South Madison Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

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!
Monona
9.8 out of 10, Exceptional, (51 reviews)
"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."
United States
Justine K.
The price is HK$1,870
HK$3,927 total
includes taxes & fees
19 Apr - 20 Apr
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Property grounds

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 HK$635
HK$1,372 total
includes taxes & fees
19 Apr - 20 Apr
Log Cabin at Lake Koshkonong - “The Overlook”
Interior

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 HK$783
HK$1,983 total
includes taxes & fees
3 May - 4 May
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
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.
Edgerton
The price is HK$353
HK$703 total
includes taxes & fees
29 Apr - 30 Apr
A little home away to decompress, meditate, or get some work done.
Exterior

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
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 HK$1,246
HK$2,829 total
includes taxes & fees
12 May - 13 May
Cannery Square Short Term Rentals -104 by Patriot
Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (134 reviews)
"Well-decorated, coffee/kitchenette setup was great! "
United States
Chandra
The price is HK$969
HK$1,119 total
includes taxes & fees
19 Apr - 20 Apr
The Dylin
Terrace/patio

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$823
HK$1,127 total
includes taxes & fees
19 Apr - 20 Apr
King Suite | Free Breakfast. Pool and Hot Tub
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
Mount Horeb
10.0 out of 10, Exceptional, (22 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is HK$1,018
HK$1,761 total
includes taxes & fees
20 Apr - 21 Apr
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is HK$1,230
HK$2,803 total
includes taxes & fees
12 May - 13 May
Cannery Square Unit - 106 by Patriot Properties
Interior

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
Milton
10.0 out of 10, Exceptional, (19 reviews)
"Excellent place!"
United States
Roger Z.
HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
Fridge, microwave, oven, stovetop

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
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 HK$1,512
HK$3,190 total
includes taxes & fees
19 Apr - 20 Apr
2 Bedroom - Main Street Sun Prairie WI
Outdoor dining

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (39 reviews)
"We were visiting friends in the area and it was a perfect spot to stay."
United States
Christine U.
The price is HK$705
HK$1,074 total
includes taxes & fees
6 May - 7 May
Enjoy Nature with Full Comfort!
Lobby

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$1,151
HK$1,487 total
includes taxes & fees
17 May - 18 May
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
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
Middleton
10.0 out of 10, Exceptional, (2 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 HK$1,050
HK$1,810 total
includes taxes & fees
28 Apr - 29 Apr
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Exterior

Cannery Square Short Term Rentals -307 by Patriot

Cannery Square Short Term Rentals -307 by Patriot
Sun Prairie
The price is HK$776
HK$1,839 total
includes taxes & fees
21 Apr - 22 Apr
Cannery Square Short Term Rentals -307 by Patriot
Fridge, microwave, oven, stovetop

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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (11 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is HK$1,523
HK$4,102 total
includes taxes & fees
26 Apr - 27 Apr
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Outdoor spa tub

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 HK$1,857
HK$6,197 total
includes taxes & fees
20 Apr - 21 Apr
Waterfront - Hot Tub - Sauna - Game Room - Pets
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,089
HK$1,408 total
includes taxes & fees
21 Apr - 22 Apr
Pool with Slide. Great for Business Travelers!
Smart TV

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 HK$1,332
HK$2,272 total
includes taxes & fees
19 Apr - 20 Apr
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior

Cannery Square Short Term Rentals -102 by Patriot

Cannery Square Short Term Rentals -102 by Patriot
Sun Prairie
8.0 out of 10, Very good, (12 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is HK$909
HK$2,168 total
includes taxes & fees
3 May - 4 May
Cannery Square Short Term Rentals -102 by Patriot
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

Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

8/10 Good
"Breakfast is good for the rate"
Terence C 3-night trip
Posted 3 hours ago
Tru by Hilton Madison West, WI

Find out more about South Madison

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