Title: Southwest Wisconsin Cottages | Expedia.ca [Southwest Wisconsin Travel Guide](https://expedia.ca/Southwest-Wisconsin.dx6059824)[Hotels in Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin-Hotels.d6059824.Travel-Guide-Hotels)[Vacation Rentals in Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin-Vacation-Rentals.d6059824.Travel-Guide-VacationRentals)[Flights to Southwest Wisconsin](https://expedia.ca/Cheap-Flights-To-Southwest-Wisconsin.d6059824.Travel-Guide-Flights)[Southwest Wisconsin Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Wisconsin.d6059824.Car-Rental-Guide)[Southwest Wisconsin Vacation Packages](https://expedia.ca/Southwest-Wisconsin.d6059824.Destination-Travel-Guides) ![Madison featuring a house, a park and flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/86000/86957-Madison.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Southwest Wisconsin Cottage 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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6059824&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Southwest Wisconsin Cottages ![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73777400/73777367/d6f76761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73780000/73777400/73777367/4c0e3699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73777400/73777367/21159475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/74000000/73780000/73777400/73777367/0463efcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House on the River Black River Falls 10/10 Exceptional (77) "It was so amazing! Very clean and so cozy and we loved it in summer but want to come back for winter. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor T. CA $170 CA $297 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Black-River-Falls-Hotels-Tiny-On-The-River-A-Perfect-Sanctuary-For-Solitude-Or-A-Couples-Getaway.h73777367.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71680000/71679200/71679111/be4b4a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71680000/71679200/71679111/2f548a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71680000/71679200/71679111/76e92880.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/72000000/71680000/71679200/71679111/22596be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RiverFront Cottage>Private Pier>Firepit & Wildlife Princeton 10/10 Exceptional (40) "Beautiful place, definitely gives a cozy vibes. Good location. We had a wonderful stay, we will definitely book here again in the future. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan G. CA $138 CA $327 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Princeton-Hotels-RiverFront-Cottage-NEW-OWNER-SPECIALPrivate-Pier.h71679111.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108910000/108909000/108908982/f580eda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/109000000/108910000/108909000/108908982/a328dd16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108910000/108909000/108908982/3cce5cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108910000/108909000/108908982/49c9cfb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too! Milton 9.6/10 Exceptional (4) "This house was exactly what we were looking for. It was secluded from the hustle and bustle of everyday life. Yet, close enough to the city if you wanted to dip back in at any time. Would absolutely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $87 CA $218 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Milton-Hotels-Charming-2-Bedroom-Cottage-Near-Lake-Koshkonong-The-Overlook-Too.h108908982.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243460/cfa1fb21.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/102000000/101250000/101243500/101243460/4f43d36c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243460/99166f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243460/d56b5253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall on the lake: hot tub, firepit & cozy nights Wild Rose 10/10 Exceptional (13) "This was a great getaway for spring break with my kids and a friend. Despite it being cold we enjoyed kayaking and relaxing in the hot tub. Very peaceful! Definitely would book again in the summer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mikko H. CA $162 CA $468 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Wild-Rose-Hotels-Urban-Break-Lakeside-Retreat-Relax-Recharge.h101243460.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36810000/36805800/36805762/daa0b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/37000000/36810000/36805800/36805762/689b5247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36810000/36805800/36805762/5a6f44b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36810000/36805800/36805762/9ded05b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Comfy Cozy Cottage on Clowney Mineral Point 9.6/10 Exceptional (118) "Comfortable, easy stay for a weekend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $189 CA $293 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Mineral-Point-Hotels-A-Comfy-Cozy-Cottage-On-Clowney.h36805762.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95110000/95104800/95104761/02f88516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95110000/95104800/95104761/ee8348eb.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/96000000/95110000/95104800/95104761/07361e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95110000/95104800/95104761/ad4dcfb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walleye Waters Cottage Briggsville 10/10 Exceptional (6) "Everything was clean and the stress was very cute. Only a short drive to the dells" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah C. CA $151 CA $327 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Briggsville-Hotels-Wisconsin-Dells-Lake-Mason-Hideaway.h95104761.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114610000/114608800/114608730/e9b7ef1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114610000/114608800/114608730/32e6d183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114608800/114608730/de73367f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114610000/114608800/114608730/31722eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells Wisconsin Dells 10/10 Exceptional (9) "We had a great day at the 10 Fox. They thought of many of the things one might need with small kids. It was really great to have a house outside of town, but also not that far making it very convenient to pop into town. Molly was very responsive to the few questions we had. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia W. CA $196 CA $514 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Wisconsin-Dells-Hotels-Newly-Remodeled-3BR-Cottage-W-Hot-Tub-Fire-Pit-Near-Wisconsin-Dells.h114608730.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104290000/104289100/104289029/f98e8f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104290000/104289100/104289029/e5d0bbdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104290000/104289100/104289029/84df2bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104290000/104289100/104289029/40a43885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park Bagley 9.4/10 Exceptional (38) "Great cozy place near the river!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clint P. CA $202 CA $447 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Bagley-Hotels-Cozy-Cottage-Getaway-On-The-MississippiWisconsin-River-In-Wyalusing-State-Park.h104289029.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121740000/121737600/121737520/80c5fc81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/122000000/121740000/121737600/121737520/716a460f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/122000000/121740000/121737600/121737520/d2ca7176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121740000/121737600/121737520/9818b10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Winter Escape with Stunning River Views Johnson Creek CA $161 CA $215 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Johnson-Creek-Hotels-Cozy-Riverfront-Cottage-W-Kayaks-Fire-Pit-Near-Madison-Milwaukee.h121737520.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112650000/112645900/112645834/8c49d45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112650000/112645900/112645834/f9942016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112650000/112645900/112645834/f9fb58be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112650000/112645900/112645834/1e0b3e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries Merrimac 8.0/10 Very good (1) "Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheri M. CA $196 CA $342 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Merrimac-Hotels-Charming-Cottage-In-Lovely-Merrimac-Next-To-SkiGolfHikingBreweries.h112645834.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128115/3536958a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128115/8ac3e812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128115/5e09867a.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/73000000/72130000/72128200/72128115/f97b0d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells! Lyndon Station 9.8/10 Exceptional (36) "Great place for family to reconnect with each other ❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine A. CA $271 CA $539 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Lyndon-Station-Hotels-New-Listing-On-VRBO-Bright.h72128115.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104570000/104565100/104565016/560751c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104570000/104565100/104565016/65e43a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104570000/104565100/104565016/59d18b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104570000/104565100/104565016/5d60a623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly Sand Valley Lake Camelot Nekoosa 10/10 Exceptional (5) "Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin L. CA $298 CA $724 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Nekoosa-Hotels-Charming-Nekoosa-Home-With-Lake-Access.h104565016.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77580000/77571400/77571343/b3b834c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi](https://images.trvl-media.com/lodging/78000000/77580000/77571400/77571343/b0b4858c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77580000/77571400/77571343/afdafbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77580000/77571400/77571343/a99496d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mississippi River Front Property with amazing views! Harpers Ferry 9.0/10 Wonderful (12) "The property was exactly what we were looking for during our fall weekend gateway. We enjoyed the exceptional view of the Mississippi in the morning. And the hot tub at night. Great and easy communication with the property manager. We would come back again in a heart beat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gwen l. CA $491 CA $793 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Mississippi-River-Front-Property-With-Amazing-Views.h77571343.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/9eb586af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/67ab6d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/76047cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/4cfbb97a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Main St Fond du Lac: Retreat w/ Yard Fond du Lac CA $133 CA $278 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Fond-Du-Lac-Hotels-Walk-To-Main-St-Fond-Du-Lac-Retreat-W-Yard.h120836044.Hotel-Information) ![Family Cottage, Park View | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/ad234b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Private kitchen](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/99c2d13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Private kitchen](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/84c920c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Living area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/3aa91010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big River Escape Parkside Bungalow Winona CA $296 CA $330 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Winona-Hotels-Big-River-Escape-Parkside-Bungalow.h118639030.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83784500/83784415/c1eb9f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83790000/83784500/83784415/w1200h797x0y0-28698ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83790000/83784500/83784415/w1200h797x0y0-856a7610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83790000/83784500/83784415/acb87590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Taylor Lake Retreat directly on the Chain of Lakes Chain O' Lakes 9.0/10 Wonderful (22) "Beautiful place on the lake. We enjoyed staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquelyn L. CA $221 CA $559 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Waupaca-Hotels-Relaxing-Taylor-Lake-Retreat-Directly-On-The-Chain-Of-Lakes.h83784415.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118720000/118719200/118719117/65df328d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118720000/118719200/118719117/9aa294f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118720000/118719200/118719117/17ea7b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118720000/118719200/118719117/670ffe3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks. Cherry Valley 9.8/10 Exceptional (11) "Easy check-in. The kitchen had everything we needed, but we weren’t cooking much. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Connie W. CA $126 CA $302 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Cherry-Valley-Hotels-Charming-1-Bedroom-Cottage-In-Cherry-Valley-Within-Walking-Distance-To-Parks.h118719117.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111460000/111455400/111455358/f14483bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111460000/111455400/111455358/2465d454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111460000/111455400/111455358/e1c66e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111460000/111455400/111455358/ba39b507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage on the Fox River, in town location Omro 10/10 Exceptional (3) "Loved the location! We had some activities planned in Oshkosh and it's an easy, convenient drive. The cottage itself was comfortable for us. Ammenities are as described. Scenic backyard on the Fox River. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy S. CA $224 CA $352 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Omro-Hotels-Cozy-Cottage-On-The-Fox-River.h111455358.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96470000/96466300/96466281/w1024h662x0y10-46b25964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/97000000/96470000/96466300/96466281/w906h683x59y0-33766db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96470000/96466300/96466281/w902h683x61y0-a92b4150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96470000/96466300/96466281/w1017h683x3y0-4e66108a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Beach Cottage - 5 Minute Walk to Private Beach! Delavan 9.6/10 Exceptional (16) "We had a great stay at the blue cottage. It's in a quiet neighborhood with a private beach just a short walk away. The fenced backyard is a huge perk as well! The owner also is a good and quick communicator. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randi R. CA $403 CA $877 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Delavan-Hotels-Blue-Beach-Cottage-5-Minute-Walk-To-Private-Beach.h96466281.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110620000/110611400/110611369/8f0e86d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110620000/110611400/110611369/419473c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/111000000/110620000/110611400/110611369/6ee7653e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/111000000/110620000/110611400/110611369/12b98a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access The Galena Territory 10/10 Exceptional (13) "The cottage itself was great! It is a bit out of the way- It is also an HOA with many amenities, but they are miles away. We had some trouble navigating where to find the needed parking pass to utilize the amenities. The cottage is nestled among several other little cottages. Nice place, Galena is a lot of fun with very kind people!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy R. CA $158 CA $423 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Galena-Hotels-Cozy-2BR-Cottage-Fireplace-Dog-Friendly-Amenity-Access.h110611369.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=2025-11-29&endDate=2025-11-30®ionId=6059824&adults=2&lodging=COTTAGE&sort=RECOMMENDED&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%2FSouthwest-Wisconsin-Cottages.d6059824-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Wisconsin-Cottages.d6059824-aaCottages.Travel-Guide-Accommodation) ## Top Southwest Wisconsin Hotel Reviews ### Best Western West Towne Suites 10/10 Excellent "Nice and clean, safe grounds." [](https://expedia.ca/Madison-Hotels-Best-Western-West-Towne-Suites.h25566.Hotel-Information) ### Sunset Bay Resort 10/10 Excellent "Amazing stay " [](https://expedia.ca/Wisconsin-Dells-Hotels-Bakers-Sunset-Bay-Resort.h1051099.Hotel-Information) ### The Wisconsin Hotel & Conference Center 10/10 Excellent "Great newly renovated hotel. The bed was heavenly and the staff was very polite. Will go back again especially when the new restaurant & bar open. " [](https://expedia.ca/Wisconsin-Dells-Hotels-Clarion-Hotel-Suites.h1210363.Hotel-Information) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "Yes" [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ### La Quinta Inn & Suites by Wyndham Madison American Center 10/10 Excellent "Awesome stay" [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "Room was clean staff was friendly " [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ### Best Western Plus InnTowner Madison 10/10 Excellent "The staff are very nice and helpful. " [](https://expedia.ca/Madison-Hotels-Best-Western-Plus-InnTowner-Madison.h1919.Hotel-Information) ### DoubleTree by Hilton Madison Downtown 10/10 Excellent "Very clean rooms. Modern look. Great cookies on arrival. " [](https://expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-Downtown.h11944.Hotel-Information) ### avid Hotel Wisconsin Dells – Lake Delton by IHG 10/10 Excellent "Room was very clean. Breakfast and coffee were very good. Roof top lounge was sweet. Staff was very nice. Will definitely stay here again" [](https://expedia.ca/Baraboo-Hotels-Avid-Hotels-Lake-Delton-Dells-Area.h99802351.Hotel-Information) ## Find out more about Southwest Wisconsin ## Southwest Wisconsin Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do cottages in Southwest Wisconsin cost? > Cottages in Southwest Wisconsin range between and per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many cottages are there in Southwest Wisconsin? > Southwest Wisconsin has cottages to choose from. Select your travel dates, enter your destination and plan your next escape today. ### Why book your cottage in Southwest Wisconsin with Expedia? > Expedia has some terrific cottages in Southwest Wisconsin, so start packing your bags for a memorable vacay close to nature. If you're sticking to a budget, select how much you're willing to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right digs whatever your trip looks like. ### How can I find cheap cottages in Southwest Wisconsin? > With Expedia's helpful filter tool, booking cheap cottages in Southwest Wisconsin has never been easier. To discover properties that'll make your bank balance smile, refine your search results by star rating, budget and amenities. ### What is there to do in Southwest Wisconsin near my cottage? > Whether you enjoy shopping, dining, history or culture, Southwest Wisconsin offers something for everyone! The well-known city of Wisconsin Dells boasts loads of things to do, including [Rick Wilcox Magic Theater](https://www.expedia.ca/Rick-Wilcox-Magic-Theater-Wisconsin-Dells.d6094041.Vacation-Attraction), [Noah's Ark Waterpark](https://www.expedia.ca/Noahs-Ark-Waterpark-Wisconsin-Dells.d6094037.Vacation-Attraction) and [Timbavati Wildlife Park](https://www.expedia.ca/Timbavati-Wildlife-Park-Wisconsin-Dells.d6094045.Vacation-Attraction). If you're escaping to La Crosse, [Pettibone Park](https://www.expedia.ca/Pettibone-Park-La-Crosse.d6093973.Vacation-Attraction), [Swarthout Museum](https://www.expedia.ca/Swarthout-Museum-La-Crosse.d6093977.Vacation-Attraction) and [Grandad Bluff Park](https://www.expedia.ca/Grandad-Bluff-Park-La-Crosse.d6179236.Vacation-Attraction) should be on your to-do list. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Reedsburg](https://www.expedia.ca/4Star-Reedsburg-Hotels.s40-0-d9466.Travel-Guide-Filter-Hotels) - [B&B in Avoca](https://www.expedia.ca/Avoca-Bed-And-Breakfast.d3000422739-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Avoca Hotels](https://www.expedia.ca/Avoca-Hotels.d3000422739.Travel-Guide-Hotels) - [Apartments in Basswood](https://www.expedia.ca/Basswood-Apartments.d553248635975846898-aaApartments.Travel-Guide-Accommodation) - [B&B in Blue River](https://www.expedia.ca/Blue-River-Bed-And-Breakfast.d6360548-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Visit Richland Center](https://www.expedia.ca/Richland-Center.dx181163) - [Visit Sextonville](https://www.expedia.ca/Sextonville.dx771631968027873280) - [Tower Hill State Park](https://www.expedia.ca/Tower-Hill-State-Park-Spring-Green.d553248621561207065.Vacation-Attraction) - [Enterprise Rental Cars in Richland Center](https://www.expedia.ca/Enterprise-Car-Rentals-In-Richland-Center.d181163-c15.Car-Rental-Guide-Suppliers) - [Things to do in North Freedom](https://www.expedia.ca/Things-To-Do-In-North-Freedom.d6360547.Travel-Guide-Activities) - [Book Cottages in Southwest Wisconsin on Expedia.com](https://www.expedia.com/Southwest-Wisconsin-Cottages.d6059824-aaCottages.Travel-Guide-Accommodation)