
Feb 25 - Feb 26
Centrally located in the Tower Grove East neighborhood!
Smart TV, offices

Classic Soulard 2BD King Master & Private Deck

Classic Soulard 2BD King Master & Private Deck
Soulard
9.8 out of 10, Exceptional, (54 reviews)
"Easy check-in, great communication with owner, nice area that is close to restaurants, bars, very clean."
United States
Vickie L.
The price is ￥12,725
￥31,173 total
includes taxes & fees
Feb 22 - Feb 23
Classic Soulard 2BD King Master & Private Deck
Interior

Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (29 reviews)
"The apartment was very clean and comfortable with a great location."
United States
Paul C.
The price is ￥8,225
￥27,056 total
includes taxes & fees
Mar 10 - Mar 11
Starry Night | Steps to Tower Grove Park
Interior

Cozy Soulard 2BR w/ Free Parking

Cozy Soulard 2BR w/ Free Parking
Soulard
9.6 out of 10, Exceptional, (60 reviews)
"Enjoyed the vibe of the neighborhood "
United States
Brett
The price is ￥12,725
￥29,621 total
includes taxes & fees
Feb 22 - Feb 23
Cozy Soulard 2BR w/ Free Parking
Dining

Charming Tower Grove Flat-Steps to T.G Park+Grand

Charming Tower Grove Flat-Steps to T.G Park+Grand
Tower Grove East
9.4 out of 10, Exceptional, (14 reviews)
"A great apartment in a great area, close to Tower Grove park and lots of St. Louis activities! I live in the St. Louis area and had an extended stay here through my house renovations. Highly recommended for both short and longer stays!"
United States
Leah S.
The price is ￥6,828
￥25,423 total
includes taxes & fees
Feb 23 - Feb 24
Charming Tower Grove Flat-Steps to T.G Park+Grand
Fridge, microwave, oven, stovetop

Cute ranch house -quiet & safe -3 BR 1 Bath

Cute ranch house -quiet & safe -3 BR 1 Bath
Imperial
9.8 out of 10, Exceptional, (22 reviews)
"Very cute and clean home. Hosts were very attentive. Perfect for our wedding guest needs."
United States
Catherine W.
The price is ￥17,923
￥35,500 total
includes taxes & fees
Feb 22 - Feb 23
Cute ranch house -quiet & safe -3 BR 1 Bath
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 ￥18,451
￥32,406 total
includes taxes & fees
Mar 6 - Mar 7
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
5 bedrooms, iron/ironing board, free WiFi, bed sheets

Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!

Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!
Eureka
9.2 out of 10, Wonderful, (45 reviews)
"Perfect for large group near 6 flags"
United States
sean p.
The price is ￥38,763
￥65,258 total
includes taxes & fees
Mar 17 - Mar 18
Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!
Interior

Pet-Friendly 1BR Apartment

Pet-Friendly 1BR Apartment
Mount Pleasant
8.8 out of 10, Excellent, (11 reviews)
"The kitchen was well stocked, great bathroom towels and pillows. Close to a park for dog walks. "
United States
Dedra
The price is ￥9,528
￥24,484 total
includes taxes & fees
Feb 23 - Feb 24
Pet-Friendly 1BR Apartment
Interior

Almond Blossoms at TG Park | Fenced Backyard+W/D

Almond Blossoms at TG Park | Fenced Backyard+W/D
Tower Grove South
9.8 out of 10, Exceptional, (10 reviews)
"Great little apartment and the location was perfect for us. Really appreciated the nice firm mattress in the bedroom and the water filter in the fridge. We enjoyed our stay and would definitely stay here again if we are back in the area!"
United States
Jennifer V.
The price is ￥6,977
￥25,583 total
includes taxes & fees
Feb 23 - Feb 24
Almond Blossoms at TG Park | Fenced Backyard+W/D
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

The Wildwood Hotel

The Wildwood Hotel

10/10 Excellent
"Great staff. Safe place within walking distance of restaurants and activities. Clean room."
Audry 1-night trip
Posted 1 day ago
The Wildwood Hotel

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 Sophia M. Sachs Butterfly House, 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?

St. Charles 1860's Gem - Sleeps 6!: Visitors like this Chesterfield vacation home rental. It is located on a river and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Sky Zone Indoor Trampoline Park - St. Louis and Chesterfield Sports Fusion, whereas Sophia M. Sachs Butterfly House and Missouri River 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.