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Check prices for these dates

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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Cottages in Chesterfield

Dock & Resort Perks: Quiet Lakefront Cottage
Terrace/patio

Dock & Resort Perks: Quiet Lakefront Cottage

9.6 out of 10, Exceptional, (128)
"Wonderful place great views accommodation were excellent place well stocked everything you will need "
Dock & Resort Perks: Quiet Lakefront Cottage
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Exterior

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (203)
"Beautiful cottage in the perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Historic headquarters of city founder! Gated parking!
Exterior

Historic headquarters of city founder! Gated parking!

10.0 out of 10, Exceptional, (50)
"Great location, great cottage, great host! We would definitely stay here again. "
Historic headquarters of city founder! Gated parking!
Unique Cottage - Dog Friendly - Close to Purina
Exterior

Unique Cottage - Dog Friendly - Close to Purina

9.2 out of 10, Wonderful, (5)
"Such a cute cottage! Enjoyed our stay! Comfy beds "
Unique Cottage - Dog Friendly - Close to Purina
Delightful Cottage by Clayton
Exterior

Delightful Cottage by Clayton

10.0 out of 10, Exceptional, (2)
"The stay was great! I’d recommend doing something for the slippery bathtub. My grandmother and I almost fell and we are both disabled. "
Delightful Cottage by Clayton
Beautiful Cottage on Large one Acre Private Lot
Terrace/patio

Beautiful Cottage on Large one Acre Private Lot

10.0 out of 10, Exceptional, (18)
"Even tho our trip was cut short with Mother Nature shenanigans. We had a great time here. The host was very responsive and helpful. Will stay here again "
Beautiful Cottage on Large one Acre Private Lot
Quaint St Louis Home ~ 6 Mi to Downtown!
House (2 Bedrooms) | Interior

Quaint St Louis Home ~ 6 Mi to Downtown!

3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!
Tarnhouse Lakefront Cottage by StayLage
Exterior

Tarnhouse Lakefront Cottage by StayLage

10.0 out of 10, Exceptional, (1)
"All the comforts of home. Great fishing "
Tarnhouse Lakefront Cottage by StayLage
The Reubling House - Modern-rustic Cabin!
House (1 Bedroom) | Interior

The Reubling House - Modern-rustic Cabin!

3.0 star property
10.0 out of 10, Exceptional, (1)
The Reubling House - Modern-rustic Cabin!
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Exterior

Hound Haus - Dog Friendly, near Purina Farms and WashMO

9.8 out of 10, Exceptional, (32)
"Very cute and cozy. Everything you need for a short or long stay. We loved drinking our morning coffee out on the bedroom balcony. Such a pretty location as well."
The price is SAR 781
SAR 1,056 total
includes taxes & fees
14 Aug - 15 Aug
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Serene Pacific Getaway: Deck, Grill & Fire Pit!
House (3 Bedrooms) | Interior

Serene Pacific Getaway: Deck, Grill & Fire Pit!

3.0 star property
Serene Pacific Getaway: Deck, Grill & Fire Pit!
Pet-friendly Pacific Cottage Near Purina Farms!
Interior

Pet-friendly Pacific Cottage Near Purina Farms!

3.0 star property
Pet-friendly Pacific Cottage Near Purina Farms!
The Marigold Cottage by StayLage
Exterior

The Marigold Cottage by StayLage

10.0 out of 10, Exceptional, (3)
"We loved the cottage and the town of Augusta. Would definitely stay here again."
The Marigold Cottage by StayLage
St Louis Home < 1 Mi to Forest Park!
Interior

St Louis Home < 1 Mi to Forest Park!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay. A great house in a really fun residential area. Close to an area with a main town st with cool restaurants, bars and shops to walk around. "
St Louis Home < 1 Mi to Forest Park!
St Louis Vacation Rental 4 Mi to Airport!
Exterior

St Louis Vacation Rental 4 Mi to Airport!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The house was spacious and nice "
St Louis Vacation Rental 4 Mi to Airport!
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!
Spacious O'fallon Vacation Home: 30 Mi to St Louis
Exterior

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

3.0 star property
Spacious O'fallon Vacation Home: 30 Mi to St Louis
Home 2 Mi to Dtwn St Louis: Great for Families!
House (3 Bedrooms) | Interior

Home 2 Mi to Dtwn St Louis: Great for Families!

3.0 star property
Home 2 Mi to Dtwn St Louis: Great for Families!
Historic Marthasville Getaway w/ Shared Amenities!
House (2 Bedrooms) | Interior

Historic Marthasville Getaway w/ Shared Amenities!

3.0 star property
Historic Marthasville Getaway w/ Shared Amenities!
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

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

10/10 Excellent
"Everything "
Dorsey 2-night trip
Posted 7 hours ago
Hyatt Regency St. Louis at The Arch

Frequently asked questions

How much do cottages in Chesterfield cost?
Cottages in Chesterfield range between SAR 781 and SAR 781 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. 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?
Enjoy nature's beauty in one of the 54 cottages waiting for you in Chesterfield. To help you choose a place that's right for you, take advantage of our filters to search for must-have perks or amenities.
Why book your cottage in Chesterfield with Expedia?
Reserving a cottage in Chesterfield is as simple as clicking on your travel dates and selecting your ideal place for outdoor fun and relaxation. From luxurious retreats to low-cost stays and cottages that offer amenities like laundry facilities, Expedia has something for all styles and tastes. As for unbeatable deals? We've have them as well!