A city street lined with autumn-colored trees and historic buildings, leading towards a large domed capitol building.

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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Madison holiday rentals

Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (156 reviews)
"nice location"
United States
Mary
The price is HK$1,001
HK$1,156 total
includes taxes & fees
5 Jul - 6 Jul
The Dylin
Terrace/patio

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

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
The price is HK$1,346
HK$1,781 total
includes taxes & fees
5 Jul - 6 Jul
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Terrace/patio

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is HK$2,127
HK$2,821 total
includes taxes & fees
2 Aug - 3 Aug
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Smart TV, fireplace, stereo, printers

Sunny 3BR | Near Madison Trails

Sunny 3BR | Near Madison Trails
Fitchburg
10.0 out of 10, Exceptional, (24 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$2,956
HK$6,836 total
includes taxes & fees
5 Jul - 6 Jul
Sunny 3BR | Near Madison Trails
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$1,266
HK$1,641 total
includes taxes & fees
9 Jul - 10 Jul
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,107
HK$1,443 total
includes taxes & fees
9 Jul - 10 Jul
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, (43 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is HK$3,365
HK$4,774 total
includes taxes & fees
5 Jul - 6 Jul
Doty ★ Walk to Everything -Hotel Quality- Downtown
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$2,304
HK$4,431 total
includes taxes & fees
3 Aug - 4 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Terrace/patio

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$2,127
HK$2,821 total
includes taxes & fees
2 Aug - 3 Aug
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Exterior

Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
Spacious 3-bedroom apartment in Downtown Stoughton
Interior

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)
The price is HK$3,278
HK$5,685 total
includes taxes & fees
2 Aug - 3 Aug
Spacious Edgerton Home w/ Private Beach & Views!
Exterior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (91 reviews)
"The view was great, the weather was perfect. The kitchen - amazing, parking - ample. The whole experience was ideal for what I wanted to accomplish. The Pig got a lot of business that weekend "
United States
Collier C.
The price is HK$2,745
HK$5,814 total
includes taxes & fees
5 Jul - 6 Jul
Spacious Edgerton Home w/ Private Beach & Views!
Interior

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, (19 reviews)
"Fantastic Stay!! Host was great to work with!"
United States
Heather H.
The price is HK$2,863
HK$4,862 total
includes taxes & fees
6 Jul - 7 Jul
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Fridge, microwave, oven, stovetop

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

Private Pool - Hot Tub - Game Room - 20 min DT
Sun Prairie
10.0 out of 10, Exceptional, (6 reviews)
"We had a great family weekend in a great home that had plenty of space for all 12 of us. It was clean and the host was very accommodating and responsive. We will definitely look to stay there again on our next ski adventure. "
United States
Kylie V.
The price is HK$4,942
HK$10,131 total
includes taxes & fees
8 Jul - 9 Jul
Private Pool - Hot Tub - Game Room - 20 min DT
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
9.8 out of 10, Exceptional, (45 reviews)
"Great, comfortable stay. And close to shopping, which is just what I like to do! "
United States
Joyana A.
The price is HK$2,941
HK$4,959 total
includes taxes & fees
6 Jul - 7 Jul
Capital City- 6 Miles from Madison with fireplace
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$2,832
HK$7,328 total
includes taxes & fees
8 Jul - 9 Jul
Hot Tub - King Suite - Game Room - Large Groups
3 bedrooms, free WiFi, bed sheets

Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
9.8 out of 10, Exceptional, (18 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$2,745
HK$4,694 total
includes taxes & fees
5 Jul - 6 Jul
Entire 3 Bedroom with Fireplace - sleeps 12
Dining

Lakeview Cabin > Unique Mid-Century Tucked in Bluff

Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Merrimac
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time and hope to return soon!"
United States
Jenna R.
The price is HK$2,502
HK$4,537 total
includes taxes & fees
14 Jul - 15 Jul
Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Property grounds

Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very good, (16 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
The price is HK$1,945
HK$4,015 total
includes taxes & fees
5 Jul - 6 Jul
Waters Edge Cottage
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$1,216
HK$2,052 total
includes taxes & fees
5 Jul - 6 Jul
Log Cabin at Lake Koshkonong - “The Overlook”
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 Madison Hotel Reviews

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

8/10 Good
"I was disappointed that during my shower I was standing in 2inches of water and the room was so crowded you could barely get the cart in and made it difficult to get unpacked or pack up when leaving."
Kim Marie 3-night trip
Posted 8 hours ago
DoubleTree by Hilton Madison East

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Can I find holiday rentals in Madison?

Yes, there are holiday rentals in Madison close to Overture Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the university campus and scenic lakeside in Madison. The array of shops and acclaimed theatre scene are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Madison has to offer?

Amazing townhouse, amazing attractions, amazing city!: This highly rated holiday home rental in Madison offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Madison are Doty ★ Walk to Everything -Hotel Quality- Downtown and Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!.

How many holiday rentals are there in Madison?

Expedia has 92 holiday rentals for your stay in Madison.

What’s there to see and do in Madison?

Madison Children's Museum and Henry Vilas Zoo are a couple of the family-friendly sights, whereas cultural attractions include Orpheum Theater and Overture Center for the Arts. While here, State Street Shopping and Wisconsin State Capitol are other places worth a visit.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.