Photo by Michelle E

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Featured Cottages in Chesterfield

Bar (on property)
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (184)
"The cottage is immaculately furnished inside, and the bed is very comfortable. Just a very short walk to Main Street. Would recommend to anyone who is visiting St. Charles."
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Fridge, microwave, oven, stovetop
Historic headquarters of city founder! Gated parking!
10.0 out of 10, Exceptional, (11)
"The pictures don’t do this charming, historic property justice. Lynn was wonderful to work with and has provided every amenity to make for a comfortable stay. The gated private parking is also a huge plus. We’ll definitely book again."
Historic headquarters of city founder! Gated parking!
Property grounds
Midwest cottage with a relaxing beachy atmosphere.
10.0 out of 10, Exceptional, (21)
"This property was absolutely adorable! The design was very cute & clean. The beds were very comfortable & close to downtown. I would definitely stay there again!"
Midwest cottage with a relaxing beachy atmosphere.
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Property grounds
Beautiful Cottage on Large one Acre Private Lot
10.0 out of 10, Exceptional, (10)
"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
Interior
St Louis Vacation Rental 4 Mi to Airport!
3.5 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!
TV
The Reubling House - Modern-rustic Cabin!
3.5 star property
10.0 out of 10, Exceptional, (1)
The Reubling House - Modern-rustic Cabin!
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
Iron/ironing board, WiFi, bed sheets
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
Interior
Quiet Lakefront Cottage With Dock & Resort Access!
3.5 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!
Interior
'hidden Paradise' on 5 Acres w/ Hot Tub & Deck!
3.5 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!
Living area
Quiet St Charles Cottage w/ Patio & 4 Acres
10.0 out of 10, Exceptional, (62)
"Our group of 4 - friends since high school - enjoyed a nice long weekend at Anita’s guest house. Super clean, unexpected amenities to make us feel at home! What a gem of a spot!"
Quiet St Charles Cottage w/ Patio & 4 Acres
Fridge, microwave, oven, stovetop
Hound Haus - Dog Friendly, near Purina Farms and WashMO
9.8 out of 10, Exceptional, (24)
"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 NZ$432
includes taxes & fees
29 May - 30 May
Hound Haus - Dog Friendly, near Purina Farms and WashMO
Outdoor dining
Quiet Lakefront Cottage with Dock & Resort Access!
9.6 out of 10, Exceptional, (116)
"Quick birthday getaway to our favorite hidden gem in Missouri. Can’t say enough about Innsbrook. Chalet had everything we needed - large master bath on first floor. Big plus versus most of the other chalets in area. Larry was very accessible leading up to and during our stay. First time staying on Aspen lake so it was nice to sit down on the large dock and take in all of Mother Nature. Highly recommend staying at this property."
Quiet Lakefront Cottage with Dock & Resort Access!
Exterior
Quaint St Louis Home ~ 6 Mi to Downtown!
3.0 star property
Quaint St Louis Home ~ 6 Mi to Downtown!
Interior
St Louis Home w/ Mini Pool Table & Arcade Game!
3.0 star property
St Louis Home w/ Mini Pool Table & Arcade Game!
Interior
Charming St Louis Home - 3 Mi to Tower Grove Park!
3.0 star property
Charming St Louis Home - 3 Mi to Tower Grove Park!
Fireplace
Vibrant St Louis Home < 9 Mi to Downtown!
3.0 star property
Vibrant St Louis Home < 9 Mi to Downtown!
Exterior
Private cottage close to interstate and shopping.
Private cottage close to interstate and shopping.
TV, books
Cozy St Louis Home w/ Fire Pit: Near Downtown!
3.0 star property
Cozy St Louis Home w/ Fire Pit: Near Downtown!
Interior
Serene Pacific Getaway: Deck, Grill & Fire Pit!
3.0 star property
Serene Pacific Getaway: Deck, Grill & Fire Pit!
Don't see what you're looking for?
See all available properties in Chesterfield
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.

Other property types in Chesterfield

Bar (on property)
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (107)
"This house was perfect for our family to hang out and hit Main Street in St. Charles. The house itself has an updated kitchen and bathrooms and has enough space for a big family chill and watch movies or play video games. It is within walking distance of all the attractions on Main Street and if you are up to it, the Ameristar casino."
The St. Charles Guest House, lovely historic home, fun for families and groups
Bar (on property)
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (184)
"The cottage is immaculately furnished inside, and the bed is very comfortable. Just a very short walk to Main Street. Would recommend to anyone who is visiting St. Charles."
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Comfort Apartment
White House at Grand Central
3.0 star property
9.0 out of 10, Wonderful, (70)
"Second time I’ve stayed and it was even better than the first! Had some bottles of wine and glasses out set out when I arrived! It’s the little things that matter! "
The price is NZ$331
includes taxes & fees
3 Jun - 4 Jun
White House at Grand Central
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.

Chesterfield Cottages information

Number of reviews
279
Accommodation
48 Cottages
Lowest Price
NZ$432
Highest Price
NZ$432

Recent Reviews in Chesterfield
Expedia verified reviews