Title: Chesterfield, MO Cottage Rentals from $285 | Expedia.com [Chesterfield Travel Guide](https://expedia.com/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.com/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.com/Chesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.com/Cheap-Flights-To-Chesterfield.d9530.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.com/Things-To-Do-In-Chesterfield.d9530.Travel-Guide-Activities)[Car Rentals in Chesterfield](https://expedia.com/Car-Rentals-In-Chesterfield.d9530.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.com/Chesterfield.d9530.Destination-Travel-Guides) ![autumn landscape with lake Chesterfield Missouri](https://images.trvl-media.com/place/9530/c6d3b4d9-41bc-4a55-9787-aa13d1650621.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9530/c6d3b4d9-41bc-4a55-9787-aa13d1650621.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=9530&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=9530&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=9530&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=9530&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield cottages ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110319600/110319519/bc9c69f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110320000/110319600/110319519/90fd5cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110320000/110319600/110319519/w2033h1365x15y0-e5f03757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110320000/110319600/110319519/adda266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blake Cottage Wine Country Home [](https://www.expedia.com/Augusta-Hotels-The-Marigold-Cottage-By-StayLage.h110319519.Hotel-Information) Augusta 8.4/10 Very Good (9 reviews) "We loved the cottage and the town of Augusta. Would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler S. $344 nightly $384 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Augusta-Hotels-The-Marigold-Cottage-By-StayLage.h110319519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69920000/69915700/69915611/337e0c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/70000000/69920000/69915700/69915611/3a2b8337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/70000000/69920000/69915700/69915611/a79a920c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69920000/69915700/69915611/2750a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Augusta Cottage w/ hot tub [](https://www.expedia.com/Augusta-Hotels-Romantic-Augusta-Cottage-W-Hot-Tub.h69915611.Hotel-Information) Augusta 10/10 Exceptional (38 reviews) "The location close to wineries, the Katy Trail, and the hot tub were the highlights of this wonderful little place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle J. $292 nightly $308 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Augusta-Hotels-Romantic-Augusta-Cottage-W-Hot-Tub.h69915611.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/c724276a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/2193d9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/11ca2682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/38348e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hound Haus - Dog Friendly, near Purina Farms and WashMO [](https://www.expedia.com/Villa-Ridge-Hotels-Hound-Haus-Dog-Friendly.h36859133.Hotel-Information) Villa Ridge 9.8/10 Exceptional (34 reviews) "If you want a tiny house experience while attending a dog show at Purina Farms, Hound Haus is the place. 7-10 min from Purina, quiet clean place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen M. $268 nightly $285 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Villa-Ridge-Hotels-Hound-Haus-Dog-Friendly.h36859133.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472100/126472041/4f9fb217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472100/126472041/78552352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472100/126472041/24e9047d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472100/126472041/823bb914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3323: Uptown Elegant Escape by JZ Vacation Rentals [](https://www.expedia.com/St-Louis-Hotels-3323-Uptown-Elegant-Escape-By-JZ-Vacation-Rentals.h126472041.Hotel-Information) The Gate $713 nightly $834 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/St-Louis-Hotels-3323-Uptown-Elegant-Escape-By-JZ-Vacation-Rentals.h126472041.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23®ionId=9530&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=VACATION_HOME) Cabins [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CABIN) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APART_HOTEL) Condos [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CHALET) Villas [](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Cottages.d9530-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Cottages.d9530-aaCottages.Travel-Guide-Accommodation) ## Top Chesterfield Hotel Reviews ![Clayton Plaza Hotel & Extended Stay](https://images.trvl-media.com/lodging/1000000/20000/18200/18144/b3c5d3cd_y.jpg) ### Clayton Plaza Hotel & Extended Stay 6/10 Okay "I didn't get rhe room I reserved, was supposed to have a separate shower and tub, and the pillows were small for a king bed. " [](https://expedia.com/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![Pear Tree Inn St. Louis Airport](https://images.trvl-media.com/lodging/2000000/1100000/1096600/1096579/fc156cf2_y.jpg) ### Pear Tree Inn St. Louis Airport 10/10 Excellent "Everything was great, the wine in the afternoon was amazing 😁" [](https://expedia.com/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Airport.h1096579.Hotel-Information) ![Drury Plaza Hotel St. Louis Chesterfield](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/69d580ec_y.jpg) ### Drury Plaza Hotel St. Louis Chesterfield 10/10 Excellent "Rooms were clean and the complimentary breakfast and dinner was quite nice " [](https://expedia.com/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) ![Hollywood Casino & Hotel St. Louis](https://images.trvl-media.com/lodging/1000000/90000/82600/82568/76ca3207_y.jpg) ### Hollywood Casino & Hotel St. Louis 10/10 Excellent "I liked the place I got big suite for my wife Birthday the jets on the Jacuzzi don't work it was kind of disappointing." [](https://expedia.com/St-Louis-Hotels-Hollywood-Casino-Hotel-St-Louis.h82568.Hotel-Information) ![Sonesta ES Suites St. Louis - Chesterfield](https://images.trvl-media.com/lodging/1000000/10000/500/422/6f160867_y.jpg) ### Sonesta ES Suites St. Louis - Chesterfield 10/10 Excellent "Awesome room. Clean and plenty of space." [](https://expedia.com/St-Louis-Hotels-Sonesta-ES-Suites-St-Louis-Chesterfield.h422.Hotel-Information) ![River City Casino & Hotel](https://images.trvl-media.com/lodging/7000000/6460000/6456500/6456459/71580e9e_y.jpg) ### River City Casino & Hotel 10/10 Excellent "Water pressure was amazing " [](https://expedia.com/St-Louis-Hotels-River-City-Casino-Hotel.h6456459.Hotel-Information) ![21C Museum Hotel St Louis ](https://images.trvl-media.com/lodging/90000000/89170000/89164600/89164592/bd7064dc_y.jpg) ### 21C Museum Hotel St Louis 10/10 Excellent "Rooms were great. Nice and clean. The aeshetics were charming and eclectic. The museum was very thought provoking and laid back. Loved the gym and pool area!!!! The staff were very nice and helpful. Would love to stay here again!!!" [](https://expedia.com/St-Louis-Hotels-21C-Museum-Hotel-St-Louis.h89164592.Hotel-Information) ![Drury Plaza Hotel St. Louis at the Arch](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/e43b9580_y.jpg) ### Drury Plaza Hotel St. Louis at the Arch 10/10 Excellent "Served a great variety of fresh and hot breakfast items! Breakfast staff was very welcoming and friendly! Desk staff were helpful. Had a toilet issue and maintenance was there right away and friendly. Nice big pool and two hot tubs. Walking distance to many restaurants, Arch and the Dome. Definitely recommend this hotel. Listen to reviews on the parking garage!! An Expedition will NOT fit the height or the first turn. We took our mini van and it was very tight getting around the first corner inside the garage door." [](https://expedia.com/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![Pear Tree Inn St. Louis Near Union Station](https://images.trvl-media.com/lodging/1000000/30000/26600/26572/3056142b_y.jpg) ### Pear Tree Inn St. Louis Near Union Station 8/10 Good "Yes " [](https://expedia.com/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Near-Union-Station.h26572.Hotel-Information) ## Find out more about Chesterfield ## Chesterfield Cottages information | Number of reviews | 81 | | ----------------- | ----------- | | Accommodation | 70 Cottages | | Lowest Price | $285 | | Highest Price | $834 | ## Frequently asked questions ### How much do cottages in Chesterfield cost? ### How many cottages are there in Chesterfield? ### Why book your cottage in Chesterfield with Expedia? ### How can I find cheap cottages in Chesterfield? ### What is there to do in Chesterfield near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Chesterfield Arts ](https://www.expedia.com/Chesterfield-Arts-Hotels.0-l553248621532648594-0.Travel-Guide-Filter-Hotels) - [Hotels near Westfield Chesterfield Mall ](https://www.expedia.com/Westfield-Chesterfield-Mall-Hotels.0-l6190516-0.Travel-Guide-Filter-Hotels) - [Hotels near Sophia M. 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