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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 53 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, (194)
"This little cottage is very quaint, clean and comfortable! Conveniently located next to restaurants, bars, coffee shops and shopping. The trail along the river is right across the street. Highlyrecommend"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Quaint St Louis Home ~ 6 Mi to Downtown!
Exterior detail

Quaint St Louis Home ~ 6 Mi to Downtown!

3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!
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, (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!
Living area

Historic headquarters of city founder! Gated parking!

10.0 out of 10, Exceptional, (36)
"The only thing we didn't like was the commercial BBQ smoker next door which smelled quite strongly outdoors and even indoors to some extent. The house itself is very comfortable and convenient."
Historic headquarters of city founder! Gated parking!
The Marigold Cottage in Augusta, MO
Exterior

The Marigold Cottage in Augusta, MO

10.0 out of 10, Exceptional, (1)
The Marigold Cottage in Augusta, MO
Unique Cottage - Dog Friendly - Close to Purina
Living Room

Unique Cottage - Dog Friendly - Close to Purina

8.0 out of 10, Very Good, (1)
"Nice place to stay, beds were comfortable. Convenient location and near services."
Unique Cottage - Dog Friendly - Close to Purina
Beautiful Cottage on Large one Acre Private Lot
Exterior

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
Tarnhouse Lakefront Cottage
Fire Pit

Tarnhouse Lakefront Cottage

Tarnhouse Lakefront Cottage
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."
Hound Haus - Dog Friendly, near Purina Farms and WashMO
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!
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!
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
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
Charming 3-bedroom lake cottage in Cedar Hill
Exterior

Charming 3-bedroom lake cottage in Cedar Hill

2.0 star property
Charming 3-bedroom lake cottage in Cedar Hill
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!
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!
Cozy Augusta Home w/ Porch: Walk to Katy Trail!
Living area

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!
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

Barsala At Ballpark Heights
Property amenity

Barsala At Ballpark Heights

4.0 star property
6.0 out of 10, (2)
"I really liked the location of the venue. I enjoyed that there was the ability to walk to ballpark village. That was really nice. I did not like the apartment advised that I would be able to see the downtown area. The only windows in the room looked out to a closed in courtyard. The room had only one towel, only one dish towel. That was very disappointing. The last concern was that entering the room you were always greeted by this smell. The smell wasn't overpowering but it was annoying when you...
Barsala At Ballpark Heights
Kasa Central West End St. Louis
Living area

Kasa Central West End St. Louis

4.0 star property
9.2 out of 10, Wonderful, (61)
"This stay was amazing, the apartment was very nice and clean. The hosts responded quickly and also did great updating us with any information. We recommend staying here if you want somewhere that’s in a good neighborhood, around a grocery store and good food places. This was amazing, we will be back! "
The price is SAR 559
SAR 659 total
includes taxes & fees
25 Feb - 26 Feb
Kasa Central West End St. Louis
Funky mini loft in fox park! Pet friendly!!
Living area

Funky mini loft in fox park! Pet friendly!!

7.8 out of 10, Good, (46)
"Don’t be scared! This is an amazing place to stay!"
The price is SAR 131
SAR 413 total
includes taxes & fees
3 Mar - 4 Mar
Funky mini loft in fox park! Pet friendly!!
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 53 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.