
Holiday rentals 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
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Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison
Guest favourite

Flat in Regent
4.94 out of 5 average rating, 66 reviewsCamp Randall - FREE parking! Walk to everywhere!
Guest favourite

Private room in Bay Creek
4.94 out of 5 average rating, 119 reviewsOn Water in Madison-middle room
Top guest favourite

Tiny home in Oregon
4.95 out of 5 average rating, 19 reviewsLe Gallus Palace - A Tiny House
Superhost

Flat in Arbor Hills
4.75 out of 5 average rating, 28 reviewsPrivate 2BR Apartment Centrally Located in Madison
Guest favourite

Flat in Madison
4.91 out of 5 average rating, 35 reviewsDowntown Historic Studio. Unit L.
Top guest favourite

Bungalow in Westmorland
4.95 out of 5 average rating, 62 reviewsSunny, spacious home, conveniently located.

Home in Madison
4.75 out of 5 average rating, 4 reviewsHistoric guesthouse near UW
Superhost

Flat in Madison
4.67 out of 5 average rating, 6 reviewsThe Wilson: Historic Downtown Apts. Unit J
Quick stats about holiday rentals in Madison
Total rentals
700 properties
Total number of reviews
41K reviews
Family-friendly rentals
320 properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
390 properties have a dedicated workspace
Destinations to explore
- Chicago Holiday rentals
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- Flat rentals Madison
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- Apartment rentals Madison
- Wilderness Territory
- Devil's Lake State Park
- Kalahari Resorts Wisconsin Dells
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Mt. Olympus Parks, Outdoor Theme Park
- Chula Vista Resort Water Parks
- Wisconsin State Capitol
- Mirror Lake State Park
- Lake Kegonsa State Park
- Yellowstone Lake State Park
- Devil's Head Resort
- Tyrol Basin
- Kalahari Indoor Water Park
- Cabin 857-1- Christmas Mountain Village
- Henry Vilas Zoo
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Alligator Alley
- Wild Rock Golf Club
- Lost World Water Park
- Tom Foolerys Adventure Park
- Wild West water park
- Cascade Mountain
- University Ridge Golf Course