
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.
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Popular amenities for Chesterfield holiday rentals
Other great holiday rentals in Chesterfield
Guest favourite

Private room in Manchester
4.94 out of 5 average rating, 62 reviewsBdrm2 Hwy66 ONLY FEMALE GUEST/CHCK rules &LOCATION
NataliaRating, 5 stars1 week ago
Norka’s place felt very homey and safe. Very grateful to have found it, it was perfect for what I needed. A short, comfortable stay!
Guest favourite

Hotel room in Saint Charles
5 out of 5 average rating, 18 reviews#4 – Penny Farthing Le Velo Inn
JustinaRating, 5 stars1 week ago
This is our second stay at Susanne’s wonderful place, and we can confidently say we’ll always choose to return whenever we’re in the area!
Top guest favourite

Private room in University City
4.95 out of 5 average rating, 219 reviewsMax's Spacious & Quiet Room in UCity
NeelaRating, 5 stars6 days ago
I love staying at Lisa's! The house is always clean and quiet and I very much enjoy seeing Lisa and Ruth and chatting over coffee in the morning.
Guest favourite

Private room in St. Louis
4.78 out of 5 average rating, 77 reviewsPinterest Style at Airport 2nd floor
SteveRating, 5 stars4 days ago
First off, I met Patrick at the house and he walked me thru the home with a few instructions along the way and showed me to my room...which he is calling the Pinterest Room with a King sized comfy bed. Anytime you are sharing a house with a host and other guests, there is a little bit of anxiety because there is always an element that is out of the hosts control (other guests). I have stayed at several of these and when I do, it's usually just to have a place to crash for the night because the kitchen, bath and other common areas can be a bit of challenge. That being said, I was fortunate this time because other guests were very respectful and quiet at night and I had no issues with the upstairs bath. I didn't use the WIFI or shower or kitchen at all, so I can't speak for those things. But I had a nice comfortable night's sleep in the bed in a pretty large quiet and clean room. Keep in mind there is no TV, but the room had all the essentials. I would stay again.
Superhost

Private room in Central West End
4.78 out of 5 average rating, 139 reviewsClean&Comfy:Forest Park, Zoo, Museums, Wash U,Arch
AspenRating, 5 stars2 weeks ago
Very nice spot for a stop on a cross-country road trip. Easy to access and a clean space. Walking distance from a metro station and some restaurants as well.
Top guest favourite

Private room in St. Louis
4.98 out of 5 average rating, 622 reviewsCozy bedroom, private bath in a quiet neighborhood
KlaraRating, 5 stars1 week ago
Everything was as described and Russ was responsive, helpful, and friendly. I would stay here again.
Guest favourite

Private room in Saint Charles
5 out of 5 average rating, 7 reviewsComfortable Master bedroom
DeidreRating, 5 stars5 days ago
Cosy, homy, comfy.
Guest favourite

Private room in Wildwood
4.79 out of 5 average rating, 128 reviewsComfy room near Hidden Valley ski resort
DanielRating, 5 stars5 days ago
Everything was perfect. I loved the area, as it was quiet and peaceful. The spaces were clean and had everything I needed. Communication was fantastic and they were flexible with me.
Quick stats about holiday rentals in Chesterfield
Total rentals
40 properties
Total number of reviews
400 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Busch Stadium
- Six Flags St. Louis
- Saint Louis Zoo
- Central West End
- Enterprise Center
- Gateway Arch National Park
- Missouri Botanical Garden
- City Museum
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Meramec State Park
- Saint Louis Science Center
- The Winery at Aerie's Resort
- Cathedral Basilica of Saint Louis
- Castlewood State Park
- St. Louis Country Club
- Missouri History Museum
- Grafton Winery the Vineyards
- Hidden Valley Ski Resort
- Adventure Valley Zipline Tours and Paintball Park
- Raging Rivers WaterPark
- Norwood Hills Country Club
- Boone Valley Golf Club