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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 594 Vacation Homes in Chesterfield with updated reviews, rates, and availability.

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 AED 129
AED 405 total
includes taxes & fees
3 Mar - 4 Mar
Funky mini loft in fox park! Pet friendly!!
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Private kitchen

Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic

9.8 out of 10, Exceptional, (37)
"Cozy and comfortable"
The price is AED 841
AED 1,686 total
includes taxes & fees
2 Mar - 3 Mar
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Fully furnished modern home, all access.
Interior

Fully furnished modern home, all access.

9.2 out of 10, Wonderful, (21)
"It was very well"
Fully furnished modern home, all access.
The St. Charles Guest House, lovely historic home, fun for families and groups
Lovely master bedroom with fireplace and sitting area.

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (123)
"A group of our college friends met for a hockey game/birthday celebration! This home smelt clean the second you walked in the door and was the perfect location! Much thanks for a fabulous weekend! "
The St. Charles Guest House, lovely historic home, fun for families and groups
Boho Bungalow with Great Location!
Living area

Boho Bungalow with Great Location!

9.6 out of 10, Exceptional, (42)
"Very good! "
Boho Bungalow with Great Location!
Cheerful 2 Bedroom House on the Hill in St. Louis
Room

Cheerful 2 Bedroom House on the Hill in St. Louis

10.0 out of 10, Exceptional, (71)
"My boyfriend and I loved our stay this past weekend. While the weather kept us from walking around more, the house is in the Hill Neighborhood and conveniently located by Tower Grove Park and Forest Park. There a tons of places to eat, parking is free and right outside the property, and the house is well maintained, clean, and spacious for two. We plan on returning and reserving this same spot! I definitely recommend! "
Cheerful 2 Bedroom House on the Hill in St. Louis
Rustic Charm 4BDRM Home| STL Developers
Living area

Rustic Charm 4BDRM Home| STL Developers

9.4 out of 10, Exceptional, (34)
"Worked really well for us . "
Rustic Charm 4BDRM Home| STL Developers
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Exterior street view

Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

10.0 out of 10, Exceptional, (22)
"It’s was clean and a very nice place! The host was absolutely amazing! Would book again :)"
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.
Stunning 1890's Home - Sleeps 8!
Fully stocked kitchen

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (47)
"This property was so beautiful. A short walk to St. Charles Main Street. My family was happy with this house and our host was very accommodating and easy to reach. Can’t wait to go back, definitely renting this again."
Stunning 1890's Home - Sleeps 8!
Amazing Soulard STL Unit, 713a
Living Room

Amazing Soulard STL Unit, 713a

2.0 star property
9.0 out of 10, Wonderful, (7)
"Host is best of the best. So quick with a response to every inquiry we made. Property"
The price is AED 180
AED 713 total
includes taxes & fees
24 Feb - 25 Feb
Amazing Soulard STL Unit, 713a
Entire Dogtown House near Zoo, Forest Park and Wash U
Front of the House

Entire Dogtown House near Zoo, Forest Park and Wash U

10.0 out of 10, Exceptional, (197)
"Very safe and quiet neighborhood. I will definitely be staying here for my yearly trip to STL. Owners were very friendly and quick to repsond when contacted. We did not have any issues with this house. Liked that it has 2 BR's that are on opposite ends of the house. House has everything you need for your stay from coffee pods to streaming TV. "
Entire Dogtown House near Zoo, Forest Park and Wash U
Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft
Living area

Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft

9.6 out of 10, Exceptional, (14)
"Easy to find, comfortable beds and nice to be able to park the car in the garage."
The price is AED 477
AED 1,088 total
includes taxes & fees
24 Feb - 25 Feb
Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft
Entire 4BR Home near Lafayette Square
Exterior

Entire 4BR Home near Lafayette Square

10.0 out of 10, Exceptional, (48)
"We have never stayed at a more clean and beautiful home than this one. It was in a safe neighborhood and close to almost anything you can think of. We will definitely be visiting again."
The price is AED 569
AED 1,083 total
includes taxes & fees
17 Mar - 18 Mar
Entire 4BR Home near Lafayette Square
Stunning Townhome in The Grove - 918

Stunning Townhome in The Grove - 918

8.6 out of 10, Excellent, (50)
"I’m giving you 5 stars across the board, because the stay was amazing! however, i would like to say that i am a very clean person, so i was upset there was no way for us to sweep or anything like that! i know you have cleaners, but i was so stressed out leaving without being able to clean up after our craft session. it made me feel very messy, and that’s just not the case at all! lol the place was truly beautiful, and it had everything we needed! super easy to get to as well :)"
Stunning Townhome in The Grove - 918
Beautiful dog town home by the zoo!
Interior

Beautiful dog town home by the zoo!

10.0 out of 10, Exceptional, (12)
"Nice little house for my family to stay in while we visited with family in St. Louis. House seemed to be in a quiet neighborhood and fairly close to touristy things thay we wanted to do. The house was spacious enough to accommodate the family and more. Would highly recommend staying here. Will try and book this place again!"
Beautiful dog town home by the zoo!
4106: Cozy Shaw Sanctuary by JZ Vacation Rentals

4106: Cozy Shaw Sanctuary by JZ Vacation Rentals

9.4 out of 10, Exceptional, (125)
"We enjoyed our stay a the Cozy Shaw. The beds were comfortable and the neighborhood was nice. If you are staying here in the winter time, please know that the city does not plow this neighborhood's streets. This means there is ice on the road and on the side walk. The hosts of this house did clear off our parking spots and the sidewalk in front of the house, but driving is still quite difficult. We did have one hicup during our stay. One of the shower faucets did not turn off after we used it....
4106: Cozy Shaw Sanctuary by JZ Vacation Rentals
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
The Old Town Guest House

1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.

10.0 out of 10, Exceptional, (250)
"It was a wonderful getaway it was close to St Peter's Church and downtown."
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Exterior

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

9.8 out of 10, Exceptional, (58)
"The house is charming, late 18th century, in a lovely neighborhood. Queen beds only accessible from one side due to being against walls on both levels. Additional towels required search, and limited for kitchen. Listing has occupancy as 7 - but insufficient 3 piece silverware for one full meal for that number, so washing required even if only 4 for 2 meals a day.. Kitchen cookware quite adequate but preparation bowls and storage boxes are limited. Charming holiday decorations, placemats,...
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Luxurious couples retreat just steps from Historic Main Street in St. Charles!
Exterior

Luxurious couples retreat just steps from Historic Main Street in St. Charles!

10.0 out of 10, Exceptional, (82)
"We enjoyed the cozy space and location that allowed us to have an unplanned weekend of relaxation. We will be back! "
Luxurious couples retreat just steps from Historic Main Street in St. Charles!
St. Louis Gem: Cozy 1BR with Balcony & Top Amenities!
Living area

St. Louis Gem: Cozy 1BR with Balcony & Top Amenities!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Looks good feels even better."
St. Louis Gem: Cozy 1BR with Balcony & Top Amenities!
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 AED 547
AED 645 total
includes taxes & fees
24 Feb - 25 Feb
Kasa Central West End St. Louis
White House at Grand Central
Front of property

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (98)
"Very comfortable and laid back. It was nice to find a place where we felt safe right in the city. "
The price is AED 311
AED 600 total
includes taxes & fees
24 Feb - 25 Feb
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.