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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 65 Cottages in Chesterfield with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (197)
"What a charming, beautiful home! My children and I enjoyed a relaxing stay, sampling the restaurants and bakeries between walks along the river. Clear instructions, a welcoming home with thoughtful touches, and a perfect spot to relax. I’d definitely recommend staying here!"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Dock & Resort Perks: Quiet Lakefront Cottage
Terrace/patio

Dock & Resort Perks: Quiet Lakefront Cottage

9.6 out of 10, Exceptional, (124)
"Great place for a relaxing trip with friends! The cottage is so cozy, with everything you need for cooking and spending time outside. The hosts were very welcoming, and true to their word, we saw all kinds of birds we'd never seen before on their lovely patio."
Dock & Resort Perks: Quiet Lakefront Cottage
Historic headquarters of city founder! Gated parking!
Smart TV, books

Historic headquarters of city founder! Gated parking!

10.0 out of 10, Exceptional, (37)
"For everything we look for in a VRBO property, this location has it. "
Historic headquarters of city founder! Gated parking!
Beautiful Cottage on Large one Acre Private Lot
Terrace/patio

Beautiful Cottage on Large one Acre Private Lot

10.0 out of 10, Exceptional, (14)
"We were welcomed with a warm house, soothing music, and towel pets on the beds! The cottage is absolutely adorable with hand painted art work and accommodations for Roux(our fur baby). The absolute ONLY thing I could find missing was a cutting board to slice our veges. We 100% will be back."
Beautiful Cottage on Large one Acre Private Lot
Quaint St Louis Home ~ 6 Mi to Downtown!
Interior

Quaint St Louis Home ~ 6 Mi to Downtown!

3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!
Tarnhouse Lakefront Cottage
TV, fireplace, stereo

Tarnhouse Lakefront Cottage

Tarnhouse Lakefront Cottage
The Marigold Cottage by StayLage
TV, fireplace

The Marigold Cottage by StayLage

10.0 out of 10, Exceptional, (1)
The Marigold Cottage by StayLage
Delightful Cottage by Clayton
Exterior

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
St Louis Vacation Rental 4 Mi to Airport!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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!
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, (1)
St Louis Home < 1 Mi to Forest Park!
Home 2 Mi to Dtwn St Louis: Great for Families!
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!
Unique Cottage - Dog Friendly - Close to Purina
Fridge, microwave, oven, stovetop

Unique Cottage - Dog Friendly - Close to Purina

9.0 out of 10, Wonderful, (2)
"This was our second place to stay in Pacific! Our previous house was a tiny home there and it was a nightmare! I would definitely stay here again!"
Unique Cottage - Dog Friendly - Close to Purina
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Interior

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."
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Charming 3-bedroom lake cottage in Cedar Hill
Outdoor dining

Charming 3-bedroom lake cottage in Cedar Hill

2.0 star property
Charming 3-bedroom lake cottage in Cedar Hill
Pet-friendly Pacific Cottage Near Purina Farms!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, blender

Pet-friendly Pacific Cottage Near Purina Farms!

3.0 star property
Pet-friendly Pacific Cottage Near Purina Farms!
Modern St Louis Vacation Rental Near Benton Park!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Modern St Louis Vacation Rental Near Benton Park!

3.0 star property
Modern St Louis Vacation Rental Near Benton Park!
The Reubling House - Modern-rustic Cabin!
House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, dishwasher

The Reubling House - Modern-rustic Cabin!

3.0 star property
10.0 out of 10, Exceptional, (1)
The Reubling House - Modern-rustic Cabin!
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
Historic Marthasville Getaway w/ Shared Amenities!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, coffee/tea maker

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!
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!
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
Comfort Apartment | Individually decorated, individually furnished, desk, laptop workspace

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (100)
"clean and comfortable"
The price is SAR 424
SAR 737 total
includes taxes & fees
3 Apr - 4 Apr
White House at Grand Central
Funky mini loft in fox park! Pet friendly!!
Private kitchen

Funky mini loft in fox park! Pet friendly!!

7.8 out of 10, Good, (49)
"So unique and fun! Perfect for our family of 6 for a stop through. Wish the video game had lower volume - just reminding me how grateful I am for headphones The Nicolas Cage theme was hysterical, the loft perfect getaway, the arcade game was such a fun throw back. The place was, much bigger than appeared. Thanks for the fun, safe, clean place to recharge!"
The price is SAR 206
SAR 500 total
includes taxes & fees
6 Apr - 7 Apr
Funky mini loft in fox park! Pet friendly!!
Beautiful Tower Grove Unit, Recently Renovated 2S
Fridge, microwave, oven, stovetop

Beautiful Tower Grove Unit, Recently Renovated 2S

8.8 out of 10, Excellent, (36)
"Nice location and clean! Would definitely stay here again."
The price is SAR 169
SAR 795 total
includes taxes & fees
1 Apr - 2 Apr
Beautiful Tower Grove Unit, Recently Renovated 2S
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?
Cottages in Chesterfield range between and 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 65 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!
How can I find cheap cottages in Chesterfield?
With Expedia’s helpful filter tool, comparing cheap cottages in Chesterfield has never been simpler. To discover accommodations that’ll make your bank balance smile, fine-tune your search results by amenities, budget and star rating.