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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 65 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, (199)
"We are delighted to have found this beautiful VRBO and the quaint area of St. Charles! We were coming to St Louis to see our Phillies play the Cardinals but didn’t want to stay in the city. This was a PERFECT spot. Close enough to go exploring the city, but then coming back to the quiet historic streets of St Charles. The Guest House was cozy and unique with a peaceful view of the Missouri River just a golf stroke away. Steeped in history but certainly not lacking any modern amenities needed....
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, (40)
"The property was just as described. Very nice location was able to walk to almost everything downtown. A nice place to stay, relax, shop, and eat there is definitely something for all ages in Saint Charles. There is a lot of history in this little town. Linda was great. Very helpful in giving recommendations. Would definitely stay there again."
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, (15)
"We had a blast ,grandkids loved the property, and looking for the 5 hidden rocks"
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

9.0 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."
The price is SAR 500
SAR 989 total
includes taxes & fees
29 Apr - 30 Apr
Hound Haus - Dog Friendly, near Purina Farms and WashMO
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!
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!
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, (103)
"Very enjoyable old building, nice location by campus and walk to theaters, m short drive to forrest park, museums. Hot water was limited and free parking 10 minute walk away, otherwise nice place. "
The price is SAR 382
SAR 688 total
includes taxes & fees
21 Apr - 22 Apr
White House at Grand Central
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, (199)
"We are delighted to have found this beautiful VRBO and the quaint area of St. Charles! We were coming to St Louis to see our Phillies play the Cardinals but didn’t want to stay in the city. This was a PERFECT spot. Close enough to go exploring the city, but then coming back to the quiet historic streets of St Charles. The Guest House was cozy and unique with a peaceful view of the Missouri River just a golf stroke away. Steeped in history but certainly not lacking any modern amenities needed....
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, (54)
"Overall it was good, though the cleaning prior to us could've been better. Someones leftover over in a room, cobwebs, and dead bugs under one of the beds.Fun and easy place otherwise. "
The price is SAR 225
SAR 522 total
includes taxes & fees
23 Apr - 24 Apr
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.