South Madison Holiday Rentals

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Our top choices for South Madison holiday 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 HK$1,870
HK$3,928 total
includes taxes & fees
11 May - 12 May
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 HK$962
HK$1,111 total
includes taxes & fees
26 May - 27 May
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 HK$1,512
HK$3,172 total
includes taxes & fees
19 May - 20 May
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 HK$2,194
HK$6,606 total
includes taxes & fees
11 May - 12 May
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 HK$2,585
HK$4,468 total
includes taxes & fees
10 May - 11 May
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 HK$2,952
HK$6,845 total
includes taxes & fees
11 May - 12 May
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 HK$995
HK$2,511 total
includes taxes & fees
19 May - 20 May
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 HK$1,058
HK$1,893 total
includes taxes & fees
27 May - 28 May
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 HK$1,151
HK$1,487 total
includes taxes & fees
14 May - 15 May
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 HK$775
HK$1,830 total
includes taxes & fees
19 May - 20 May
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 HK$1,621
HK$2,152 total
includes taxes & fees
17 May - 18 May
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 HK$1,018
HK$1,353 total
includes taxes & fees
17 May - 18 May
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 HK$1,050
HK$1,793 total
includes taxes & fees
10 May - 11 May
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 HK$1,989
HK$3,738 total
includes taxes & fees
2 Jun - 3 Jun
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 HK$2,333
HK$3,555 total
includes taxes & fees
10 May - 11 May
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 HK$783
HK$1,966 total
includes taxes & fees
11 May - 12 May
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 HK$2,741
HK$4,661 total
includes taxes & fees
10 May - 11 May
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 HK$2,937
HK$4,908 total
includes taxes & fees
10 May - 11 May
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 HK$1,089
HK$1,408 total
includes taxes & fees
14 May - 15 May
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 HK$1,527
HK$2,934 total
includes taxes & fees
13 May - 14 May
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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