Madison holiday homes
We found 229 holiday rentals — enter your dates for availability
If you are looking to stay near Dane County Regional Airport (MSN), scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Madison, WI (MSN-Dane County Regional)
Showing deals for:14 Nov - 21 Nov
Image gallery for Luxurious Country Retreat
1010 out of 10 rating
Exceptional
(12 reviews)
Luxurious Country Retreat
Mount Horeb, WI
8% off
Price is NZ$14,541
NZ$14,541
NZ$2,077 nightly
Includes taxes & fees
Image gallery for Madison & ~UW~-Madison Area Lakefront Home
1010 out of 10 rating
Exceptional
(194 reviews)
Madison & ~UW~-Madison Area Lakefront Home
McFarland, WI
8% off
Price is NZ$6,010
NZ$6,010
NZ$859 nightly
Includes taxes & fees
Image gallery for Beautiful Lake Monona Home-Minutes to Downtown Madison
1010 out of 10 rating
Exceptional
(22 reviews)
Beautiful Lake Monona Home-Minutes to Downtown Madison
Madison, WI
8% off
Price is NZ$33,739
NZ$33,739
NZ$4,820 nightly
Includes taxes & fees
Image gallery for Cute & Cozy Cottage
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Cute & Cozy Cottage
McFarland, WI
8% off
Price is NZ$2,565
NZ$2,565
NZ$366 nightly
Includes taxes & fees
Image gallery for Cozy 4+ Bed 3 Bath Screened in Porch, Fire Pit, yard games - 19 min to Madison
1010 out of 10 rating
Exceptional
(36 reviews)
Cozy 4+ Bed 3 Bath Screened in Porch, Fire Pit, yard games - 19 min to Madison
Deerfield, WI
17% off
Price is NZ$6,079
NZ$6,079
NZ$868 nightly
Includes taxes & fees
Image gallery for Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
Cottage Grove, WI
8% off
Price is NZ$3,971
NZ$3,971
NZ$567 nightly
Includes taxes & fees
Image gallery for Your place to get away from it all. Only 20 miles to Madison
1010 out of 10 rating
Exceptional
(34 reviews)
Your place to get away from it all. Only 20 miles to Madison
Cambridge, WI
8% off
Price is NZ$7,648
NZ$7,648
NZ$1,093 nightly
Includes taxes & fees
Image gallery for Madison 3 BR Cottage on 3000 acre Lake Kegonsa. Kayaks & Pontoon
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Madison 3 BR Cottage on 3000 acre Lake Kegonsa. Kayaks & Pontoon
Stoughton, WI
9% off
Price is NZ$3,139
NZ$3,139
NZ$448 nightly
Includes taxes & fees
Image gallery for Luxurious Mid-Century Modern close to Camp Randall Stadium
1010 out of 10 rating
Exceptional
(5 reviews)
Luxurious Mid-Century Modern close to Camp Randall Stadium
Madison, WI
8% off
Price is NZ$23,510
NZ$23,510
NZ$3,359 nightly
Includes taxes & fees
Image gallery for Cannery Square Short Term Rentals -104 by Patriot
9.69.6 out of 10 rating
Exceptional
(39 reviews)
Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie, WI
7% off
Price is NZ$2,962
NZ$2,962
NZ$423 nightly
Includes taxes & fees
Image gallery for Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
McFarland, WI
11% off
Price is NZ$5,640
NZ$5,640
NZ$806 nightly
Includes taxes & fees
Image gallery for Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
8.68.6 out of 10 rating
Excellent
(9 reviews)
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Madison, WI
12% off
Price is NZ$8,943
NZ$8,943
NZ$1,278 nightly
Includes taxes & fees
Image gallery for Plan your reunion/gathering now in beautiful rural South Central Wisconsin
1010 out of 10 rating
Exceptional
(162 reviews)
Plan your reunion/gathering now in beautiful rural South Central Wisconsin
Deerfield, WI
6% off
Price is NZ$11,961
NZ$11,961
NZ$1,709 nightly
Includes taxes & fees
Image gallery for Large Home close to everything, Dogs welcome.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Large Home close to everything, Dogs welcome.
Madison, WI
6% off
Price is NZ$9,718
NZ$9,718
NZ$1,388 nightly
Includes taxes & fees
Image gallery for Updated 3 bed + office ranch home close to Downtown Madison
1010 out of 10 rating
Exceptional
(16 reviews)
Updated 3 bed + office ranch home close to Downtown Madison
Madison, WI
12% off
Price is NZ$6,045
NZ$6,045
NZ$864 nightly
Includes taxes & fees
Image gallery for Madison Lakefront Cottage, 10 mt to dt Madison ~ 1 mile to bike trail
1010 out of 10 rating
Exceptional
(25 reviews)
Madison Lakefront Cottage, 10 mt to dt Madison ~ 1 mile to bike trail
McFarland, WI
8% off
Price is NZ$7,078
NZ$7,078
NZ$1,011 nightly
Includes taxes & fees
Image gallery for Lake Kegonsa 1BR Cottage 15 Min.to Madison,Sleeps 3 ,Kayaks
1010 out of 10 rating
Exceptional
(53 reviews)
Lake Kegonsa 1BR Cottage 15 Min.to Madison,Sleeps 3 ,Kayaks
Stoughton, WI
9% off
Price is NZ$1,511
NZ$1,511
NZ$216 nightly
Includes taxes & fees
Image gallery for Cannery Square Unit - 106 by Patriot Properties
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Cannery Square Unit - 106 by Patriot Properties
Sun Prairie, WI
7% off
Price is NZ$2,978
NZ$2,978
NZ$425 nightly
Includes taxes & fees
Image gallery for Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
1010 out of 10 rating
Exceptional
(39 reviews)
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Madison, WI
8% off
Price is NZ$3,308
NZ$3,308
NZ$473 nightly
Includes taxes & fees
Image gallery for Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie, WI
8% off
Price is NZ$4,798
NZ$4,798
NZ$685 nightly
Includes taxes & fees
Image gallery for Spacious & Secluded Madison Home Near Dtwn!
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Spacious & Secluded Madison Home Near Dtwn!
Madison, WI
11% off
Price is NZ$9,774
NZ$9,774
NZ$1,396 nightly
Includes taxes & fees
Image gallery for Beautiful White Barn
1010 out of 10 rating
Exceptional
(64 reviews)
Beautiful White Barn
Mazomanie, WI
8% off
Price is NZ$5,495
NZ$5,495
NZ$785 nightly
Includes taxes & fees
Image gallery for Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
1010 out of 10 rating
Exceptional
(20 reviews)
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
Middleton, WI
8% off
Price is NZ$5,237
NZ$5,237
NZ$748 nightly
Includes taxes & fees
Image gallery for Lovely Waterfront Two Bedroom House
1010 out of 10 rating
Exceptional
(28 reviews)
Lovely Waterfront Two Bedroom House
McFarland, WI
8% off
Price is NZ$2,723
NZ$2,723
NZ$389 nightly
Includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Madison
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Cute & Cozy Cottage
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Conveniently Located just off University Avenue on Madison's West Side
Sleeps 12 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
124 reviews(124 reviews)
Two Bedroom Cottage with Great Lake Views!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Peaceful Madison-Dane County Area Retreat
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
A TOUCH OF COUNTRY LIVING Minutes from Madison
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value