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South Madison Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for South Madison holiday rentals

A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

1. 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, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is HK$2,080
HK$4,007 total
includes taxes & fees
12 Oct - 13 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (187 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is HK$918
HK$1,060 total
includes taxes & fees
25 Oct - 26 Oct
The Dylin
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

3. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is HK$2,996
HK$4,158 total
includes taxes & fees
8 Oct - 9 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
A spacious living room with a fireplace, comfortable seating, and a television mounted above it.

4. 3BR/3BA Home | Dual Living Spaces

3BR/3BA Home | Dual Living Spaces
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is HK$2,194
HK$5,427 total
includes taxes & fees
27 Sept - 28 Sept
3BR/3BA Home | Dual Living Spaces
A chalkboard sign with a welcome message and room instructions.

5. 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, (23 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is HK$2,745
HK$4,703 total
includes taxes & fees
29 Sept - 30 Sept
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
A bedroom with a dark grey wall, a bed with a striped bedspread, multiple pillows, a small side table with a vase and a lamp, and two framed botanical prints on the wall.

6. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place"
United States
Penny C.
The price is HK$3,153
HK$5,267 total
includes taxes & fees
27 Sept - 28 Sept
Capital City- 6 Miles from Madison with fireplace
An outdoor seating area with wicker furniture and a central fire feature.

7. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is HK$1,569
HK$1,993 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

8. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,174
HK$1,511 total
includes taxes & fees
4 Oct - 5 Oct
Pool with Slide. Great for Business Travelers!
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

9. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
Spacious Edgerton Home w/ Private Beach & Views!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

10. 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 HK$1,332
HK$1,734 total
includes taxes & fees
11 Oct - 12 Oct
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

11. Free Breakfast Pool & Hot Tub. Near East Towne Mall!

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
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 HK$2,580
HK$3,210 total
includes taxes & fees
4 Oct - 5 Oct
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
An outdoor patio with a brick grill and seating area.

12. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is HK$1,064
HK$1,400 total
includes taxes & fees
4 Oct - 5 Oct
King Suite | Free Breakfast. Pool and Hot Tub

13. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"Tami was a wonderful host! Check in was fast and she was easy to communicate with. The house was clean and spacious."
United States
Joanna C.
The price is HK$2,941
HK$4,659 total
includes taxes & fees
4 Oct - 5 Oct
Entire 3 Bedroom with Fireplace - sleeps 12
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

14. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (55 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 HK$1,098
HK$2,894 total
includes taxes & fees
21 Oct - 22 Oct
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a refrigerator, microwave, and bar stools.

15. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 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 HK$1,514
HK$2,991 total
includes taxes & fees
4 Oct - 5 Oct
2 Bedroom Apartment Downtown Sun Prairie!
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

16. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is HK$1,520
HK$2,927 total
includes taxes & fees
6 Oct - 7 Oct
Spacious 3-bedroom apartment in Downtown Stoughton
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

17. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is HK$1,261
HK$3,514 total
includes taxes & fees
26 Oct - 27 Oct
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

18. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful property and it came with everything you need to enjoy your time"
United States
Michael M.
Spacious Edgerton Home w/ Private Beach & Views!
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

19. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is HK$996
HK$2,673 total
includes taxes & fees
28 Sept - 29 Sept
2 Bed, 2 Bath Apartment at Cannery Square
A modern living room with a sofa, coffee table, and dining area.

20. Historic Luxury 2-bedroom apartment in Cross Plains, WI

Historic Luxury 2-bedroom apartment in Cross Plains, WI
Cross Plains
The price is HK$1,765
HK$3,098 total
includes taxes & fees
27 Sept - 28 Sept
Historic Luxury 2-bedroom apartment in Cross Plains, WI
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Excellent value! Room was clean and comfortable. One of the best complimentary breakfasts I've had. The happy hour with complimentary beer, wine and snacks was a nice bonus! Front desk staff were friendly and helpful. Great location, close to plenty of shopping and dining options."
Shane 2-night trip
Posted less than an hour ago
AmericInn by Wyndham Madison West

Find out more about South Madison

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