Book Holiday Homes in South Madison
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Featured Holiday Homes in South Madison
A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie WI
The price is AU$528 per night from 1 Jan to 2 Jan
AU$528
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Sun Prairie, you'll be within a 10-minute walk of Sun Prairie Historical Library and Museum and Angell Park Speedway.
Private Pool - HOT TUB - Sauna - Game Room - Pets
Sun Prairie Wisconsin
Located in Sun Prairie, this vacation home is within a 5-minute drive of Sun Prairie Historical Library and Museum and Sun Prairie Family Aquatic Center.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison WI
With a stay at this vacation home in Madison (Faircrest), you'll be within a 10-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
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The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb WI
The price is AU$309 per night from 29 Dec to 30 Dec
AU$309
29 Dec - 30 Dec
includes taxes & fees
A stay at this vacation home places you in the heart of Mount Horeb, within a 5-minute walk of Mount Horeb Chamber of Commerce Welcome Center and Boeck's ...
On the Yahara River, access to Madison Lakes
Monona WI
With a stay at this vacation home in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Verona WI
Located in Verona, this vacation home is on a lake, a 5-minute drive from Goodman Aquatic Center and 8 minutes from Summer Frolic Sunrise Park.
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie WI
The price is AU$860 per night from 29 Dec to 30 Dec
AU$860
29 Dec - 30 Dec
includes taxes & fees
Located in Sun Prairie, this vacation home is a 4-minute drive from American Center and 5 minutes from Token Creek Park Dog Park.
Amazing townhouse, amazing attractions, amazing city!
Monona WI
With a stay at this vacation home in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Cambridge WI
When you stay at this vacation home in Cambridge, you'll be on a lake, within a 5-minute drive of Lake Ripley Park Beach and Cambridge Historic School ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
South Madison Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Madison vacation homes are the perfect way for you to wing it.
Holiday houses in South Madison let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Madison in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Madison adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Madison with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Madison vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
South Madison Holiday Homes essential information
Accommodation | 134 Holiday Homes |
|---|---|
Lowest Price | AU$93 |
Highest Price | AU$860 |
Popular accommodation | A Pleasant Retreat- No Cleaning Fee & New Discounts, Private Pool - HOT TUB - Sauna - Game Room - Pets, Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access, The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort , On the Yahara River, access to Madison Lakes, Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail, Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown, Amazing townhouse, amazing attractions, amazing city!, Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI |
Top trending hotels in South Madison
Wyndham Garden Madison Fitchburg
2969 Cahill Main Madison WI
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 5 Jan to 6 Jan
AU$131
5 Jan - 6 Jan 2026
includes taxes & fees
When you stay at Wyndham Garden Madison Fitchburg in Madison, you'll be in the business district, within a 15-minute drive of University of Wisconsin-Madison ...
Comfort Inn & Suites Madison East Interstate I-90
3510 Mill Pond Road Madison WI
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 4 Jan to 5 Jan
AU$132
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Comfort Inn & Suites Madison East Interstate I-90 in Madison, you'll be in the entertainment district, within a 15-minute drive of University ...
AmericInn by Wyndham Madison South
101 W Broadway Madison WI
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 2 Jan to 3 Jan
AU$132
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at AmericInn by Wyndham Madison South in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy ...
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Baymont Inn & Suites by Wyndham Madison
2810 Coho Street Madison WI
Fully refundableReserve now, pay when you stay
The price is AU$93 per night from 27 Jan to 28 Jan
AU$93
27 Jan - 28 Jan 2026
includes taxes & fees
With a stay at Baymont Inn & Suites by Wyndham Madison in Madison (Leopold), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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^Subject to availability and chosen travel dates.