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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Madison holiday rentals

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (196 reviews)
"Good location"
United States
ANCA
The price is HK$960
HK$1,109 total
includes taxes & fees
1 Nov - 2 Nov
The Dylin
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

2. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,250
HK$1,684 total
includes taxes & fees
25 Oct - 26 Oct
Pool with Slide. Great for Business Travelers!
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

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

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
The price is HK$2,216
HK$2,822 total
includes taxes & fees
16 Nov - 17 Nov
Accessible 1BR Suite | Free Daily Breakfast & Pool
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

4. 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$1,417
HK$1,814 total
includes taxes & fees
14 Nov - 15 Nov
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (46 reviews)
"Great place!"
United States
Robert F.
The price is HK$2,998
HK$4,459 total
includes taxes & fees
18 Oct - 19 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

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

7. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
The price is HK$2,825
HK$4,767 total
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom house on Madison's Eastside! Close to everything!
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is HK$2,594
HK$3,498 total
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
An outdoor patio with a brick grill and seating area.

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

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is HK$1,048
HK$1,382 total
includes taxes & fees
15 Nov - 16 Nov
King Suite | Free Breakfast. Pool and Hot Tub
A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

10. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (56 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is HK$607
HK$972 total
includes taxes & fees
21 Oct - 22 Oct
A Room with a View
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

11. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is HK$636
HK$2,086 total
includes taxes & fees
5 Nov - 6 Nov
Studio Apartment at Cannery Square
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

12. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (56 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$997
HK$2,790 total
includes taxes & fees
19 Oct - 20 Oct
2 Bed, 2 Bath Apartment at Cannery Square
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

13. 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, (17 reviews)
"Beautiful place, great stay."
United States
Thomas D.
The price is HK$1,208
HK$2,254 total
includes taxes & fees
25 Oct - 26 Oct
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
A gym with treadmills, elliptical machines, and free weights.

14. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (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$2,154 total
includes taxes & fees
11 Nov - 12 Nov
Studio Apartment at Cannery Square
A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

15. 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, (34 reviews)
"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."
United States
Mike G.
The price is HK$1,020
HK$1,959 total
includes taxes & fees
18 Oct - 19 Oct
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

16. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is HK$997
HK$2,763 total
includes taxes & fees
15 Nov - 16 Nov
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a refrigerator, microwave, and bar stools.

17. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 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$1,514
HK$3,205 total
includes taxes & fees
18 Oct - 19 Oct
2 Bedroom Apartment Downtown Sun Prairie!
A chalkboard sign with a welcome message and room instructions.

18. 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, (24 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is HK$2,746
HK$4,696 total
includes taxes & fees
5 Nov - 6 Nov
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

19. 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, (3 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is HK$1,161
HK$1,951 total
includes taxes & fees
21 Oct - 22 Oct
Escape to tranquility – your countryside haven, and at times with a horse or two
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 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$1,111
HK$3,568 total
includes taxes & fees
19 Oct - 20 Oct
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
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 Edgewater

The Edgewater

10/10 Excellent
"Lovely property! Great location . Clean and comfortable"
Traci 1-night trip
Posted less than an hour ago
The Edgewater

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?

Doty ★ Walk to Everything -Hotel Quality- Downtown: This highly rated holiday home rental in Madison is located in the city centre, and has a balcony, a selection of games and air conditioning 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. Some other top choices in Madison are Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Private Pool - Hot Tub - Sauna - Game Room - Pets.

How many holiday rentals are there in Madison?

Expedia has 102 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.