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
Guesthouse in Mount Horeb
4.97 out of 5 average rating, 549 reviewsCool, Scenic Country Art Studio
Guest favourite
Guesthouse in Belleville
4.98 out of 5 average rating, 215 reviewsStill Point Tiny House - (Zero Added Cleaning Fee)
Guest favourite
Yurt in Cambridge
4.97 out of 5 average rating, 548 reviewsYurtCation
Guest favourite
Cabin in Edgerton
4.89 out of 5 average rating, 200 reviewsThe Overlook on Lake Koshkonong - Custom Log Cabin
Guest favourite
Guest suite in Madison
4.97 out of 5 average rating, 488 reviewsLakefront downtown private 3 BR. Kayaks. Hot tub.
Guest favourite
Home in Madison
4.97 out of 5 average rating, 106 reviewsLakeview Loft - Downtown Madison
Guest favourite
Loft in Monroe
4.99 out of 5 average rating, 126 reviewsLoft 3 - On The Historic Monroe Square
Guest favourite
Guesthouse in Stoughton
4.94 out of 5 average rating, 333 reviewsCountry cabin, birders paradise.
Quick stats about holiday rentals in Madison
Total rentals
640 properties
Rentals with dedicated workspaces
330 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
200 properties allow pets
Family-friendly rentals
320 properties are a good fit for families
Total number of reviews
36K reviews
Destinations to explore
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