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
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Popular amenities for Madison house rentals
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
2–9 Feb
Home in Galena
4.93 out of 5 average rating, 107 reviewsAwesome Lodge in Galena Territory
15–22 Feb
Home in Galena
4.92 out of 5 average rating, 185 reviewsGalena Getaway
7–14 May
Home in Galena
4.97 out of 5 average rating, 125 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
11–18 Jun
Home in Galena
4.97 out of 5 average rating, 125 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
2–9 Feb
Home in Galena
4.92 out of 5 average rating, 108 reviewsBoulder Creek
19–26 Oct
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
9–16 Mar
Home in Spring Green
5.0 out of 5 average rating, 22 reviewsThe Hemlock/$0 Cleaning Fee/Hot Tub/Golf
20–27 Apr
Weekly house rentals
Home in Madison
4.81 out of 5 average rating, 147 reviewsHouse on water! Near UW, Capital & Alliant Center
24–31 Jul
Home in Poynette
4.86 out of 5 average rating, 227 reviewsQuietwater-Hot Tub, Peaceful, On Water, Sandbars!
18–25 Oct
Home in Monroe
4.82 out of 5 average rating, 163 reviewsClose to historic downtown
29 Aug – 5 Sep
Home in Watertown
4.97 out of 5 average rating, 126 reviewsBeautiful Victorian in Historic District
29 Jul – 5 Aug
Home in Oregon
4.99 out of 5 average rating, 150 reviewsContemporary home near Madison
12–19 Feb
Home in Madison
4.9 out of 5 average rating, 153 reviewsRichard's House
1–8 Apr
Home in Madison
4.91 out of 5 average rating, 108 reviewsFind Your Suite Here For a Sweet Price
9–16 Aug
Home in Monroe
4.91 out of 5 average rating, 135 reviewsCute, century-old house in Monroe
Private house rentals
Home in Edgerton
4.93 out of 5 average rating, 256 reviewsVast Lake Koshkonong Views from Pier, Deck, & Home
13–20 Aug
Home in North Freedom
4.91 out of 5 average rating, 204 reviewsRoseWall
10–17 Jan
Home in Edgerton
4.98 out of 5 average rating, 129 reviewsCozy Lake Home on Water: Large deck, Yard & Dock
6–13 Jan
Home in Roscoe
4.99 out of 5 average rating, 274 reviews* Travelers Sanctuary 2/2, deck, native garden.
27 May – 3 Jun
Home in Lake Mills
4.88 out of 5 average rating, 125 reviewsBeautiful Lake Home.
9–16 Oct
Home in Fontana-on-Geneva Lake
4.96 out of 5 average rating, 165 reviewsThe Little Farm Fontana 5 min from Geneva Lake!
14–21 Dec
Home in Elkhorn
4.98 out of 5 average rating, 112 reviewsRed Lodge~Hot Tub~Game Room~3 Decks~Near Lake!
20–27 Jan
Home in McFarland
4.85 out of 5 average rating, 84 reviewsThe little Green Birdhouse-McFarland/Monona
27 Sep – 4 Oct
Quick stats about house rentals in Madison
Total rentals
310 properties
Wi-Fi availability
310 properties include access to Wi-Fi
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
15K reviews
Destinations to explore
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