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Search Cottages in Chesterfield

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Compare 50 Cottages in Chesterfield with updated reviews, rates, and availability.

Historic headquarters of city founder! Gated parking!

10.0 out of 10, Exceptional, (32)
"This is such a great place! Next time we need to stay longer!"
Historic headquarters of city founder! Gated parking!

Quaint St Louis Home ~ 6 Mi to Downtown!

3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!

Hound Haus - Dog Friendly, near Purina Farms and WashMO

9.8 out of 10, Exceptional, (28)
"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 AED 416
AED 961 total
includes taxes & fees
24 Nov - 25 Nov
Hound Haus - Dog Friendly, near Purina Farms and WashMO

Beautiful Cottage on Large one Acre Private Lot

10.0 out of 10, Exceptional, (13)
"We were there for the Springer Spaniel National at Purina Farms. The fenced in yard was a game changer!!!!"
Beautiful Cottage on Large one Acre Private Lot

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

10.0 out of 10, Exceptional, (192)
"Host and house were both great. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Dock & Resort Perks: Quiet Lakefront Cottage

9.6 out of 10, Exceptional, (121)
"Great view of the lake, tucked back in the woods. Nice place. Only down fall was since you are in the woods the acorns are all over the deck and hoping one doesn't hit you in the head. But other than that it was great."
Dock & Resort Perks: Quiet Lakefront Cottage

St Louis Home w/ Mini Pool Table & Arcade Game!

3.0 star property
St Louis Home w/ Mini Pool Table & Arcade Game!

9 Mi to Dtwn: Vibrant St Louis Home!

3.0 star property
9 Mi to Dtwn: Vibrant St Louis Home!

Serene Pacific Getaway: Deck, Grill & Fire Pit!

3.0 star property
Serene Pacific Getaway: Deck, Grill & Fire Pit!

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!

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!

Modern St Louis Vacation Rental Near Benton Park!

3.0 star property
Modern St Louis Vacation Rental Near Benton Park!

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

Delightful Cottage by Clayton

10.0 out of 10, Exceptional, (1)
"This house was so cute and cozy! It has a great location within 10 miles from almost everything -zoo, magic house, you name it! It was perfect for our weekend getaway."
Delightful Cottage by Clayton

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!

Peaceful Country Home in Serene Setting With Yard

3.0 star property
Peaceful Country Home in Serene Setting With Yard

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!

3.0 star property
Historic Marthasville Getaway w/ Shared Amenities!

'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!

Missouri Retreat w/ Deck, Grill & Shuffleboard!

3.0 star property
Missouri Retreat w/ Deck, Grill & Shuffleboard!
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 Forest Park St. Louis

4.0 star property
9.0 out of 10, Wonderful, (112)
"Super clean and convenient for the price. Would put it against rooms costing a lot more"
Kasa Forest Park St. Louis

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (94)
"Nice place only thing I wish the housekeepers start mopping the floors "
The price is AED 232
AED 700 total
includes taxes & fees
24 Nov - 25 Nov
White House at Grand Central

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

10.0 out of 10, Exceptional, (192)
"Host and house were both great. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
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 AED 416 and AED 416 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 50 cottages in Chesterfield. Whether you’re vacationing 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.