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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

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, (200)
"This property is within easy walking distance to ALL of historic downtown St Charles. It's obvious the owners take great care in keeping The Guest House in perfect condition, with every possible amenity provided. Very comfortable stay. We'll absolutely be back!"
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, (126)
"Wonderful place great views accommodation were excellent place well stocked everything you will need "
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, (42)
"Great stay!"
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, (16)
"2nd time staying there Fenced-in yard for a 2 yr old Great location Clean/cute feels like home cottage Highly recommend"
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 by StayLage
TV, fireplace, stereo

Tarnhouse Lakefront Cottage by StayLage

Tarnhouse Lakefront Cottage by StayLage
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

9.4 out of 10, Exceptional, (3)
"Nice place to stay, beds were comfortable. Convenient location and near services."
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."
The price is AEDĀ 765
AEDĀ 1,012 total
includes taxes & fees
4 May - 5 May
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Pet-friendly Pacific Cottage Near Purina Farms!
House (2 Bedrooms) | Interior

Pet-friendly Pacific Cottage Near Purina Farms!

3.0 star property
Pet-friendly Pacific Cottage Near Purina Farms!
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
'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!
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!
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!
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!
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, (104)
"Our stay was very home-like, safe, and comfortable."
The price is AEDĀ 337
AEDĀ 630 total
includes taxes & fees
5 May - 6 May
White House at Grand Central
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, (200)
"This property is within easy walking distance to ALL of historic downtown St Charles. It's obvious the owners take great care in keeping The Guest House in perfect condition, with every possible amenity provided. Very comfortable stay. We'll absolutely be back!"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Funky mini loft in fox park! Pet friendly!!
Private kitchen

Funky mini loft in fox park! Pet friendly!!

7.8 out of 10, Good, (57)
"This place is INCREDIBLE!!! We have little kids, a teenager, a senior and two adults in the family and EVERYONE absolutely LOVED it! We can't wait to go back! This will definitely be our go to spot when visiting St Louis. The host was extremely communicative. There was plenty of space for everyone. It is decorated incredibly, everyone got a kick out of it! "
The price is AEDĀ 275
AEDĀ 574 total
includes taxes & fees
11 May - 12 May
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.