Book Holiday Homes in South Madison

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Featured Holiday Homes in South Madison

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts

Sun Prairie
The price is AU$466 per night from 3 Jan to 4 Jan
AU$466
includes taxes & fees
3 Jan - 4 Jan 2025
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.
A Pleasant Retreat- No Cleaning Fee & New Discounts
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison
With a stay at this vacation home in Madison, you'll be within a 10-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Monona
The price is AU$838 per night from 1 Jan to 2 Jan
AU$838
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at this vacation home in Madison (Monona), you'll be within a 15-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

Monona
With a stay at this vacation home, you'll be centrally located in Madison, within a 15-minute drive of University of Wisconsin-Madison and Camp Randall ...
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Two bedroom suite with city views  in the heart of downtown Madison

Two bedroom suite with city views in the heart of downtown Madison

Madison
The price is AU$584 per night from 24 Dec to 25 Dec
AU$584
includes taxes & fees
24 Dec - 25 Dec
With a stay at this vacation home, you'll be centrally located in Madison, a 3-minute drive from University of Wisconsin-Madison and 5 minutes from Camp Randall ...
Two bedroom suite with city views in the heart of downtown Madison
Studio queen with views of Lake Monona in the heart of downtown Madison

Studio queen with views of Lake Monona in the heart of downtown Madison

Madison
The price is AU$375 per night from 24 Dec to 25 Dec
AU$375
includes taxes & fees
24 Dec - 25 Dec
With a stay at this vacation home, you'll be centrally located in Madison, a 3-minute drive from University of Wisconsin-Madison and 5 minutes from Camp Randall ...
Studio queen with views of Lake Monona in the heart of downtown Madison
Bears Den:  Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2 out of 5
Cambridge
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 ...
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona

Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona

Madison
The price is AU$730 per night from 5 Jan to 6 Jan
AU$730
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Madison, this vacation home is within a 15-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona
Eagle's Landing on the Rock River, Pontoon available for additional fee

Eagle's Landing on the Rock River, Pontoon available for additional fee

Edgerton
Located in Edgerton, this vacation home is on the waterfront, within a 10-minute drive of Edgerton Towne Country Club and Edgerton Hospital And Health Svs.
Eagle's Landing on the Rock River, Pontoon available for additional fee
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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
118 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$838
Popular accommodation
A Pleasant Retreat- No Cleaning Fee & New Discounts, Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access, Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!, Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path, Two bedroom suite with city views in the heart of downtown Madison, Studio queen with views of Lake Monona in the heart of downtown Madison, Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI, Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona , Eagle's Landing on the Rock River, Pontoon available for additional fee

Top trending hotels in South Madison

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 24 Dec to 25 Dec
AU$127
includes taxes & fees
24 Dec - 25 Dec
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 Camp Randall ...
Baymont Inn & Suites by Wyndham Madison
Home2 Suites by Hilton Madison Central Alliant Energy Center

Home2 Suites by Hilton Madison Central Alliant Energy Center

3 out of 5
2153 Rimrock Rd, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 29 Dec to 30 Dec
AU$187
includes taxes & fees
29 Dec - 30 Dec
Located in Madison, Home2 Suites by Hilton Madison Central Alliant Energy Center is a 2-minute drive from Alliant Energy Center and 6 minutes from Monona Terrace ...
Home2 Suites by Hilton Madison Central Alliant Energy Center
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

2.5 out of 5
1602 W Beltline Hwy, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 25 Dec to 26 Dec
AU$115
includes taxes & fees
25 Dec - 26 Dec
With a stay at Super 8 by Wyndham Madison South in Madison, you'll be within a 10-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Super 8 by Wyndham Madison South
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Holiday Inn Express & Suites Madison Central, an IHG Hotel

Holiday Inn Express & Suites Madison Central, an IHG Hotel

2.5 out of 5
610 John Nolen Dr, Madison, WI
The price is AU$200 per night from 30 Dec to 31 Dec
AU$200
includes taxes & fees
30 Dec - 31 Dec
When you stay at Holiday Inn Express & Suites Madison Central, an IHG Hotel in Madison, you'll be in the business district, within a 5-minute drive of Alliant ...
Holiday Inn Express & Suites Madison Central, an IHG Hotel
Don't see what you're looking for?
See all available properties in South Madison
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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.