Holiday rentals in Madison
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Guest house in Stoughton
4.94 out of 5 average rating, 330 reviewsCountry cabin, birders paradise.
16–23 Dec
€ 99 per night
Guest favourite
Guest house in Belleville
4.98 out of 5 average rating, 211 reviewsStill Point Tiny House - (Zero Added Cleaning Fee)
15–22 Feb
€ 93 per night
Guest favourite
Guest house in Mount Horeb
4.97 out of 5 average rating, 544 reviewsCool, Scenic Country Art Studio
15–22 Aug
€ 122 per night
Guest favourite
Home in Madison
4.91 out of 5 average rating, 132 reviewsTranquil Bay Creek Home: Ideal location
24 Apr – 1 May
€ 185 per night
Guest favourite
Home in Madison
4.99 out of 5 average rating, 300 reviewsBeautiful 3 Bedroom Apartment, Kitchen, Fireplace
7–14 Aug
€ 188 per night
Guest favourite
Guest suite in Madison
4.97 out of 5 average rating, 479 reviewsLakefront downtown private 3 BR. Kayaks. Hot tub.
23–30 Nov
€ 821 per night
Guest favourite
Yurt in Cambridge
4.97 out of 5 average rating, 544 reviewsYurtCation
2–9 Mar
€ 136 per night
Guest favourite
Flat in New Glarus
5.0 out of 5 average rating, 336 reviewsThe Hideout In Downtown New Glarus
14–21 Oct
€ 160 per night
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
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Wisconsin Dells Holiday rentals
- Schaumburg Holiday rentals
- Oshkosh Holiday rentals
- Galena Holiday rentals
- Lake Wisconsin Holiday rentals
- Sheboygan Holiday rentals
- Appleton Holiday rentals
- Dubuque Holiday rentals
- Rockford Holiday rentals
- Chicago Holiday rentals
- House rentals Madison
- Rentals with pools Madison
- Cabin rentals Madison
- Rentals with lake access Madison
- Waterfront rentals Madison
- Rentals with breakfast Madison
- Rentals with a fireplace Madison
- Flat rentals Madison
- Monthly Rentals Madison
- Pet-friendly rentals Madison
- Rentals with a washing machine and dryer Madison
- Rentals with a hot tub Madison
- Rentals with a patio Madison
- Rentals with beach access Madison
- Private suite rentals Madison
- Family-friendly rentals Madison
- Family-friendly rentals Madison
- Rentals with a firepit Madison
- Cottage rentals Madison
- Rentals with outdoor seating Madison
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom