Title: Chesterfield Vacation Rentals from CA $196: Short-Term Rentals for 2026 | Expedia.ca [Chesterfield Travel Guide](https://expedia.ca/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[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) ![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__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 [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield vacation rentals ![Bar (on property)](https://images.trvl-media.com/lodging/49000000/49000000/48998600/48998582/b0517ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/49000000/48998600/48998582/ffbd1307.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/49000000/49000000/48998600/48998582/f143485f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/49000000/49000000/48998600/48998582/24ad6a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aspen Sights by Innsbrook Vacations! [](https://www.expedia.ca/Wright-City-Hotels-Aspen-Sights-By-Innsbrook-Vacations.h48998582.Hotel-Information) Innsbrook 9.6/10 Exceptional (13 reviews) "Lovely weekend- enjoyed checking out Innsbrook" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise L. CA $96 CA $303 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Wright-City-Hotels-Aspen-Sights-By-Innsbrook-Vacations.h48998582.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/49000000/48890000/48889400/48889316/b2d91e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/49000000/48890000/48889400/48889316/59387c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/49000000/48890000/48889400/48889316/747ec0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48890000/48889400/48889316/283ba020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Aspen Overlook by Innsbrook Vacations! [](https://www.expedia.ca/Wright-City-Hotels-Lake-Aspen-Overlook-By-Innsbrook-Vacations.h48889316.Hotel-Information) Innsbrook 9.8/10 Exceptional (23 reviews) "Everything was extremely clean. We couldn’t have asked for a more quiet and relaxing stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian L. CA $96 CA $302 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Wright-City-Hotels-Lake-Aspen-Overlook-By-Innsbrook-Vacations.h48889316.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35360000/35356300/35356213/65013358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35360000/35356300/35356213/dfcff278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/36000000/35360000/35356300/35356213/3677b840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/36000000/35360000/35356300/35356213/9299d4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Aspen Hideaway by Innsbrook Vacations! [](https://www.expedia.ca/Wright-City-Hotels-Lake-Aspen-Hideaway-By-Innsbrook-Vacations.h35356213.Hotel-Information) Wright City 9.8/10 Exceptional (21 reviews) "Check-in was easy and property was clean. Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Casey A. CA $96 CA $303 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Wright-City-Hotels-Lake-Aspen-Hideaway-By-Innsbrook-Vacations.h35356213.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/35000000/34820000/34814500/34814455/24b502b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34820000/34814500/34814455/5b625011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/35000000/34820000/34814500/34814455/a62878f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34820000/34814500/34814455/1b8f20b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aspen Heights by Innsbrook Vacations! [](https://www.expedia.ca/Wright-City-Hotels-Aspen-Heights-By-Innsbrook-Vacations.h34814455.Hotel-Information) Innsbrook 9.0/10 Wonderful (10 reviews) "Nice, quiet, relaxing place to stay! Great communication with the host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorna M. CA $96 CA $302 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Wright-City-Hotels-Aspen-Heights-By-Innsbrook-Vacations.h34814455.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/39267c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/cdde94dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/028b04bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/9bf20054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Minimalist Gem w/ Fenced Backyard + W/D [](https://www.expedia.ca/St-Louis-Hotels-Chic-Minimalist-Gem-W-Fenced-Backyard-WD.h74506536.Hotel-Information) Princeton Heights 9.6/10 Exceptional (9 reviews) "Clean, very comfortable apartment in a great location: easy walk to restaurants, coffee shops, Francis Park. Attractive, quiet, tree-lined neighborhood. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack S. CA $66 CA $231 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Minimalist-Gem-W-Fenced-Backyard-WD.h74506536.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/105000000/104480000/104472500/104472401/d26497ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/105000000/104480000/104472500/104472401/80bc7b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104480000/104472500/104472401/7ab85c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/105000000/104480000/104472500/104472401/48c79dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Condo on the Water @ Innsbrook [](https://www.expedia.ca/Wright-City-Hotels-Bright-Studio-Condo-On-The-Water.h104472401.Hotel-Information) Wright City 9.8/10 Exceptional (41 reviews) "It was very peaceful and close to all the activities we wanted to do like kayak fish and enjoy dinner looking out at the golf course. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mollie L. CA $105 CA $258 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Wright-City-Hotels-Bright-Studio-Condo-On-The-Water.h104472401.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/f444b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/cace3770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/03f2f4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75691200/75691137/bd4b73c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TG Sanctuary | Historic 3BR | Private Yard + Den [](https://www.expedia.ca/St-Louis-Hotels-TG-Sanctuary-Historic-3BR-Private-Yard-Den.h75691137.Hotel-Information) Tower Grove East 8.8/10 Excellent (23 reviews) "Nice and roomy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tawanda c. CA $78 CA $353 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/St-Louis-Hotels-TG-Sanctuary-Historic-3BR-Private-Yard-Den.h75691137.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109120000/109110100/109110068/012835ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109120000/109110100/109110068/02e80424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, printers](https://images.trvl-media.com/lodging/110000000/109120000/109110100/109110068/3ffd4b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109120000/109110100/109110068/ec49c99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park [](https://www.expedia.ca/St-Louis-Hotels-Historic-3-Bedroom-Near-WASHU.h109110068.Hotel-Information) Skinker DeBaliviere 10/10 Exceptional (8 reviews) "Property is as described and worked well for our family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura J. CA $172 CA $457 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/St-Louis-Hotels-Historic-3-Bedroom-Near-WASHU.h109110068.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/35000000/34490000/34480500/34480442/8ece9774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34490000/34480500/34480442/808ab6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34490000/34480500/34480442/9b1e50b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/35000000/34490000/34480500/34480442/8857eb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. Charles 1860's Gem - Sleeps 6! [](https://www.expedia.ca/St-Louis-Hotels-St-Charles-1860s-Gem.h34480442.Hotel-Information) St. Charles Historic District 9.8/10 Exceptional (137 reviews) "Very comfortable house, beds are very comfy as well which is rare in a lot of VRBOs. Would definitely recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip R. CA $144 CA $318 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/St-Louis-Hotels-St-Charles-1860s-Gem.h34480442.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1911h1281x4y4-5a3589bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1911h1285x1y0-6e6ef6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1915h1276x0y4-7f7762fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1920h1277x0y0-91a61570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top of Geyer apartment [](https://www.expedia.ca/St-Louis-Hotels-Top-Of-Geyer-Apartment.h56888044.Hotel-Information) Soulard 9.8/10 Exceptional (44 reviews) "What a great stay!!! Host was kind and responsive, the place was super clean, one of the best I have experienced. It was a top notch experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad R. CA $105 CA $263 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/St-Louis-Hotels-Top-Of-Geyer-Apartment.h56888044.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/049741ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/8112c5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/27db235b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75190800/75190737/3594dbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy little house blocks from the Park & Fair Grounds. EV Charger equipped. [](https://www.expedia.ca/Washington-Hotels-Cozy-Little-House-Blocks-From-The-Park-Fair-Grounds.h75190737.Hotel-Information) Washington 10/10 Exceptional (60 reviews) "Amazing host, clean easy access. Will stay here again if available" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanie S. CA $166 CA $345 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Washington-Hotels-Cozy-Little-House-Blocks-From-The-Park-Fair-Grounds.h75190737.Hotel-Information) ![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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w468h683x271y0-af1736d6.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) ### Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!! [](https://www.expedia.ca/St-Louis-Hotels-Cozy-Studio-Cottage-On-The-Hill.h45555760.Hotel-Information) The Hill 9.6/10 Exceptional (165 reviews) "Easy access and great location. Place was kept very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew P. CA $117 CA $196 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/St-Louis-Hotels-Cozy-Studio-Cottage-On-The-Hill.h45555760.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/40000000/39040000/39034800/39034783/80885872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39040000/39034800/39034783/174d36e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39040000/39034800/39034783/754ce72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39040000/39034800/39034783/42bfadf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starry Night | Steps to Tower Grove Park [](https://www.expedia.ca/St-Louis-Hotels-Starry-Night-Steps-To-Tower-Grove-Park.h39034783.Hotel-Information) Tower Grove South 9.8/10 Exceptional (27 reviews) "The apartment was very clean and comfortable with a great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul C. CA $60 CA $225 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/St-Louis-Hotels-Starry-Night-Steps-To-Tower-Grove-Park.h39034783.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110070000/110062700/110062608/5d45ed4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110070000/110062700/110062608/46f64c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/111000000/110070000/110062700/110062608/0589f65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110070000/110062700/110062608/7d7d40ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Augusta Cabin [](https://www.expedia.ca/Augusta-Hotels-Adorable-Augusta-Cabin.h110062608.Hotel-Information) Augusta 9.0/10 Wonderful (10 reviews) "Absolutely beautiful area. Cabin is so cozy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $121 CA $288 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Augusta-Hotels-Adorable-Augusta-Cabin.h110062608.Hotel-Information) ![Smart TV, video games](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499851/634459ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499851/dd30905a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499851/dae175b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499851/76a678db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious & Centrally Located Apt (Sleeps 8) [](https://www.expedia.ca/St-Louis-Hotels-Spacious-Centrally-Located-Apt.h93499851.Hotel-Information) The Gate 9.8/10 Exceptional (18 reviews) "It was a great place to stay for the night. Comfortable and close to the stadium. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan D. CA $112 CA $277 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/St-Louis-Hotels-Spacious-Centrally-Located-Apt.h93499851.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44130000/44124700/44124669/d4de2daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/45000000/44130000/44124700/44124669/03086e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44130000/44124700/44124669/216e0674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44130000/44124700/44124669/0aa09261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet and kid friendly duplex with 2 bedrooms [](https://www.expedia.ca/Pacific-Hotels-Pet-And-Kid-Friendly-Duplex-With-2-Bedrooms.h44124669.Hotel-Information) Pacific 9.6/10 Exceptional (47 reviews) "The property was clean, spacious, and accommodating for our dogs. The area was quiet with plenty of places to walk our dogs and relax. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Penny R. CA $188 CA $243 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Pacific-Hotels-Pet-And-Kid-Friendly-Duplex-With-2-Bedrooms.h44124669.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113040000/113033700/113033694/28877029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/114000000/113040000/113033700/113033694/caa18bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113040000/113033700/113033694/c3e54add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113040000/113033700/113033694/1a1189d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors [](https://www.expedia.ca/Imperial-Hotels-Charming-1-Bedroom-House-In-Nice-Imperial-With-AC.h113033694.Hotel-Information) Imperial 9.6/10 Exceptional (5 reviews) "We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach L. CA $68 CA $119 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Imperial-Hotels-Charming-1-Bedroom-House-In-Nice-Imperial-With-AC.h113033694.Hotel-Information) ![Smart TV, offices](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499853/40483668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499853/a11d4b38.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/94000000/93500000/93499900/93499853/5aae6cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93500000/93499900/93499853/bbedc4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Soulard 2BD King Master & Private Deck [](https://www.expedia.ca/St-Louis-Hotels-Classic-Soulard-2BD-King-Master-Private-Deck.h93499853.Hotel-Information) Soulard 9.8/10 Exceptional (54 reviews) "Easy check-in, great communication with owner, nice area that is close to restaurants, bars, very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vickie L. CA $112 CA $277 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/St-Louis-Hotels-Classic-Soulard-2BD-King-Master-Private-Deck.h93499853.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44130000/44125200/44125181/dbee5634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44130000/44125200/44125181/41232033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44130000/44125200/44125181/18a39163.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/45000000/44130000/44125200/44125181/7336166d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kid and pet friendly 2 nd floor duplex [](https://www.expedia.ca/Pacific-Hotels-Kid-And-Pet-Friendly-2-Nd-Floor-Duplex.h44125181.Hotel-Information) Pacific 9.0/10 Wonderful (28 reviews) "We had a great time. We will definately be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shayla Y. CA $199 CA $262 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Pacific-Hotels-Kid-And-Pet-Friendly-2-Nd-Floor-Duplex.h44125181.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/fb0dcfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/23b59575.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/39000000/38730000/38727900/38727815/7c08b335.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) ### Centrally located in the Tower Grove East neighborhood! [](https://www.expedia.ca/St-Louis-Hotels-Centrally-Located-In-The-Tower-Grove-East-Neighborhood.h38727815.Hotel-Information) Tower Grove East 9.8/10 Exceptional (143 reviews) "Great little place and location was close to our event." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RL T. CA $91 CA $225 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/St-Louis-Hotels-Centrally-Located-In-The-Tower-Grove-East-Neighborhood.h38727815.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=2026-02-21&endDate=2026-02-22®ionId=9530&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Missouri%2C+United+States+of+America®ionId=9530&latLong=38.66095%2C-90.564484&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals) ## Top Chesterfield Hotel Reviews ![21C Museum Hotel St Louis ](https://images.trvl-media.com/lodging/90000000/89170000/89164600/89164592/cd6b7758_y.jpg) ### 21C Museum Hotel St Louis 10/10 Excellent "Everything was great i can’t wait to stay again " [](https://expedia.ca/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/1000000/550000/546300/546271/78b2a688_y.jpg) ### Drury Plaza Hotel St. Louis at the Arch 10/10 Excellent "Yes… never was in a hotel where complimentary dinner included." [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![Marriott St. Louis Grand](https://images.trvl-media.com/lodging/1000000/910000/904800/904712/4c313173_y.jpg) ### Marriott St. Louis Grand 10/10 Excellent "Room was very nice. Beds super comfy. Hotel lobby provided a great space to gather with friends." [](https://expedia.ca/St-Louis-Hotels-Marriott-St-Louis-Grand.h904712.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 "Clean rooms, comfy beds and convenient shuttle to the airport. The breakfast was good with plenty of options (both hot and cold) and plenty of food. The staff was very friendly and helpful." [](https://expedia.ca/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Airport.h1096579.Hotel-Information) ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg) ### The Wildwood Hotel 10/10 Excellent "Clean room and easy parking. " [](https://expedia.ca/St-Louis-Hotels-The-Wildwood-Hotel.h1768149.Hotel-Information) ![Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham](https://images.trvl-media.com/lodging/1000000/50000/42200/42122/bfca870c_y.jpg) ### Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham 10/10 Excellent "Great room, great people, great breakfast " [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-Suites-St-Louis-Fenton.h42122.Hotel-Information) ![Holiday Inn Express & Suites St. Louis - Chesterfield by IHG](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/c359eef2_y.jpg) ### Holiday Inn Express & Suites St. Louis - Chesterfield by IHG 10/10 Excellent "Nice staff, good breakfast with many choices, very clean. " [](https://expedia.ca/St-Louis-Hotels-Holiday-Inn-Express-Suites-St-Louis-Chesterfield.h23052829.Hotel-Information) ![Hollywood Casino & Hotel St. Louis](https://images.trvl-media.com/lodging/1000000/90000/82600/82568/7188325f_y.jpg) ### Hollywood Casino & Hotel St. Louis 10/10 Excellent "Every body was nice" [](https://expedia.ca/St-Louis-Hotels-Hollywood-Casino-Hotel-St-Louis.h82568.Hotel-Information) ![Home2 Suites by Hilton St. Louis Downtown](https://images.trvl-media.com/lodging/77000000/76520000/76510800/76510729/104b5741_y.jpg) ### Home2 Suites by Hilton St. Louis Downtown 10/10 Excellent "Great service and stay" [](https://expedia.ca/St-Louis-Hotels-Home2-Suites-St-Louis-Downtown.h76510729.Hotel-Information) ## Find out more about Chesterfield You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesterfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Chesterfield ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in Chesterfield ](https://expedia.ca/Chesterfield-Private-Vacation-Homes.d9530-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Chesterfield ](https://expedia.ca/Chesterfield-Apartments.d9530-aaApartments.Travel-Guide-Accommodation) - [Chalets in Chesterfield ](https://expedia.ca/Chesterfield-Chalets.d9530-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Chesterfield ](https://expedia.ca/Chesterfield-Condos.d9530-aaCondos.Travel-Guide-Accommodation) - [Cottages in Chesterfield ](https://expedia.ca/Chesterfield-Cottages.d9530-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Chesterfield ](https://expedia.ca/Chesterfield-Cabins.d9530-aaCabins.Travel-Guide-Accommodation) - [Motels in Chesterfield ](https://expedia.ca/Chesterfield-Motels.d9530-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Chesterfield ](https://expedia.ca/Chesterfield-Apart-Hotels.d9530-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Chesterfield ](https://expedia.ca/Chesterfield-Bed-And-Breakfast.d9530-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Villas in Chesterfield ](https://expedia.ca/Chesterfield-Villas.d9530-aaVillas.Travel-Guide-Accommodation) - [RV Parks in Chesterfield ](https://expedia.ca/Chesterfield-RV-Parks.d9530-aaRVParks.Travel-Guide-Accommodation) - [Guest Houses in Chesterfield ](https://expedia.ca/Chesterfield-Guest-Houses.d9530-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Chesterfield ](https://expedia.ca/Chesterfield-Inns.d9530-aaInns.Travel-Guide-Accommodation) - [Hostels in Chesterfield ](https://expedia.ca/Chesterfield-Hostels.d9530-aaHostels.Travel-Guide-Accommodation) - [Lodges in Chesterfield ](https://expedia.ca/Chesterfield-Lodges.d9530-aaLodges.Travel-Guide-Accommodation) - [Townhomes in Chesterfield ](https://expedia.ca/Chesterfield-Townhomes.d9530-aaTownhomes.Travel-Guide-Accommodation) - [Farmstay in Chesterfield ](https://expedia.ca/Chesterfield-Agritourism.d9530-aaAgritourism.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Chesterfield? ### What's the top vacation rental that Chesterfield has to offer? ### How many vacation rentals are there in Chesterfield? ### What can I see and do in Chesterfield? ### What are vacation rentals like in Chesterfield? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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