Lodging Image

South Madison Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

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, (52 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is HK$2,073
HK$4,186 total
includes taxes & fees
29 Jun - 30 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (154 reviews)
"nice location"
United States
Mary
The price is HK$1,037
HK$1,198 total
includes taxes & fees
1 Jul - 2 Jul
The Dylin
Exterior

Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
The price is HK$776
HK$1,893 total
includes taxes & fees
29 Jun - 30 Jun
Studio Apartment at Cannery Square
Property grounds

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (50 reviews)
"Fairly private. "
United States
Cheryl H.
The price is HK$1,176
HK$2,018 total
includes taxes & fees
1 Jul - 2 Jul
Log Cabin at Lake Koshkonong - “The Overlook”
Living area

Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is HK$1,058
HK$2,117 total
includes taxes & fees
28 Jun - 29 Jun
Blue Lakeview Home
Outdoor dining

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (44 reviews)
"We were visiting friends in the area and it was a perfect spot to stay."
United States
Christine U.
The price is HK$706
HK$1,075 total
includes taxes & fees
28 Jun - 29 Jun
Enjoy Nature with Full Comfort!
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$1,034
HK$1,363 total
includes taxes & fees
28 Jun - 29 Jun
King Suite | Free Breakfast. Pool and Hot Tub
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,027
HK$1,343 total
includes taxes & fees
28 Jun - 29 Jun
Pool with Slide. Great for Business Travelers!
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
9.8 out of 10, Exceptional, (26 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is HK$870
HK$1,700 total
includes taxes & fees
2 Jul - 3 Jul
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (13 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is HK$909
HK$2,152 total
includes taxes & fees
30 Jun - 1 Jul
Studio Apartment at Cannery Square
Interior

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is HK$996
HK$2,242 total
includes taxes & fees
30 Jun - 1 Jul
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
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$1,186
HK$1,542 total
includes taxes & fees
28 Jun - 29 Jun
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, (7 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$1,051
HK$1,803 total
includes taxes & fees
30 Jun - 1 Jul
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Property grounds

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Edgerton
10.0 out of 10, Exceptional, (1 review)
"We truly loved this spot for our small family getaway. The host was so communicative and made it an easy process. The biggest and unexpected delight was the beach. There is a great little sand beach right on the lake and because the lake is shallow my kids could go in safely. They played in the sand for hours.The house itself was nice, well decorated, and clean. It honestly was bigger than I expected. It also had a lovely view of the lake where we had coffee each morning. Overall great...
United States
Kacie J.
The price is HK$1,411
HK$2,764 total
includes taxes & fees
30 Jun - 1 Jul
Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Fridge, microwave, oven, stovetop

2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
The price is HK$1,513
HK$3,193 total
includes taxes & fees
29 Jun - 30 Jun
2 Bedroom Apartment Downtown Sun Prairie!
Terrace/patio

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

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
The price is HK$1,225
HK$1,615 total
includes taxes & fees
2 Jul - 3 Jul
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Exterior

2 Bed/ 2 Bath At Cannery Square

2 Bed/ 2 Bath At Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (50 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$1,239
HK$2,858 total
includes taxes & fees
14 Jul - 15 Jul
2 Bed/ 2 Bath At Cannery Square
2 bedrooms, WiFi, bed sheets

Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is HK$1,686
HK$3,075 total
includes taxes & fees
9 Jul - 10 Jul
Charming Downtown Two Bedroom w/ Fireplace
Outdoor dining

Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (1 review)
"We had a great stay! Everything was as advertised and the sunset on the patio was the highlight."
United States
Michelle M.
The price is HK$1,411
HK$2,270 total
includes taxes & fees
29 Jun - 30 Jun
Escape to tranquility – your countryside haven, and at times with a horse or two
TV, fireplace, table football, offices

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (20 reviews)
"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"
United States
George P.
The price is HK$2,336
HK$6,622 total
includes taxes & fees
1 Jul - 2 Jul
Hot Tub - King Suite - Game Room - Large Groups
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Madison Hotel Reviews

AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

10/10 Excellent
"Very helpful friendly"
Steve 1-night trip
Posted 6 hours ago
AmericInn by Wyndham Madison South

Find out more about South Madison

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!

Explore a world of travel with Expedia