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Search results; Over 1,000 homes in Windsor

Top guest favourite
Home in Windsor
3BR,1.5Ba half-duplex w/driveway near golf course
3 bedrooms, 4 beds, 1.5 private bathrooms
1–6 Aug
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4.83 out of 5 average rating, 179 reviews
Guest favourite
Home in Windsor
Par-fect Escape on Lake Windsor Golf Course
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Home in DeForest
HomeOnTheRight: Lvng rm, Fmly rm, 2 Bthrm w/ showr
4.97 out of 5 average rating, 72 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Jul
Guest favourite
Flat in DeForest
Private DeForest Flat| *Walk to Parks*
4.92 out of 5 average rating, 118 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Room in DeForest
Peaceful Home
4.61 out of 5 average rating, 28 reviews, 1 king bed, 2 bathrooms
20–25 Jul
Guest favourite
Flat in DeForest
30 mins to capital and 45 mins to Devil’s lake
4.95 out of 5 average rating, 84 reviews, 2 bedrooms, 5 beds, 1 bathroom
21–26 Aug
Top guest favourite
Home in Sun Prairie
Nothing Else Like It!
4.97 out of 5 average rating, 155 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Sun Prairie
Private Pool - Hot Tub - Sauna - Game Room - Pets
New place to stay, 4 bedrooms, 8 beds, 2.5 bathrooms
31 Aug – 7 Sept
Guest favourite
Townhouse in Sun Prairie
Capital City-3 BR with Fireplace Sleeps 12
4.98 out of 5 average rating, 49 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
Home in Windsor
Beautiful place to relax and enjoy feel like home.
4.73 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cabin in Merrimac
Quiet, Peaceful A-Frame Chalet
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Flat in Windsor
Golf Course View Apartment
5.0 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Aug
Guest favourite
Cabin in Merrimac
Lakeview Cabin> Unique Mid-Century Tucked in Bluff
4.92 out of 5 average rating, 269 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Flat in Stoughton
Driftwood Den - Downtown Stoughton - Sleeps 6
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Cabin in Poynette
Riverfront Lodging. Beach, Boat, Fish, Hike. #1
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Camper van/Motorhome in Dane
Cowboy Hitching Post - Western stay by the Horses
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, WC
20–25 Jul
Flat in Madison
North Star Abode
New place to stay, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Guest house in Sun Prairie
Charming Milkhouse Cottage, minutes from Madison!
4.98 out of 5 average rating, 402 reviews, 1 bed, 1 bathroom
2–7 Aug
Superhost
Townhouse in Madison
Quiet Eastside Madison Home
4.91 out of 5 average rating, 379 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Sept