Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Chesterfield vacation rentals

Fridge, microwave, oven, stovetop

Settle into Soulard! 6 beds 2 full baths!

Settle into Soulard! 6 beds 2 full baths!
Soulard
9.4 out of 10, Exceptional, (8 reviews)
The price is ￥8,766
￥44,781 total
includes taxes & fees
Apr 26 - Apr 27
Settle into Soulard! 6 beds 2 full baths!
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
9.8 out of 10, Exceptional, (7 reviews)
"The host responded quickly and was attentive to our needs. "
United States
Caren L.
The price is ￥7,889
￥14,223 total
includes taxes & fees
Apr 29 - Apr 30
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Interior

Adorable Augusta Cabin

Adorable Augusta Cabin
Augusta
8.4 out of 10, Very Good, (16 reviews)
"The cabin was adorable, everything was exactly the way the website stated, and we enjoyed a wonderful weekend. We already discussed coming back! "
United States
Michelle K.
The price is ￥14,252
￥33,358 total
includes taxes & fees
Apr 27 - Apr 28
Adorable Augusta Cabin
Interior

Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (33 reviews)
"The hot water—particularly in the shower—was inadequate during the first few days but was resolved in the latter half of my stay. Very nice and fully stocked apartment, however! Location is fantastic with coffee shop right next door. "
United States
Vikram D.
The price is ￥10,062
￥29,714 total
includes taxes & fees
Apr 29 - Apr 30
Starry Night | Steps to Tower Grove Park
Bar (on property)

Lake Aspen Overlook by Innsbrook Vacations!

Lake Aspen Overlook by Innsbrook Vacations!
Innsbrook
9.8 out of 10, Exceptional, (24 reviews)
"Everything was extremely clean. We couldn’t have asked for a more quiet and relaxing stay. "
United States
Brian L.
The price is ￥11,136
￥34,417 total
includes taxes & fees
Apr 26 - Apr 27
Lake Aspen Overlook by Innsbrook Vacations!
Interior

Irises at TG Park | Fenced Backyard+W/D+Storage

Irises at TG Park | Fenced Backyard+W/D+Storage
Tower Grove South
9.2 out of 10, Wonderful, (15 reviews)
"It was a very nice place, lovely in decoration. Good communication. "
United States
Paula D.
The price is ￥10,062
￥29,714 total
includes taxes & fees
Apr 27 - Apr 28
Irises at TG Park | Fenced Backyard+W/D+Storage
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 ￥11,159
￥34,488 total
includes taxes & fees
Apr 26 - Apr 27
Aspen Heights by Innsbrook Vacations!
Fridge, microwave, oven, stovetop

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.8 out of 10, Exceptional, (47 reviews)
"Our host Bonnie was very welcoming and accommodating great location, we enjoyed every minute and are so grateful."
United States
Lisa Ann J.
The price is ￥15,779
￥36,881 total
includes taxes & fees
Apr 27 - Apr 28
Top of Geyer apartment
1 bedroom, free WiFi

Garden style studio @ Forest Park & City!

Garden style studio @ Forest Park & City!
Dogtown
8.0 out of 10, Very Good, (22 reviews)
"Very cute and cozy. Nice to be close to everything. "
United States
Dhgirlie H.
The price is ￥11,157
￥22,314 total
includes taxes & fees
Apr 27 - Apr 28
Garden style studio @ Forest Park & City!
TV, offices

Cafe Terrace at TG Park | Fenced Backyard+W/D

Cafe Terrace at TG Park | Fenced Backyard+W/D
Tower Grove South
9.6 out of 10, Exceptional, (8 reviews)
"Comfortable apartment near a nice coffee shop and wonderful park. "
United States
John L.
The price is ￥9,263
￥28,780 total
includes taxes & fees
Apr 28 - Apr 29
Cafe Terrace at TG Park | Fenced Backyard+W/D
Smart TV, video games

Spacious & Centrally Located Apt (Sleeps 8)

Spacious & Centrally Located Apt (Sleeps 8)
The Gate
9.8 out of 10, Exceptional, (19 reviews)
"The property is beautifully decorated with plenty of room for everyone. The outdoor space is nice, a little noisy outside, but we still were able to enjoy our time outside."
United States
Jennifer L.
The price is ￥13,069
￥32,016 total
includes taxes & fees
Apr 28 - Apr 29
Spacious & Centrally Located Apt (Sleeps 8)
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
9.2 out of 10, Wonderful, (21 reviews)
"Sweet touches like snacks for us and very friendly communication with host. Good yard space for dogs! Would definitely stay here again!"
United States
Angela S.
The price is ￥18,966
￥36,227 total
includes taxes & fees
Apr 27 - Apr 28
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
1 bedroom, iron/ironing board, free WiFi

Quaint Studio in STL Central!

Quaint Studio in STL Central!
Dogtown
8.2 out of 10, Very Good, (25 reviews)
"Property location was ideal to visit Forest Park and the St. Louis Art Museum and Grounds.Property hosts were very responsive. I would definitely stay there again to visit The Zoo and other museums and Worlds Fair properties in Forest Park."
United States
Marikay W.
The price is ￥11,157
￥22,314 total
includes taxes & fees
Apr 28 - Apr 29
Quaint Studio in STL Central!
Interior

The Executive | 2BR | Rooftop Pool + Fireplace

The Executive | 2BR | Rooftop Pool + Fireplace
Midtown
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥15,492
￥42,782 total
includes taxes & fees
May 10 - May 11
The Executive | 2BR | Rooftop Pool + Fireplace
1 bedroom, free WiFi

Forest Park Style Studio in STL!

Forest Park Style Studio in STL!
Dogtown
8.0 out of 10, Very Good, (14 reviews)
"Loved staying here. The room was clean and cozy. Loved the old world charm of the property. "
United States
Sarah
The price is ￥11,157
￥22,632 total
includes taxes & fees
May 6 - May 7
Forest Park Style Studio in STL!
Terrace/patio

Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms
Pacific
9.6 out of 10, Exceptional, (47 reviews)
"The property was clean, spacious, and accommodating for our dogs. The area was quiet with plenty of places to walk our dogs and relax. Highly recommend!"
United States
Penny R.
The price is ￥21,915
￥28,274 total
includes taxes & fees
Apr 29 - Apr 30
Pet and kid friendly duplex with 2 bedrooms
1 bedroom, desk, iron/ironing board, travel crib

Soulard King 1BR - Personal Gym and Sauna Oasis

Soulard King 1BR - Personal Gym and Sauna Oasis
Soulard
10.0 out of 10, Exceptional, (10 reviews)
"Great location"
United States
Bridget R.
The price is ￥16,131
￥32,439 total
includes taxes & fees
May 10 - May 11
Soulard King 1BR - Personal Gym and Sauna Oasis
Interior

Cozy Soulard 2BR w/ Free Parking

Cozy Soulard 2BR w/ Free Parking
Soulard
9.6 out of 10, Exceptional, (62 reviews)
"The host was awesome! Very responsive to requests and texted back quickly."
United States
Rebecca L.
The price is ￥14,185
￥32,047 total
includes taxes & fees
May 6 - May 7
Cozy Soulard 2BR w/ Free Parking
Apartment (2 Bedrooms) | Interior

Walk to Bars & Dining: Historic Benton Park Gem

Walk to Bars & Dining: Historic Benton Park Gem
3.0 star property
Benton Park
The price is ￥15,619
￥45,447 total
includes taxes & fees
Apr 27 - Apr 28
Walk to Bars & Dining: Historic Benton Park Gem
Smart TV, offices

Classic Soulard 2BD King Master & Private Deck

Classic Soulard 2BD King Master & Private Deck
Soulard
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful place. Loved the location. Will stay again"
United States
Christina T.
The price is ￥17,532
￥37,396 total
includes taxes & fees
May 10 - May 11
Classic Soulard 2BD King Master & Private Deck
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

Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent
"Hot tub was dirty"
helen 1-night trip
Posted 1 hour ago
Drury Plaza Hotel St. Louis at the Arch

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
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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?

4BR 2BA Modern Family Home with Private Heated Inground Pool Open March 1-Nov11: Visitors like this Chesterfield vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Myseum, 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.