Photo by ‎‎Debra Fischer

South Madison Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in South Madison

On the beach
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (136)
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Property grounds
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
The price is ￥78,495
￥171,556 total
includes taxes & fees
Jun 3 - Jun 4
Waterfront w/ HOT TUB + King Suite + Game Room
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is ￥40,353
￥82,329 total
includes taxes & fees
Jun 18 - Jun 19
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Property grounds
Large Home close to everything, Dogs welcome.
10.0 out of 10, Exceptional, (1)
"We were in town visiting sick family and unfortunately spent most of our time at the hospital. The home was located within 15 mins of UW Hospital and many local restaurants and shopping. The home had plenty of bedrooms and space if traveling with a larger group. We did take our dog and though there isn’t much yard space the neighborhood is great for a walk. Very safe and quiet. The only negative to the house would be the stairs if anyone has mobility issues. You have to do stairs to get to...
Large Home close to everything, Dogs welcome.
Smart TV, video games, stereo, computer monitors
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
9.6 out of 10, Exceptional, (12)
"Beautiful spot to have special family time and everyone was comfortable with plenty of space. Kitchen and family room spacious and beautiful…even on a rainy day wonderful bright and cozy. We loved our stay"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Fridge, microwave, oven, stovetop
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (36)
"Nice place to stay"
Legacy Guest House , Mount Horeb WI
Property grounds
Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, (10)
"Space is clean, property is very pretty! Pool wasn’t ready for use, but can imagine it would add even more to the a summer stay! Owner is easy to communicate with. Ran into severe weather - owners were welcoming and ensured we were safe at all times. We will definitely be back to visit again!"
The price is ￥12,873
￥20,206 total
includes taxes & fees
May 27 - May 28
Enjoy Nature with Full Comfort!
Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Property grounds
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (17)
"Our stay at the Pink Acorn was amazing! Kelly truly makes her guests feel welcome. She left a sweet note and lovely treats. The house is stocked with everything you need and was exceptionally clean. The beds are super comfortable and have nice cozy blankets. Am added bonus was seeing rabbits and chipmunks in the backyard. Kelly leaves directions to walk to the beach around the corner and it’s a must do…and make sure to grab some ice cream at the shop across from the park."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Outdoor dining
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"We loved our stay. The house was comfortable and clean. It had all the amenities. The location was spectacular, and the backyard was super peaceful. Joan was a great host and communication was easy. There are three bedrooms for six people and a full-size futon, which is great for our group of 6."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Fridge, microwave, oven, stovetop
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
10.0 out of 10, Exceptional, (21)
"We absolutely enjoyed our stay. Great location, clean, and had everything we needed. Would stay there again. Excellent communication and customer service! Thank you!"
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (187)
"We loved this house and the gardens! It is ideally located, a quick walk into town. The Frank Lloyd Wright accents compliment the furnishings and decor of the house to a tee. It is well-stocked with everything you need! Connie and Randy (the owners) are delightful. We will definitely stay here again when the opportunity arises."
A Pleasant Retreat- No Cleaning Fee & New Discounts
View from property
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
9.4 out of 10, Exceptional, (42)
"The lake house was a perfect home base for our group of 10 college friends. There was plenty of space across all 3 floors. We parked our pontoon at the end of the dock, enjoyed the firepit and charcoal grill, and loved all the lawn toys/games that were already on the property. The house is also a short drive to some local haunts like Lake Ripley Inn, Cash & Olives, and Mink Farm."
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (134)
"We loved the deep lawn going down to the lake. We enjoyed cooking out and eating at the table on the lawn. Our dog loved playing stick and running. It was close to Ft. Atkinson, Edgerton and Stoughton. We would stay here again."
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Property grounds
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (48)
"Property is a perfect place for a getaway. House is blocks from downtown and neighborhood is absolutely charming. Great amenities and all the comforts of home. Hosts were great with communication and recommendations. Beds are super comfortable. We will absolutely love to stay there again."
Newly renovated home close to downtown New Glarus
Property grounds
Cozy cottage retreat that’s perfect for recharging.
10.0 out of 10, Exceptional, (36)
"This property and cottage was even better than we expected! Jeff was always available and answered all questions promptly. The greenhouse and sunroom, (that overlooks the river) seemed to have healing powers! The entire cottage offered so many opportunities to recharge that you don't feel a need to 'go somewhere ' or 'do something '. Thank you, Jeff for sharing your wonderful home away from home with us."
Cozy cottage retreat that’s perfect for recharging.
Beach | On the beach, sun loungers
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
9.4 out of 10, Exceptional, (36)
"This is a great house in a quiet neighborhood. The views of the lake were amazing! The pictures don't do it justice. We were very pleasantly surprised by how spacious the great room was and how much seating was available. Likewise the deck was a pleasant surprise with both comfy cushioned furniture as well as firmer chairs. Something for everyone and just a great place to hang out with lovely breezes from the lake. I contacted the host once for something I could not find and she responded...
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
Property grounds
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (13)
"We stayed the weekend to watch our son play baseball against University of Wisconsin. Go Illini!! We also celebrated his 21st birthday with 3 other families. The house was clean and had plenty of space for everyone to sleep comfortably. We would definitely rent this house again."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Marina
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (13)
"We loved our visit to Madison, made even more special with our stay in this awesome retro house! All of the special touches throughout the house were amazing, we would definitely stay here again in the future."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Don't see what you're looking for?
See all available properties in South Madison
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.

Other types of properties in South Madison you may be interested in

Premium bedding, pillowtop beds, in-room safe, blackout drapes
Baymont Inn & Suites by Wyndham Madison
2.5 star property
7.8 out of 10, Good, (1563)
"Nice rooms for a great price! "
The price is ￥11,656
￥13,463 total
includes taxes & fees
May 28 - May 29
Baymont Inn & Suites by Wyndham Madison
Reception
Super 8 by Wyndham Madison South
2.5 star property
7.4 out of 10, Good, (1003)
"Very friendly staff. Clean pool great breakfast and convenient to Hwy Great Value "
The price is ￥10,060
￥11,969 total
includes taxes & fees
Jun 2 - Jun 3
Super 8 by Wyndham Madison South
Lobby sitting area
Wyndham Garden Madison Fitchburg
3.0 star property
8.6 out of 10, Excellent, (1002)
"Overall adequate with hotel, staff, amenities, especially given affordable price point. My spouse loved the breakfast! Found the walking path after hours. This appeared to have had 2 restaurants on the property at an earlier date. Both are closed, and the stand alone building now houses a consulting firm. "
The price is ￥12,675
￥14,258 total
includes taxes & fees
Jun 6 - Jun 7
Wyndham Garden Madison Fitchburg
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.

Search for holiday rentals in South Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in South Madison using one of the methods below:

  • View our selection of featured holiday rentals in South Madison
  • Use the map to find apartments and other holiday homes in the South Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Madison while they last

Look no further and take a look at our great range of rental properties in South Madison!

Recent reviews of South Madison properties
Expedia verified reviews

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

5/5 Excellent
"Beautiful property, exceptional service, great amenities. "
A verified traveler from Omaha stayed at DoubleTree by Hilton Madison Downtown
Posted 2 days ago
DoubleTree by Hilton Madison Downtown