Title: Southern Wisconsin Chalets from CA $901 | Expedia.ca [Southern Wisconsin Travel Guide](https://expedia.ca/Southern-Wisconsin.dx553248635975749457)[Hotels in Southern Wisconsin](https://expedia.ca/Southern-Wisconsin-Hotels.d553248635975749457.Travel-Guide-Hotels)[Vacation Rentals in Southern Wisconsin](https://expedia.ca/Southern-Wisconsin-Vacation-Rentals.d553248635975749457.Travel-Guide-VacationRentals)[Flights to Southern Wisconsin](https://expedia.ca/Cheap-Flights-To-Southern-Wisconsin.d553248635975749457.Travel-Guide-Flights)[Southern Wisconsin Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Wisconsin.d553248635975749457.Car-Rental-Guide)[Southern Wisconsin Vacation Packages](https://expedia.ca/Southern-Wisconsin.d553248635975749457.Destination-Travel-Guides) ![Madison Union terrace. Madison has so many things to do- rent out some boats, canoes, go hiking, walk the trails, or sit by the water and enjoy the beauty!](https://images.trvl-media.com/place/2424/1ae17386-9f32-4cb4-8233-d3c13889ea88.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kathleen Efferson # Search Chalets in Southern Wisconsin from CA $901 - ![](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 Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&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 one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southern Wisconsin chalets ![Exterior](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/9032f440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/aaa9476c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/fcc15aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75790000/75788800/75788745/e0b37a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Chalet & Indoor/Outdoor Spa, Firepit [](https://www.expedia.ca/Lyndon-Station-Hotels-Country-Chalet-IndoorOutdoor-Spa.h75788745.Hotel-Information) Lyndon Station 9.8/10 Exceptional (74) "Family trip to the area. Great location with plenty of space for group of 10\. Enjoyed the putting green, hot tub and fire pit. Would stay at this home again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey T. CA $469 CA $901 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Lyndon-Station-Hotels-Country-Chalet-IndoorOutdoor-Spa.h75788745.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=2026-01-04&endDate=2026-01-05®ionId=553248635975749457&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=COTTAGE) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America®ionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=APARTMENT) ![](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%2FSouthern-Wisconsin-Chalets.d553248635975749457-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Wisconsin-Chalets.d553248635975749457-aaChalets.Travel-Guide-Accommodation) ## Top Southern Wisconsin Hotel Reviews ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Everything was great and outstanding " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "Yes spotless room, front desk staff was amazing exceot for 1 gentlemen but regardless the others made up for him. Very attentive and willing to help with what we needed. " [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "They have one of the most comfortable beds and pillows I've ever felt. They are on my top 3 best sleeps. " [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "Clean rooms, friendly staff. Shuttle service is a plus " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "Room was clean and spacious. Staff were wonderful and friendly. I definitely recommend anyone who wants to experience the history of Milwaukee and the brewery to stay here. " [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![Tru by Hilton Madison West, WI](https://images.trvl-media.com/lodging/23000000/22170000/22166300/22166216/dd80421a_y.jpg) ### Tru by Hilton Madison West, WI 10/10 Excellent "All good" [](https://expedia.ca/Madison-Hotels-Tru-By-Hilton-Madison-West.h22166216.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Lovely stay!" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg) ### Drury Plaza Hotel Milwaukee Downtown 10/10 Excellent "The staff was great, very friendly and helpful. Grandkids enjoyed the pool and hot tub. Great breakfast. Would stay there again. " [](https://expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Timber Ridge Lodge and Waterpark](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/6d6345d6_y.jpg) ### Timber Ridge Lodge and Waterpark 10/10 Excellent "The property was very nice and the customer service was excellent." [](https://expedia.ca/Lake-Geneva-Hotels-Timber-Ridge-Lodge-And-Waterpark.h1043867.Hotel-Information) ## Find out more about Southern Wisconsin ## Southern Wisconsin Chalets information | Number of reviews | 61 | | ----------------- | --------- | | Accommodation | 1 Chalets | | Lowest Price | CA $901 | | Highest Price | CA $901 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Astico Hotels ](https://www.expedia.ca/Astico-Hotels.d553248635975847010.Travel-Guide-Hotels) - [Farmstay in Beaver Dam ](https://www.expedia.ca/Beaver-Dam-Agritourism.d6538-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Beaver Dam ](https://www.expedia.ca/Beaver-Dam-Apartments.d6538-aaApartments.Travel-Guide-Accommodation) - [B&B in Beaver Dam ](https://www.expedia.ca/Beaver-Dam-Bed-And-Breakfast.d6538-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Beaver Dam ](https://www.expedia.ca/Beaver-Dam-Cottages.d6538-aaCottages.Travel-Guide-Accommodation) - 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