South Madison Holiday Rentals

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Check prices for these dates

Tonight
10 Jan - 11 Jan
Tomorrow
11 Jan - 12 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Our top choices for South Madison holiday rentals

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

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, (47 reviews)
"Clean and close to everything."
United States
Anonymous traveller
The price is HK$1,860
HK$3,881 total
includes taxes & fees
12 Jan - 13 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Private kitchen
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
Milton
9.6 out of 10, Exceptional, (5 reviews)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is HK$631
HK$1,365 total
includes taxes & fees
14 Jan - 15 Jan
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
2.0 star property
Edgerton
The price is HK$312
HK$658 total
includes taxes & fees
12 Jan - 13 Jan
A little home away to decompress, meditate, or get some work done.
Interior
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5 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 HK$779
HK$1,982 total
includes taxes & fees
12 Jan - 13 Jan
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48 reviews)
"Such a cute cabin across the street from Lake Koshkonong. Our host was very accommodating and quick to respond!"
United States
John & Debbie R.
The price is HK$702
HK$1,439 total
includes taxes & fees
2 Feb - 3 Feb
Log Cabin at Lake Koshkonong - “The Overlook”
Exterior
Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.8 out of 10, Exceptional, (46 reviews)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is HK$990
HK$2,490 total
includes taxes & fees
12 Jan - 13 Jan
Cannery Square Short Term Rentals -104 by Patriot
2 bedrooms, WiFi, bed sheets
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!
New Glarus
10.0 out of 10, Exceptional, (20 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is HK$877
HK$1,400 total
includes taxes & fees
12 Jan - 13 Jan
Sugar River Suite - Your Sweet Escape in the Heart of it All!
1 bedroom, iron/ironing board, free WiFi, bed sheets
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$935
HK$1,646 total
includes taxes & fees
12 Jan - 13 Jan
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Interior
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

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, (13 reviews)
"Beautiful spacious property, extremely clean and excellent host!"
United States
Jen F.
The price is HK$2,572
HK$4,455 total
includes taxes & fees
12 Jan - 13 Jan
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Outdoor spa tub
Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - Private Pool - Game Room - 20 min DT
2.0 star property
Sun Prairie
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean, large, and nicely decorated. It felt welcoming and homey. The host was friendly and responsive to our questions. "
United States
Ellen M.
The price is HK$1,754
HK$5,512 total
includes taxes & fees
13 Jan - 14 Jan
Hot Tub - Private Pool - Game Room - 20 min DT
Smart TV, computer monitors
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

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

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
Middleton
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
The price is HK$1,115
HK$2,387 total
includes taxes & fees
14 Jan - 15 Jan
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Exterior
Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties
Sun Prairie
9.4 out of 10, Exceptional, (26 reviews)
"Great place "
United States
Armando
Cannery Square Unit - 106 by Patriot Properties
Fridge, microwave, oven, stovetop
2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
Sun Prairie
9.6 out of 10, Exceptional, (37 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is HK$1,504
HK$3,148 total
includes taxes & fees
12 Jan - 13 Jan
2 Bedroom - Main Street Sun Prairie WI
TV, fireplace, offices
Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets
2.0 star property
Sun Prairie
10.0 out of 10, Exceptional, (1 review)
"I had an excellent stay with Kingdom Hospitality. The home was immaculate, and I enjoyed the updated kitchen. The hot tub was clean, and a great amenity for stress relief. "
United States
Trey B.
Hot Tub - Game Room - 20 min to Capitol - Pets
Outdoor dining
Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (39 reviews)
"Clean very friendly nice spot"
Canada
Oliver H.
The price is HK$631
HK$995 total
includes taxes & fees
18 Jan - 19 Jan
Enjoy Nature with Full Comfort!
Fridge, microwave, oven, stovetop
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (8 reviews)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is HK$1,104
HK$3,456 total
includes taxes & fees
12 Jan - 13 Jan
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Terrace/patio
Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Free Breakfast. Pool & Hot Tub. Near UW-Madison!
2.0 star property
Madison
The price is HK$1,617
HK$2,146 total
includes taxes & fees
12 Jan - 13 Jan
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
Smart TV, stereo
“Steps into Little Switzerland” Indoor Parking at The Belvedere.

“Steps into Little Switzerland” Indoor Parking at The Belvedere.

“Steps into Little Switzerland” Indoor Parking at The Belvedere.
New Glarus
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! Quick and easy walk to shops, bars and restaurants."
United States
Jena W.
The price is HK$3,110
HK$5,357 total
includes taxes & fees
17 Jan - 18 Jan
“Steps into Little Switzerland” Indoor Parking at The Belvedere.
Exterior detail
A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (265 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is HK$2,144
HK$2,762 total
includes taxes & fees
12 Jan - 13 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts
Terrace/patio
King Suite | Free Breakfast. Pool and Hot Tub

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 HK$803
HK$1,103 total
includes taxes & fees
12 Jan - 13 Jan
King Suite | Free Breakfast. Pool and Hot Tub
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"I did not use breakfast or bar."
Lori 1-night trip
Posted 2 days ago
Hampton Inn & Suites Madison / Downtown

Find out more about South Madison

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