Holiday houses in Madison
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Top-rated holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison
Guest favourite
Rental unit in Verona
4.97 out of 5 average rating, 227 reviewsSpacious Basement Apartment near Epic and Madison
Guest favourite
Farm stay in Argyle
4.98 out of 5 average rating, 261 reviewsRustic Barn Loft at Oak Springs Farm
Guest favourite
Place to stay in Brodhead
4.98 out of 5 average rating, 101 reviewsHistoric Randall Schoolhouse
Guest favourite
Home in Shullsburg
5 out of 5 average rating, 110 reviewsThe Car Wash Inn A Unique Stay
Guest favourite
Guest suite in Sussex
4.96 out of 5 average rating, 254 reviewsThe Loft @ The Butler Place. 1846 homestead.
Guest favourite
Cabin in Whitewater
4.94 out of 5 average rating, 308 reviewsGlamping Cabin on Cold SpringTree Farm
Guest favourite
Guesthouse in Stoughton
4.94 out of 5 average rating, 342 reviewsCountry cabin, birders paradise.
Guest favourite
Farm stay in Viola
4.99 out of 5 average rating, 173 reviewsGuesthouse at Griff Run - Tiny House, Sleeps 2
Quick stats about holiday rentals in Madison
Total rentals
660 properties
Total number of reviews
37K reviews
Family-friendly rentals
320 properties are a good fit for families
Pet-friendly rentals
210 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
350 properties have a dedicated workspace
Destinations to explore
- Milwaukee Holiday rentals
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