Holiday rentals in Chesterfield
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Top-rated holiday rentals in Chesterfield
Guests agree: these stays are highly rated for location, cleanliness and more.
Tiny home in Pacific
4.96 out of 5 average rating, 156 reviewsRoute 66 railroad shanty, a cozy artsy small space
This 536 s.f. house, believed to have once been a sleeping shanty for railroad crews switching shifts for the night. Fully renovated and updated in 2021 by a local artist, you will find custom metal art throughout, granite countertops and a very warm cabin feel featuring a kitchen and bathroom finished with locally sourced Missouri dark red cedar, 10 minutes from six flags, Purina farms 15 min from hidden valley and 45 min from downtown this place is in a great location and will not disappoint!
9–16 Jul
Home in Saint Charles
4.98 out of 5 average rating, 483 reviews301 Guesthouse SuperHost/Shop Discounts/Katy Trail
Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!
6–13 Nov
Guest suite in Saint Charles
4.95 out of 5 average rating, 292 reviewsCreekside Suite - Peaceful, Spacious, and Comfy
Enjoy your stay in a spacious walkout basement-level suite that includes bedroom, bathroom, living/dining room & patio. Bedroom has queen bed, dresser, desk & TV. Living room has futon, books, games & TV. TVs have Netflix. Suite has minifridge, microwave, toaster & coffee-maker. Eat at the dining table or sit up to the window counter to look out on the creek & woodlands behind the house. Situated in a quiet, safe neighborhood with parks & ponds. Just 8 miles from historic downtown St Charles.
2–9 Apr
Holiday rentals for every style
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Popular amenities for Chesterfield holiday rentals
Other great holiday rentals in Chesterfield
Home in Saint Charles
4.88 out of 5 average rating, 538 reviewsThe Benton House - With fenced yard!
15–22 Mar
Home in St. Louis
4.98 out of 5 average rating, 506 reviewsGarden Cottage-Safe Private Parking!
11–18 Sep
Tiny home in Pacific
4.89 out of 5 average rating, 479 reviewsRoute 66 Cozy Cottage
8–15 Nov
Bungalow in St. Louis
4.99 out of 5 average rating, 285 reviewsDarling Bungalow! King Bed!
28 May – 4 Jun
Home in Ballwin
4.94 out of 5 average rating, 134 reviewsEntire lower level of our home w/Paris Theme
8–15 Sep
Home in Belleville
4.99 out of 5 average rating, 142 reviewsThe Pool House 1-Bedroom Home with Hot Tub & Pool
26 May – 2 Jun
Cottage in Eureka
4.92 out of 5 average rating, 234 reviewsBeautiful Cottage on Large Private Lot
19–26 Oct
Bungalow in St. Louis
4.81 out of 5 average rating, 427 reviews“HOT TUB” Oasis in the heart of the city!
27 Jan – 3 Feb
Guest suite in Wildwood
4.83 out of 5 average rating, 139 reviewsSpacious suite,private patio,safe,horse property
9–16 Nov
Loft in Washington
4.99 out of 5 average rating, 290 reviews2nd Street Loft - Riverview
18–25 Sep
Guest suite in St. Louis
4.94 out of 5 average rating, 313 reviewsChic, Comfortable and Convenient
16–23 Aug
Home in Kirkwood
4.98 out of 5 average rating, 171 reviewsA Kirkwood Cottage, Quaint Suburb of St Louis
2–9 Oct
Quick stats about holiday rentals in Chesterfield
Total rentals | 30 properties |
---|---|
Wifi availability | 20 properties include access to wifi |
Rentals with dedicated workspaces | 10 properties have a dedicated workspace |
Pet-friendly rentals | 10 properties allow pets |
Family-friendly rentals | 10 properties are a good fit for families |
Total number of reviews | 150 reviews |
Destinations to explore
- St. Louis Holiday rentals
- Columbia Holiday rentals
- Saint Charles Holiday rentals
- Springfield Holiday rentals
- Hermann Holiday rentals
- Innsbrook Holiday rentals
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