Title: Chesterfield Vacation Home Rentals from CA $191: Search Top Private Vacation Homes for Rent | Expedia.ca [Chesterfield Travel Guide](https://expedia.ca/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.ca/Cheap-Flights-To-Chesterfield.d9530.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.ca/Things-To-Do-In-Chesterfield.d9530.Travel-Guide-Activities)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d9530.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d9530.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/59a833585731f0877f894eab85319bc4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle E # Chesterfield Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesterfield Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/6072f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w504h683x260y0-d473b0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w903h683x61y0-189c70ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w906h683x59y0-c5f27c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!! The Hill 9.8/10 Exceptional (149) "Very walkable to everything in The Hill area! " CA $110 CA $191 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Louis-Hotels-Vrbo-Property.h45555760.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499855/33ce6075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, Netflix, streaming services](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499855/6aabe767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499855/555206e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499855/45f67394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish South City 2BR w/ Garage & Blazing Wi-fi Dutchtown 9.6/10 Exceptional (48) "Very clean and comfortable. " CA $101 CA $259 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/St-Louis-Hotels-Stylish-South-City-2BR-W-Garage-Blazing-Wi-Fi.h93499855.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108940000/108939700/108939639/50d84b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108940000/108939700/108939639/b37f1f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108940000/108939700/108939639/2c3abc26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108940000/108939700/108939639/44dc4efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with WiFi, AC in the heart of St. Louis Northampton 8.4/10 Very good (22) "Overall we were happy with the Vrbo . 6 of stayed only one night since we were going to Busch stadium for the baseball game . " CA $151 CA $436 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Louis-Hotels-Charming-3-Bedroom-House-With-WiFi.h108939639.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92210000/92203300/92203228/d9440fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92210000/92203300/92203228/e096975a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92210000/92203300/92203228/0dc8176f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi](https://images.trvl-media.com/lodging/93000000/92210000/92203300/92203228/305b5e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5th Street #1 · Historic 5th Street House - Fully Rehabbed # 1 St. Charles Historic District 9.4/10 Exceptional (9) "The house was everything we needed and the host was very responsive. Great location near historic Main Street." CA $125 CA $330 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/St-Louis-Hotels-5th-Street-1-Historic-5th-Street-House-Fully-Rehabbed-1.h92203228.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104230000/104226400/104226326/adc96c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104230000/104226400/104226326/babc771d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104230000/104226400/104226326/ef02d80d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104230000/104226400/104226326/07c8f12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable small house - quiet & safe - 2 BR 1 Bath Imperial 9.4/10 Exceptional (13) "Great place for a short get away" CA $120 CA $257 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Imperial-Hotels-Adorable-Small-House-Quiet-Safe-2-BR-1-Bath.h104226326.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/112000000/111550000/111544700/111544626/17bf0bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/112000000/111550000/111544700/111544626/5d26b9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111550000/111544700/111544626/f0add46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111550000/111544700/111544626/cd4b7c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison House 2 -Walk to Main St St. Charles Historic District 8.6/10 Excellent (4) "This property was clean and offered basic amenities, but is a very old historic home and lacks the luster and comfort of most homes, but has needed repairs and improvements to have a 5 star rating. " CA $125 CA $330 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/St-Louis-Hotels-Madison-House-2-Walk-To-Main-St.h111544626.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112030000/112022700/112022656/w1080h810x0y753-54a964f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112030000/112022700/112022656/w1080h810x0y753-b6674a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112030000/112022700/112022656/w1080h810x0y753-c52957a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112030000/112022700/112022656/w1080h810x0y753-e5fb44d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious, cozy home in Saint Louis St. Louis 10/10 Exceptional (11) "House was in a quiet, peaceful neighborhood. Was very clean and comfortable. Would definitely stay there again. " CA $146 CA $244 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/St-Louis-Hotels-Spacious.h112022656.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/60bc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/79b0d705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/fcec7e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/27bd3ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery Soulard 10/10 Exceptional (92) "We had a wonderful time! Great comfortable house in easy access of St. Louis activities. " CA $168 CA $311 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/St-Louis-Hotels-House-In-Soulard-Near-Busch-Stadium.h39675058.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107230000/107229600/107229539/b52b7a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107230000/107229600/107229539/58dc3e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107230000/107229600/107229539/f37d57d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107230000/107229600/107229539/a2372e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenience 2 Bedroom House to Explore All of St Louis University City 9.8/10 Exceptional (34) "One night stay. Location convenient to downtown Clayton. " CA $165 CA $369 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Louis-Hotels-Convenience-2-Bedroom-House-To-Explore-All-Of-St-Louis.h107229539.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/bf1396fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/ead4bfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/6d4dc6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/fb0dcfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located in the Tower Grove East neighborhood! Tower Grove East 9.8/10 Exceptional (130) "Great stay, comfortable furnishings, quiet street. " CA $104 CA $235 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Louis-Hotels-Centrally-Located-In-The-Tower-Grove-East-Neighborhood.h38727815.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120010000/120008100/120008075/1991d7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120010000/120008100/120008075/74b814ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/121000000/120010000/120008100/120008075/068565d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/121000000/120010000/120008100/120008075/c296fdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint 2-bedroom houseless than 10 minutes from The airport Saint Ann CA $118 CA $309 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Louis-Hotels-Quaint-2-Bedroom-Houseless-Than-10-Minutes-From-The-Airport.h120008075.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111720000/111715700/111715679/e7f27cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/112000000/111720000/111715700/111715679/442037dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111720000/111715700/111715679/3fa24bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/112000000/111720000/111715700/111715679/e8e12f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint and Cozy Hamlet O'Fallon 9.8/10 Exceptional (6) "Overall great time- communication was wonderful with Kevin, neighborhood was quiet, perfect for our stay. The house wasn’t as clean as I’d expect but besides that, great stay!" CA $141 CA $493 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/St-Louis-Hotels-Quaint-And-Cozy-Hamlet.h111715679.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103570000/103560400/103560390/6ac10315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103570000/103560400/103560390/a7cc5665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103570000/103560400/103560390/c1313702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103570000/103560400/103560390/7e0882f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute ranch house -quiet & safe -3 BR 1 Bath Imperial 9.6/10 Exceptional (20) "Check in was interesting but owner communicated very well. Overall, it was what we needed for our trip. " CA $139 CA $291 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Imperial-Hotels-Cute-Ranch-House-Quiet-Safe-3-BR-1-Bath.h103560390.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713373/ddd4cf11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713373/f5cc8c70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713373/a555fcb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713373/8bb92d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Modern 5BR Home Near Downtown St. Louis Tower Grove South 10/10 Exceptional (2) "This home was beautiful, clean and filled with everything we could need! Along with the important basics of comfortable beds and and kitchen essentials, the little touches like a stocked coffee corner, specialty toiletries in the bathrooms, and layered bedding made our stay extra special. Street parking was tight on Friday night, but we were able to find spaces within the block, and were grateful to know the back alley was available if we needed it. We loved the convenient shopping and... CA $181 CA $953 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Louis-Hotels-Spacious-Modern-5BR-Home-Near-Downtown-St-Louis.h116713373.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111947400/111947369/w1079h806x0y1-d6050c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111947400/111947369/5a8be2e3_edited_f163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111950000/111947400/111947369/5c698a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111947400/111947369/d4a73c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi St. Louis 8.8/10 Excellent (15) "Property was nice, the yard was big for my dogs. " CA $167 CA $265 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/St-Louis-Hotels-Charming-2-Bedroom.h111947369.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/bd4b73c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/10a7e017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/f8abd833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/f444b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TG Sanctuary | Historic 3BR | Private Yard + Den Tower Grove East 8.6/10 Excellent (20) "Nice and roomy" CA $114 CA $403 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Louis-Hotels-TG-Sanctuary-Historic-3BR-Private-Yard-Den.h75691137.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92210000/92203200/92203188/ee088384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92210000/92203200/92203188/41e58d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball](https://images.trvl-media.com/lodging/93000000/92210000/92203200/92203188/48815873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92210000/92203200/92203188/f4350a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olive House - Near Main Street- Fully rehabbed Saint Charles 8.6/10 Excellent (7) "Perfect location for buddies golf trip... clean comfortable house...very helpful host!" CA $175 CA $484 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Louis-Hotels-The-Olive-House-Near-Main-Street-Fully-Rehabbed.h92203188.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108550000/108541500/108541428/1de1c28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108550000/108541500/108541428/b83775fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108550000/108541500/108541428/7cf08c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108550000/108541500/108541428/382cd829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill Byrnes Mill 10/10 Exceptional (11) "Great place to stay. Huge fenced in backyard for dogs to run around. Host was real helpful with any questions we had" CA $210 CA $410 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/House-Springs-Hotels-Charming-3-Bedroom-House-With-WiFi.h108541428.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108010000/108000500/108000472/3cbe603e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108010000/108000500/108000472/2b530750.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/109000000/108010000/108000500/108000472/4c4204d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/109000000/108010000/108000500/108000472/188d306e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated 3 Bedroom Home By StayLage! Saint Charles 9.8/10 Exceptional (8) "It was amazing, very clean, very neat.I love the place" CA $189 CA $527 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/St-Louis-Hotels-Renovated-3-Bedroom-Home-By-StayLage.h108000472.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/d857e9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/be23129c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/a52c3cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/049741ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy little house blocks from the Park & Fair Grounds. EV Charger equipped. Washington 10/10 Exceptional (56) "Had a great stay. Great location, clean, friendly host. " CA $170 CA $353 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Washington-Hotels-Cozy-Little-House-Blocks-From-The-Park-Fair-Grounds.h75190737.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.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26®ionId=9530&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Private-Vacation-Homes.d9530-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Private-Vacation-Homes.d9530-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chesterfield Hotel Reviews ![Hyatt Regency St. Louis at The Arch](//images.trvl-media.com/lodging/1000000/20000/14900/14877/335a172e_y.jpg) ### Hyatt Regency St. Louis at The Arch 10/10 Excellent "Great location if you walk to the ballpatk. Best location to the arch and great views of arch from the room." [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![Drury Plaza Hotel St. Louis Chesterfield](//images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/c1fcfc39_y.jpg) ### Drury Plaza Hotel St. Louis Chesterfield 10/10 Excellent "Friendly staff!" [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) ![Drury Plaza Hotel St. Louis at the Arch](//images.trvl-media.com/lodging/1000000/550000/546300/546271/78b2a688_y.jpg) ### Drury Plaza Hotel St. Louis at the Arch 10/10 Excellent "Incredibly close to the arch and plenty of other attractions in St Louis. We had a wonderful time " [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![Pear Tree Inn St. Louis Airport](//images.trvl-media.com/lodging/2000000/1100000/1096600/1096579/fc156cf2_y.jpg) ### Pear Tree Inn St. Louis Airport 10/10 Excellent "Everything as expected" [](https://expedia.ca/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Airport.h1096579.Hotel-Information) ![Clayton Plaza Hotel & Extended Stay](//images.trvl-media.com/lodging/1000000/20000/18200/18144/b3c5d3cd_y.jpg) ### Clayton Plaza Hotel & Extended Stay 10/10 Excellent "Breakfast is great. The size of the room is good. The parking garage is convenient. However, you will not have a clean room with fresh towels unless you book the room service daily in the morning, which is confusing." [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![Renaissance St. Louis Airport Hotel](//images.trvl-media.com/lodging/1000000/10000/4700/4672/879431a1_y.jpg) ### Renaissance St. Louis Airport Hotel 10/10 Excellent "Great and nice hotel. Will stay again. " [](https://expedia.ca/St-Louis-Hotels-Renaissance-St-Louis-Airport-Hotel.h4672.Hotel-Information) ![Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham](//images.trvl-media.com/lodging/1000000/50000/42200/42122/bfca870c_y.jpg) ### Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham 10/10 Excellent "Clean room and staff was great " [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-Suites-St-Louis-Fenton.h42122.Hotel-Information) ![Moonrise Hotel](//images.trvl-media.com/lodging/3000000/2300000/2292900/2292856/fe8445aa_y.jpg) ### Moonrise Hotel 10/10 Excellent "Great staff; nice rooftop" [](https://expedia.ca/St-Louis-Hotels-Moonrise-Hotel.h2292856.Hotel-Information) ![Forest Park Hotel by MDR](//images.trvl-media.com/lodging/1000000/30000/22300/22298/21d70af8_y.jpg) ### Forest Park Hotel by MDR 10/10 Excellent "No breakfast. Staff were very helpful and courteous. Bed was soft. Rooms were clean." [](https://expedia.ca/St-Louis-Hotels-Holiday-Inn-St-Louis-Forest-Park.h22298.Hotel-Information) ## Find out more about Chesterfield ## Chesterfield Vacation Homes information | Number of reviews | 647 | | --- | --- | | Accommodation | 607 Vacation Homes | | Lowest Price | CA $191 | | Highest Price | CA $953 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Town and Country](https://www.expedia.ca/5Star-Town-And-Country-Hotels.s50-0-d6252549.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Ballwin](https://www.expedia.ca/Ballwin-Hotels-Beach-Hotel.0-0-d6354554-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Ballwin](https://www.expedia.ca/Ballwin-Hotels-Cheap-Hotels.0-0-d6354554-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Ballwin](https://www.expedia.ca/Ballwin-Hotels-Romantic-Hotel.0-0-d6354554-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ballwin Hotels](https://www.expedia.ca/Ballwin-Hotels.d6354554.Travel-Guide-Hotels) - 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