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

Madison Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Madison holiday rentals

Reception

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, 182, (182 reviews)
"The freaking best place."
United States
Seth
The price is HK$1,112
HK$1,284 total
includes taxes & fees
20 Sept - 21 Sept
The Dylin
Smart TV

2. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, 45, (45 reviews)
"Great place!"
United States
Robert F.
The price is HK$2,996
HK$4,447 total
includes taxes & fees
16 Sept - 17 Sept
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior

3. 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, 56, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is HK$1,872
HK$3,789 total
includes taxes & fees
21 Sept - 22 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Gift shop

4. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
The price is HK$1,678
HK$2,219 total
includes taxes & fees
20 Sept - 21 Sept
Accessible 1BR Suite | Free Daily Breakfast & Pool
Meeting facility

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

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, 1, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is HK$1,490
HK$1,965 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
2 bedrooms, in-room safe, iron/ironing board, free WiFi

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

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Madison
10.0 out of 10, 1, (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$2,306
HK$3,055 total
includes taxes & fees
20 Sept - 21 Sept
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Smart TV, fireplace, stereo, printers

7. Sophisticated 3BR | Minutes to Downtown

Sophisticated 3BR | Minutes to Downtown
Fitchburg
10.0 out of 10, 28, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is HK$2,194
HK$5,650 total
includes taxes & fees
15 Sept - 16 Sept
Sophisticated 3BR | Minutes to Downtown
Lobby

8. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,174
HK$1,529 total
includes taxes & fees
17 Sept - 18 Sept
Pool with Slide. Great for Business Travelers!
Lobby

9. 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$1,332
HK$1,734 total
includes taxes & fees
4 Oct - 5 Oct
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
2 bedrooms, in-room safe, iron/ironing board, free WiFi

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is HK$2,306
HK$3,055 total
includes taxes & fees
20 Sept - 21 Sept
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Terrace/patio

11. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, 6, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is HK$1,064
HK$1,400 total
includes taxes & fees
20 Sept - 21 Sept
King Suite | Free Breakfast. Pool and Hot Tub
Interior

12. 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, 21, (21 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is HK$2,745
HK$4,720 total
includes taxes & fees
15 Sept - 16 Sept
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
4 bedrooms, iron/ironing board, free WiFi, bed sheets

13. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, 54, (54 reviews)
"Very nice place"
United States
Penny C.
The price is HK$3,153
HK$5,267 total
includes taxes & fees
15 Sept - 16 Sept
Capital City- 6 Miles from Madison with fireplace
3 bedrooms, free WiFi, bed sheets

14. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, 22, (22 reviews)
"Tami was a wonderful host! Check in was fast and she was easy to communicate with. The house was clean and spacious."
United States
Joanna C.
The price is HK$2,941
HK$4,976 total
includes taxes & fees
15 Sept - 16 Sept
Entire 3 Bedroom with Fireplace - sleeps 12
Interior

15. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, 54, (54 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$1,169
HK$3,009 total
includes taxes & fees
20 Sept - 21 Sept
2 Bed, 2 Bath Apartment at Cannery Square
Coffee/tea maker, fridge, microwave, oven

16. 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, 18, (18 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$1,383
HK$3,858 total
includes taxes & fees
21 Sept - 22 Sept
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
TV, fireplace, table football, offices

17. Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, 24, (24 reviews)
"We were in for a golf trip and the home was really perfect for a home base. Clean, hot tub..all the accommodations were a great fit and met our expectations."
United States
John F.
The price is HK$1,851
HK$4,963 total
includes taxes & fees
17 Sept - 18 Sept
Hot Tub - King Suite - Game Room - Large Groups
Fitness facility

18. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, 16, (16 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
The price is HK$910
HK$2,170 total
includes taxes & fees
15 Sept - 16 Sept
Studio Apartment at Cannery Square
Outdoor dining

19. A Room with a View

A Room with a View
Verona
9.0 out of 10, 54, (54 reviews)
"It was a pleasant and peaceful setting in the country. We enjoyed the coffee station and were able to find a fabulous restaurant for dinner. Parking was right in front of our rental."
United States
Michelle S.
The price is HK$699
HK$1,068 total
includes taxes & fees
15 Sept - 16 Sept
A Room with a View
Living area

20. Historic Luxury 2-bedroom apartment in Cross Plains, WI

Historic Luxury 2-bedroom apartment in Cross Plains, WI
Cross Plains
The price is HK$2,353
HK$4,050 total
includes taxes & fees
15 Sept - 16 Sept
Historic Luxury 2-bedroom apartment in Cross Plains, WI
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 Madison Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"I highly recommend this hotel for it's helpful staff, proximity to the Capitol and other Madison attractions, room comfort and amenities. Their in & out parking garage feature is very nice. The Capitol view makes a great night light!"
Jennifer 2-night trip
Posted less than an hour ago
The Madison Concourse Hotel and Governor's Club

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 entertainment choices 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?

LakeMonona Waterfront + PrivateDock + FencedYard + HotTub + GameRoom + EVCharger: This highly rated holiday home rental in Madison is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Madison are Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Paoli Den - Renovated Flat!.

How many holiday rentals are there in Madison?

Expedia has 98 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.