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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Cottages in Chesterfield

Quaint St Louis Home ~ 6 Mi to Downtown!
Dining

Quaint St Louis Home ~ 6 Mi to Downtown!

3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!
Pet-friendly Pacific Cottage Near Purina Farms!
Private kitchen

Pet-friendly Pacific Cottage Near Purina Farms!

3.0 star property
Pet-friendly Pacific Cottage Near Purina Farms!
The Reubling House - Modern-rustic Cabin!
Private kitchen

The Reubling House - Modern-rustic Cabin!

3.0 star property
10.0 out of 10, Exceptional, (1)
The Reubling House - Modern-rustic Cabin!
St Louis Vacation Rental 4 Mi to Airport!
Private kitchen

St Louis Vacation Rental 4 Mi to Airport!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice place to stay while visiting St. Louis. My son and three grandsons joined me in for a "guy's week" and we did all the sights and saw two Cardinal's games. We cooked, grilled out and played pool and board games. we had a wonderful time and enjoyed the house very much. I would highly recommend this property whenever visiting the Gateway City !"
St Louis Vacation Rental 4 Mi to Airport!
Pet-friendly St Louis Home w/ Grill & Backyard
Interior

Pet-friendly St Louis Home w/ Grill & Backyard

3.0 star property
10.0 out of 10, Exceptional, (1)
"Good service thank you."
Pet-friendly St Louis Home w/ Grill & Backyard
Spacious O'fallon Vacation Home: 30 Mi to St Louis
Private kitchen

Spacious O'fallon Vacation Home: 30 Mi to St Louis

3.0 star property
Spacious O'fallon Vacation Home: 30 Mi to St Louis
Historic Marthasville Getaway w/ Shared Amenities!
Private kitchen

Historic Marthasville Getaway w/ Shared Amenities!

3.0 star property
Historic Marthasville Getaway w/ Shared Amenities!
Serene Pacific Getaway: Deck, Grill & Fire Pit!
Private kitchen

Serene Pacific Getaway: Deck, Grill & Fire Pit!

3.0 star property
Serene Pacific Getaway: Deck, Grill & Fire Pit!
Cozy Augusta Home w/ Porch: Walk to Katy Trail!
Interior

Cozy Augusta Home w/ Porch: Walk to Katy Trail!

3.0 star property
Cozy Augusta Home w/ Porch: Walk to Katy Trail!
Quiet Lakefront Cottage With Dock & Resort Access!
Terrace/patio

Quiet Lakefront Cottage With Dock & Resort Access!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was gorgeous and a perfect place for anyone who likes nature and it’s beauty. The owners are very kind and always available. Highly recommended. We will be back! Thank you for sharing your piece of paradise with my family. "
Quiet Lakefront Cottage With Dock & Resort Access!
'hidden Paradise' on 5 Acres w/ Hot Tub & Deck!
Interior

'hidden Paradise' on 5 Acres w/ Hot Tub & Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful well kept secret in a very peaceful setting: we had a large family Thanksgiving week in this beautiful place. There was more than enough rooms for four families to come together and still have enough room for dining visitors. It is beyond well equipped and you should contact the owner before you bring unnecessary items. Great hot tub. Spacious and well equipped baths and showers with all personal supplies and plush towels. Beds were all amazing. There is a great playroom...
'hidden Paradise' on 5 Acres w/ Hot Tub & Deck!
Modern St Louis Vacation Rental Near Benton Park!
Private kitchen

Modern St Louis Vacation Rental Near Benton Park!

3.0 star property
Modern St Louis Vacation Rental Near Benton Park!
Peaceful Country Home in Serene Setting With Yard
Interior

Peaceful Country Home in Serene Setting With Yard

3.0 star property
Peaceful Country Home in Serene Setting With Yard
9 Mi to Dtwn: Vibrant St Louis Home!
Private kitchen

9 Mi to Dtwn: Vibrant St Louis Home!

3.0 star property
9 Mi to Dtwn: Vibrant St Louis Home!
Missouri Retreat w/ Deck, Grill & Shuffleboard!
Terrace/patio

Missouri Retreat w/ Deck, Grill & Shuffleboard!

3.0 star property
Missouri Retreat w/ Deck, Grill & Shuffleboard!
St Louis Home < 1 Mi to Forest Park!
Interior

St Louis Home < 1 Mi to Forest Park!

3.0 star property
St Louis Home < 1 Mi to Forest Park!
Historic Marthasville Home w/ Shared Amenities!
Interior

Historic Marthasville Home w/ Shared Amenities!

3.0 star property
Historic Marthasville Home w/ Shared Amenities!
Family-friendly St Louis Home < 6 Mi to Dtwn!
Private kitchen

Family-friendly St Louis Home < 6 Mi to Dtwn!

3.0 star property
Family-friendly St Louis Home < 6 Mi to Dtwn!
Spacious St Louis Retreat: 8 Mi to Downtown!
Private kitchen

Spacious St Louis Retreat: 8 Mi to Downtown!

3.0 star property
Spacious St Louis Retreat: 8 Mi to Downtown!
Easy Access to I-70: Sleek St Charles Home!
Interior

Easy Access to I-70: Sleek St Charles Home!

3.0 star property
Easy Access to I-70: Sleek St Charles Home!
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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Other property types in Chesterfield

Kasa Central West End St. Louis
Reception

Kasa Central West End St. Louis

4.0 star property
9.2 out of 10, Wonderful, (59)
"Exactly as advertised! "
The price is S$194
includes taxes & fees
18 Feb - 19 Feb
Kasa Central West End St. Louis
White House at Grand Central
Individually decorated, individually furnished, desk, laptop workspace

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (98)
"It's in a great location. I enjoyed my stay very much. Cute little studio and was perfectly clean. I am actually planning on staying here in a few months when I have to come back. "
The price is S$220
includes taxes & fees
18 Feb - 19 Feb
White House at Grand Central
Value Suites Extended Stay - St Louis
Desk, laptop workspace, blackout curtains, WiFi

Value Suites Extended Stay - St Louis

3.0 star property
7.0 out of 10, Good, (1110)
"Great customer service "
The price is S$253
includes taxes & fees
18 Feb - 19 Feb
Value Suites Extended Stay - St Louis
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.

Frequently asked questions

How much do cottages in Chesterfield cost?
You can expect to pay between and per night for cottages in Chesterfield. Whatever your budget, a fantastic stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Chesterfield?
Pick from 39 cottages in Chesterfield. Whether you’re holidaying with the family or planning a weekend break with your besties, Expedia will help you find the ideal place to immerse yourself in nature.
Why book your cottage in Chesterfield with Expedia?
Expedia has some wonderful cottages in Chesterfield, so get set for an unforgettable stay on nature’s doorstep. If you have a budget, click on how much you’re willing to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with a pool or free WiFi. We’ll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Chesterfield?
With Expedia’s convenient filter tool, sourcing cheap cottages in Chesterfield is easy. To discover properties that’ll make your bank balance smile, narrow down your search by budget, amenities and star rating.
What is there to do in Chesterfield near my cottage?
You’ll find tons of terrific things that’ll fill up your itinerary in Chesterfield. Discover top attractions like Chesterfield Sports Fusion, Babler State Park and Sky Zone Indoor Trampoline Park - St. Louis. Myseum, Dr. Edmund A. Babler Memorial State Park and Sophia M. Sachs Butterfly House are other must-see’s.