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Compare 52 Cottages in Chesterfield with updated reviews, rates, and availability.

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, (190)
"Excellent location and just the right amount of space for the two of us. St. Charles is truly a hidden gem in the heartland. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Historic headquarters of city founder! Gated parking!
Gas potbelly stove for ambiance!
Historic headquarters of city founder! Gated parking!
10.0 out of 10, Exceptional, (24)
"A wonderful place in the best location possible. "
Historic headquarters of city founder! Gated parking!
Dock & Resort Perks: Quiet Lakefront Cottage
Innsbrook Vacation Rental | 3BR | 2BA | 1,800 Sq Ft | Step-Free Entry
Dock & Resort Perks: Quiet Lakefront Cottage
9.6 out of 10, Exceptional, (120)
"Great location. We had a conference to attend in the area and the location was perfect."
Dock & Resort Perks: Quiet Lakefront Cottage
Quaint St Louis Home ~ 6 Mi to Downtown!
Exterior
Quaint St Louis Home ~ 6 Mi to Downtown!
3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!
Beautiful Cottage on Large one Acre Private Lot
Exterior
Beautiful Cottage on Large one Acre Private Lot
10.0 out of 10, Exceptional, (11)
"3 women stayed here with 3 dogs for 4 nights while attending a dog show at Purina Farms. Property was very pet friendly and secure for the dogs. The home was clean and communication with owners was easy."
Beautiful Cottage on Large one Acre Private Lot
Pet-friendly Pacific Cottage Near Purina Farms!
Exterior
Pet-friendly Pacific Cottage Near Purina Farms!
3.0 star property
Pet-friendly Pacific Cottage Near Purina Farms!
Unique Cottage - Dog Friendly - Close to Purina
Living Room
Unique Cottage - Dog Friendly - Close to Purina
Unique Cottage - Dog Friendly - Close to Purina
St Louis Home w/ Mini Pool Table & Arcade Game!
Interior
St Louis Home w/ Mini Pool Table & Arcade Game!
3.0 star property
St Louis Home w/ Mini Pool Table & Arcade Game!
Vibrant St Louis Home < 9 Mi to Downtown!
Living area
Vibrant St Louis Home < 9 Mi to Downtown!
3.0 star property
Vibrant St Louis Home < 9 Mi to Downtown!
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Welcome to the Hound Haus - a tiny house near Villa Ridge and WashMo
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 SAR 425
SAR 989 total
includes taxes & fees
22 Sep - 23 Sep
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Serene Pacific Getaway: Deck, Grill & Fire Pit!
Property grounds
Serene Pacific Getaway: Deck, Grill & Fire Pit!
3.0 star property
Serene Pacific Getaway: Deck, Grill & Fire Pit!
The Reubling House - Modern-rustic Cabin!
Living area
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!
Living area
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!
Living area
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
Terrace/patio
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
Room
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!
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!
Peaceful Country Home in Serene Setting With Yard
Exterior
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
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
Historic Marthasville Getaway w/ Shared Amenities!
Living area
Historic Marthasville Getaway w/ Shared Amenities!
3.0 star property
Historic Marthasville Getaway w/ Shared Amenities!
Don't see what you're looking for?
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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

White House at Grand Central
Front of property
White House at Grand Central
3.5 star property
9.0 out of 10, Wonderful, (87)
"Nice place only thing I wish the housekeepers start mopping the floors "
The price is SAR 294
SAR 777 total
includes taxes & fees
22 Sep - 23 Sep
White House at Grand Central
Kasa Forest Park St. Louis
Pool
Kasa Forest Park St. Louis
3.5 star property
9.0 out of 10, Wonderful, (107)
"Great place"
Kasa Forest Park St. Louis
The St. Charles Guest House, lovely historic home, fun for families and groups
Lovely master bedroom with fireplace and sitting area.
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (116)
"Just love St Chuck. Had a great historical walking tour w family. Recommend getting up early before any traffic and enjoy the quiet of this sweet charming town- it’s just footsteps away! Kids enjoyed the bowling game and the nook was a hit!"
The St. Charles Guest House, lovely historic home, fun for families and groups
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 SAR234 and SAR234 per night for cottages in Chesterfield. No matter your budget, the perfect stay is only clicks away on Expedia. This price was 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?
Get in touch with nature in one of the 52 cottages on offer in Chesterfield. To help you find a stay that’s right for you, click on our handy filters to search for perks or amenities you need.
Why book your cottage in Chesterfield with Expedia?
We think that a vacay should be a breeze, so if you’re in search of cottages in Chesterfield at a great price, Expedia is here to help. Keep costs down and select an inexpensive option surrounded by wilderness, or book an upscale cottage to pamper your favorite people.
How can I find cheap cottages in Chesterfield?
Expedia can help you look for cheap cottages in Chesterfield. To lock in a fantastic stay in a matter of clicks, use the filter tool to refine your search results by star rating, amenities and budget.