Title: Chester, SD Condos for Rent | Expedia.com [Hotels in Chester](https://expedia.com/Chester-Hotels.d553248635975872311.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d553248635975872311.Travel-Guide-VacationRentals)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d553248635975872311.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d553248635975872311.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=553248635975872311&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248635975872311&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 three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635975872311&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) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248635975872311&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Chester ![Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/ec4d7248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/b7b6fdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/38f3254d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/a3d5be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Madison SD [](https://www.expedia.com/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) Madison 7.8/10 Good (367 reviews) "Room was great lots of space" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet $72 nightly $80 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/52185064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/494e64ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/15408b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/e8bf3f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal River Casino and Hotel [](https://www.expedia.com/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) Flandreau 8.6/10 Excellent (580 reviews) "Hotel is clean, nice and quiet. The breakfast was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $105 nightly $120 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/0d87aea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/0d63719f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/5b7b337c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/e11a6b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Lakeview Hotel [](https://www.expedia.com/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) Madison 9.4/10 Exceptional (230 reviews) "Nice, clean spacious room with a good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clinton $115 nightly $127 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/ac136463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/47162c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed | Desk, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/3985819b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/fb6a9111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Madison [](https://www.expedia.com/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) Madison 6.4/10 (263 reviews) "nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia $59 nightly $66 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) ![Room, 1 King Bed, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/296932a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/e280cd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/e94f6951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/085661ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bilmar Inn & Suites Dell Rapids Near Sioux Falls [](https://www.expedia.com/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) Dell Rapids 7.0/10 Good (310 reviews) "Clean and friendly also just off interstate" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin and Dianne $70 nightly $76 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) ![Deluxe Suite, 1 King Bed, Non Smoking | Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/aecaa147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/cf46fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/9feef267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/c7efc5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Hartford SD [](https://www.expedia.com/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) Hartford 9.2/10 Wonderful (789 reviews) "Great hotel value. Clean, cozy, friendly staff and nice breakfast bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista $82 nightly $89 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.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=2026-03-21&endDate=2026-03-22®ionId=553248635975872311&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_553248635975872311) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+South+Dakota%2C+United+States+of+America®ionId=553248635975872311&latLong=43.894913%2C-96.92656&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+South+Dakota%2C+United+States+of+America®ionId=553248635975872311&latLong=43.894913%2C-96.92656&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE) ![](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%2FChester-Condos.d553248635975872311-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Condos.d553248635975872311-aaCondos.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Royal River Casino and Hotel](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/52185064_y.jpg) ### Royal River Casino and Hotel 10/10 Excellent "Yes it was wonderful " [](https://expedia.com/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) ![AmericInn by Wyndham Madison SD](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/ec4d7248_y.jpg) ### AmericInn by Wyndham Madison SD 6/10 Okay "The bathroom floor was dirty. The breakfast was very minimal compared to the advertised amenity. The pool had no heat, the pool room had no heat so unusable!" [](https://expedia.com/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) ![3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs](https://images.trvl-media.com/lodging/121000000/120230000/120226900/120226875/4f25961c_y.jpg) ### 3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs 10/10 Excellent "Great communication on arrival details. The house was an unexpected gem in Madison for our tournament weekend. Very family friendly! " [](https://expedia.com/Madison-Hotels-Welcome-DSU-Madison-Athletics-Aviation-Students-Dg-Friendly.h120226875.Hotel-Information) ![Super 8 by Wyndham Madison](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/ac136463_y.jpg) ### Super 8 by Wyndham Madison 8/10 Good " Clean room" [](https://expedia.com/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) ![Beautiful year round lake home! Sleeps 8 comfortably!](https://images.trvl-media.com/lodging/84000000/83710000/83708300/83708290/c4ee9dbd_y.jpg) ### Beautiful year round lake home! Sleeps 8 comfortably! 10/10 Excellent "Host was very accommodating and easy to work with. " [](https://expedia.com/Madison-Hotels-Beautiful-Year-Round-Lake-Home-Sleeps-8-Comfortably.h83708290.Hotel-Information) ![Bilmar Inn & Suites Dell Rapids Near Sioux Falls](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/296932a7_y.jpg) ### Bilmar Inn & Suites Dell Rapids Near Sioux Falls 6/10 Okay "Too. Okay. Staff nice but spoke little English" [](https://expedia.com/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) ![Best Western Plus Lakeview Hotel](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/0d87aea2_y.jpg) ### Best Western Plus Lakeview Hotel 10/10 Excellent "The room was what we needed. Staff, amenities, and help with requests were amazing as usual." [](https://expedia.com/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) ![Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8](https://images.trvl-media.com/lodging/104000000/103570000/103568500/103568434/ea1685a0_y.jpg) ### Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8 10/10 Excellent "Beautiful home and was perfect for a weekend getaway. " [](https://expedia.com/Madison-Hotels-Skeets-Retreat-A-Hidden-Gem-Of-Adventure-And-Relaxation-On-Lake-Herman.h103568434.Hotel-Information) ![Lake House • Water Views • Fire Pit • Dog Friendly](https://images.trvl-media.com/lodging/111000000/110410000/110401900/110401863/e2fdb70c_y.jpg) ### Lake House • Water Views • Fire Pit • Dog Friendly 10/10 Excellent "Superior spot for getting some Quiet time in the busy weekend " [](https://expedia.com/Madison-Hotels-The-Grandview-Lake-House.h110401863.Hotel-Information) ## Find out more about Chester ## Chester Condo Rentals information | Number of reviews | 1,750 | | ----------------- | --------------- | | Accommodation | 1 Condo Rentals | | Lowest Price | $66 | | Highest Price | $127 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Lakes Golf Course ](https://www.expedia.com/Lakes-Golf-Course-Hotels.0-l661494829109727232-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Wentworth ](https://www.expedia.com/Wentworth-Condos.d3000456474-aaCondos.Travel-Guide-Accommodation) - 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