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
11–18 Dec
Home in Galena
4.95 out of 5 average rating, 201 reviewsPeaceful, Cozy Home w/ Club Amenities in Galena.
27 Dec – 3 Jan
Home in Galena
4.95 out of 5 average rating, 106 reviewsAwesome Lodge in Galena Territory
12–19 Jan
Home in Galena
4.93 out of 5 average rating, 121 reviewsThe Beauty on Belden: minutes from amenities!
12–19 Dec
Home in Galena
4.97 out of 5 average rating, 124 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
2–9 Feb
Home in Galena
4.97 out of 5 average rating, 125 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
29 Jul – 5 Aug
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
10–17 Jan
Home in Galena
4.89 out of 5 average rating, 106 reviewsSweet Escape~Galena Territory~Hot Tub~Pool Table
24–31 Oct
Weekly house rentals
Home in Poynette
4.86 out of 5 average rating, 227 reviewsQuietwater-Hot Tub, Peaceful, On Water, Sandbars!
10–17 Nov
Home in Watertown
4.97 out of 5 average rating, 125 reviewsBeautiful Victorian in Historic District
4–11 Nov
Home in Madison
4.81 out of 5 average rating, 147 reviewsHouse on water! Near UW, Capital & Alliant Center
4–11 Dec
Home in Madison
4.9 out of 5 average rating, 153 reviewsRichard's House
2–9 Apr
Home in Wales
4.92 out of 5 average rating, 146 reviewsBeautifully Restored Historic Victorian
6–13 Jan
Home in Monroe
4.82 out of 5 average rating, 161 reviewsClose to historic downtown
5–12 Dec
Home in Gratiot
4.99 out of 5 average rating, 203 reviewsThe Old Farmhouse
29 Aug – 5 Sept
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 Mineral Point
4.96 out of 5 average rating, 110 reviewsSerenity Cottage in Mineral Point, WI
7–14 Apr
Home in North Freedom
4.91 out of 5 average rating, 204 reviewsRoseWall
28 Nov – 5 Dec
Home in Fontana-on-Geneva Lake
4.96 out of 5 average rating, 165 reviewsThe Little Farm Fontana 5 min from Geneva Lake!
17–24 Jan
Home in Harvard
4.95 out of 5 average rating, 164 reviewsSanctuary Woodland Guest House!
26 Nov – 3 Dec
Home in McFarland
4.86 out of 5 average rating, 125 reviewsLovely Waterfront Two Bedroom House
31 Jan – 7 Feb
Home in Roscoe
4.99 out of 5 average rating, 274 reviews* Travelers Sanctuary 2/2, deck, native garden.
29 Jan – 5 Feb
Home in Lake Geneva
4.98 out of 5 average rating, 280 reviewsNEW RENO Blue Bungalow DT Lake Geneva Walk to Lake
24 Feb – 3 Mar
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
15K reviews
Destinations to explore
- Milwaukee Holiday rentals
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