House holiday rentals in Madison
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Top-rated house rentals in Madison
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Madison
House rentals with a pool
Home in Milton
4.85 out of 5 average rating, 184 reviewsTree Top House with mini indoor pool and sauna
20–27 Dec
Home in Galena
4.95 out of 5 average rating, 201 reviewsPeaceful, Cozy Home w/ Club Amenities in Galena.
31 Mar – 7 Apr
Home in Galena
4.97 out of 5 average rating, 174 reviewsNewly Renovated. Gorgeous Retreat!
10–17 Nov
Home in Galena
4.93 out of 5 average rating, 122 reviewsThe Beauty on Belden: minutes from amenities!
15–22 Dec
Home in Galena
4.97 out of 5 average rating, 101 reviewsMajor reno, photos coming! Hot tub, views, 6BR/6BA
6–13 Mar
Home in Galena
4.93 out of 5 average rating, 107 reviewsAwesome Lodge in Galena Territory
12–19 Jun
Home in Galena
4.82 out of 5 average rating, 277 reviewsGalena Retreat - Eagle Ridge Territories
10–17 Apr
Home in Galena
4.92 out of 5 average rating, 185 reviewsGalena Getaway
7–14 May
Weekly house rentals
Home in Madison
4.97 out of 5 average rating, 162 reviewsGreat location near the lake/bike loop!
23–30 Jul
Home in Watertown
4.97 out of 5 average rating, 126 reviewsBeautiful Victorian in Historic District
4–11 Apr
Home in Muscoda
4.96 out of 5 average rating, 264 reviewsCentury Old Charming Farmhouse Atop Rolling Hills
22 Feb – 1 Mar
Home in Wales
4.92 out of 5 average rating, 146 reviewsBeautifully Restored Historic Victorian
13–20 Jan
Home in Madison
4.91 out of 5 average rating, 152 reviewsCozy, Sunny Artist's House (UW/Near West)
14–21 Jan
Home in Briggsville
4.92 out of 5 average rating, 143 reviewsThe Lake House on beautiful Mason Lake
31 Mar – 7 Apr
Home in Madison
4.81 out of 5 average rating, 147 reviewsHouse on water! Near UW, Capital & Alliant Center
21–28 Aug
Home in Richland Center
4.94 out of 5 average rating, 214 reviewsGramps Getaway
21–28 Oct
Private house rentals
Home in Monroe
4.91 out of 5 average rating, 135 reviewsCute, century-old house in Monroe
Home in Madison
4.91 out of 5 average rating, 108 reviewsFind Your Suite Here For a Sweet Price
6–13 Oct
Home in Poynette
4.86 out of 5 average rating, 227 reviewsQuietwater-Hot Tub, Peaceful, On Water, Sandbars!
7–14 Oct
Home in Oregon
4.99 out of 5 average rating, 150 reviewsContemporary home near Madison
17–24 Mar
Home in Lake Mills
4.96 out of 5 average rating, 177 reviewsThe Treehouse
25 Oct – 1 Nov
Home in Mineral Point
4.96 out of 5 average rating, 110 reviewsSerenity Cottage in Mineral Point, WI
4–11 Jan
Home in North Freedom
4.91 out of 5 average rating, 204 reviewsRoseWall
11–18 Jan
Home in Harvard
4.95 out of 5 average rating, 164 reviewsSanctuary Woodland Guest House!
27 Apr – 4 May
Quick stats about house rentals in Madison
Total rentals
310 properties
Wifi availability
310 properties include access to wifi
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
210 properties are a good fit for families
Total number of reviews
15T reviews
Destinations to explore
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