South Madison Vacation Rentals

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Our top choices for South Madison vacation rentals

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
9.8 out of 10, Exceptional, (52 reviews)
"The location is wonderful. The river setting is beautiful. The pelicans are so fun to watch. Enjoyed all the rooms with tvs."
United States
Robert
The price is CA $326
CA $690 total
includes taxes & fees
May 11 - May 12
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (139 reviews)
"Small apartment for the price of a regular hotel room! Great decor 😎"
United States
jonathan
The price is CA $168
CA $194 total
includes taxes & fees
May 26 - May 27
The Dylin

2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
The price is CA $264
CA $560 total
includes taxes & fees
May 17 - May 18
2 Bedroom Apartment Downtown Sun Prairie!

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.4 out of 10, Exceptional, (8 reviews)
"Great place. Well outfitted and clean. Easy communication. No complaints and would return when in area."
United States
Mark W.
The price is CA $383
CA $1,153 total
includes taxes & fees
May 11 - May 12
Waterfront - Hot Tub - Sauna - Game Room - Pets

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful spacious property, extremely clean and excellent host!"
United States
Jen F.
The price is CA $451
CA $790 total
includes taxes & fees
May 13 - May 14
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Madison Blooms | 3BR Escape

Madison Blooms | 3BR Escape
Fitchburg
10.0 out of 10, Exceptional, (23 reviews)
"We enjoyed staying here. VERY nice house, easy access, clean, a lot of space, no issues. We would book here again!"
United States
Liz A.
The price is CA $516
CA $1,195 total
includes taxes & fees
May 10 - May 11
Madison Blooms | 3BR Escape

Cannery Square Short Term Rentals

Cannery Square Short Term Rentals
Sun Prairie
9.6 out of 10, Exceptional, (48 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is CA $174
CA $441 total
includes taxes & fees
May 10 - May 11
Cannery Square Short Term Rentals

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"Fairly private. "
United States
Cheryl H.
The price is CA $171
CA $309 total
includes taxes & fees
May 21 - May 22
Log Cabin at Lake Koshkonong - “The Overlook”

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is CA $201
CA $258 total
includes taxes & fees
May 17 - May 18
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Cannery Square Short Term Rentals

Cannery Square Short Term Rentals
Sun Prairie
The price is CA $135
CA $321 total
includes taxes & fees
May 17 - May 18
Cannery Square Short Term Rentals

Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
The price is CA $283
CA $376 total
includes taxes & fees
May 17 - May 18
Free Breakfast Pool & Hot Tub. Near UW-Madison

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is CA $178
CA $236 total
includes taxes & fees
May 17 - May 18
King Suite | Free Breakfast. Pool and Hot Tub

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (3 reviews)
"This stay was truly perfect! Our hosts thought of every single detail and more. The property was perfectly appointed with all the little touches that made it ideal for a quiet couple's getaway just outside Madison. We drove nearly 8 hours north from Kansas City to get here, so imagine how wonderful it was to walk into a warm, cozy, welcoming house that had snacks on hand and a pizza delivery number front and center waiting for us! Best part of all - it was dog-friendly! Our dog immediately felt...
United States
Heather P.
The price is CA $183
CA $316 total
includes taxes & fees
May 17 - May 18
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly
Lake Mills
The price is CA $347
CA $663 total
includes taxes & fees
Jun 2 - Jun 3
BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful host, and a beautiful home within walking distance to many restaurants and museums. Parking nearby was easy to find. We were able to rest and relax, and make many meals there. Great kitchen amenities, and very comfortable beds. Truly a warm and inviting home. I would highly recommend!"
United States
Jacquie T.
The price is CA $407
CA $625 total
includes taxes & fees
May 10 - May 11
Doty ★ Walk to Everything -Hotel Quality- Downtown

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is CA $137
CA $348 total
includes taxes & fees
May 12 - May 13
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
9.8 out of 10, Exceptional, (16 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
The price is CA $479
CA $823 total
includes taxes & fees
May 10 - May 11
Entire 3 Bedroom with Fireplace - sleeps 12

Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
9.8 out of 10, Exceptional, (42 reviews)
"Absolutely would stay here again. Tami the host was wonderful, and very responsive. "
United States
Erika O.
The price is CA $513
CA $866 total
includes taxes & fees
May 10 - May 11
Capital City- 6 Miles from Madison with fireplace

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is CA $190
CA $246 total
includes taxes & fees
May 17 - May 18
Pool with Slide. Great for Business Travelers!

Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is CA $267
CA $519 total
includes taxes & fees
May 13 - May 14
Vast Lake Koshkonong Views from Pier, Deck, & Home
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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Top South Madison Hotel Reviews

Find out more about South Madison

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Madison. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.