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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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, (177 reviews)
"nice location"
United States
Mary
The price is NZ$256
includes taxes & fees
8 Sept - 9 Sept
The Dylin

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

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is NZ$398
includes taxes & fees
6 Sept - 7 Sept
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

3. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is NZ$324
includes taxes & fees
3 Sept - 4 Sept
Pool with Slide. Great for Business Travelers!
A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

4. 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, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is NZ$833
includes taxes & fees
7 Sept - 8 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

5. 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 NZ$362
includes taxes & fees
3 Sept - 4 Sept
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.

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 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 NZ$912
includes taxes & fees
1 Sept - 2 Sept
Doty ★ Walk to Everything -Hotel Quality- Downtown

7. 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 NZ$616
includes taxes & fees
20 Sept - 21 Sept
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
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 NZ$644
includes taxes & fees
31 Aug - 1 Sept
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

9. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is NZ$590
includes taxes & fees
25 Aug - 26 Aug
Spacious 3-bedroom apartment in Downtown Stoughton
An outdoor patio with a brick grill and seating area.

10. 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 NZ$300
includes taxes & fees
6 Sept - 7 Sept
King Suite | Free Breakfast. Pool and Hot Tub
A gym with treadmills, elliptical machines, and free weights.

11. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (15 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 NZ$454
includes taxes & fees
6 Sept - 7 Sept
Studio Apartment at Cannery Square
A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

12. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (53 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is NZ$245
includes taxes & fees
22 Sept - 23 Sept
A Room with a View
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.

13. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is NZ$591
includes taxes & fees
31 Aug - 1 Sept
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.

14. 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, (14 reviews)
"This property is the nicest property we have stayed in. Everything was there for our convenience. It was extremely pet friendly and very nicely furnished. We hope to stay there again."
United States
Donald V.
The price is NZ$389
includes taxes & fees
14 Sept - 15 Sept
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

15. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (53 reviews)
"Clean and comfortable, good location, attentive host. If you are staying longer than one night, bring extra toilet paper, bring paper towels and trash bags, and sheets for the pull-out sofa if you plan to use it."
United States
Angela C.
The price is NZ$578
includes taxes & fees
25 Aug - 26 Aug
2 Bed, 2 Bath Apartment at Cannery Square
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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, Exceptional, (15 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is NZ$761
includes taxes & fees
2 Sept - 3 Sept
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A sauna room with a wooden bench, a massage chair, and a control panel.

17. Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison

Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
Sun Prairie
8.0 out of 10, Very good, (2 reviews)
"Great for what our trip was for. Quiet. Pet friendly. Good location"
United States
Robert M.
The price is NZ$561
includes taxes & fees
2 Sept - 3 Sept
Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

18. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
The price is NZ$647
includes taxes & fees
25 Aug - 26 Aug
Studio Apartment at Cannery Square
A modern kitchen with a refrigerator, microwave, and bar stools.

19. 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 NZ$678
includes taxes & fees
31 Aug - 1 Sept
2 Bedroom Apartment Downtown Sun Prairie!
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

20. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is NZ$445
includes taxes & fees
15 Sept - 16 Sept
Blue Lakeview 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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Top Madison Hotel Reviews

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

10/10 Excellent
"Great News"
Jeremy 1-night trip
Posted less than an hour ago
Baymont Inn & Suites by Wyndham Madison

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as NZ$256 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Paoli Den - Renovated Flat!: 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Madison are Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Doty ★ Walk to Everything -Hotel Quality- Downtown.

How many holiday rentals are there in Madison?

Expedia has 93 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.