Madison Holiday Rentals

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Holiday Rentals in Madison

Aparthotel in Tenney-Lapham

4.0 star property
9.4 out of 10, Exceptional, (119)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
The price is AU$175
includes taxes & fees
23 Dec - 24 Dec
The Dylin by Mint House

Holiday Home in Spring Harbor

10.0 out of 10, Exceptional, (131)
"It was great!"
United States
Guitar string S.
Conveniently Located just off University Avenue on Madison's West Side

Holiday Home in Madison

10.0 out of 10, Exceptional, (147)
"This is a unique home that is super clean and had everything needed to cook, entertain (we played games & watched football) and accommodate any family. The location was close to downtown, the interstate, and airport. Plenty of restaurants were nearby as well. We thoroughly enjoyed our stay and would absolutely stay again. "
United States
Connie C.
ONE OF A KIND vacation rental with a view

Holiday Home in Downtown Madison

9.8 out of 10, Exceptional, (36)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
United States
Mindi Z.
The price is AU$443
includes taxes & fees
16 Dec - 17 Dec
Doty ★ Walk to Everything -Hotel Quality- Downtown

Holiday Home in Faircrest

10.0 out of 10, Exceptional, (119)
"Scenic property, super zen, lovely hosts!"
United States
Christina C.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Apartment in Fitchburg

The price is AU$246
includes taxes & fees
21 Dec - 22 Dec
Pool with Slide. Great for Business Travelers!

Condo in Madison

10.0 out of 10, Exceptional, (1)
"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 AU$470
includes taxes & fees
11 Dec - 12 Dec
Free Breakfast Pool & Hot Tub. Near UW-Madison

Holiday Home in Monona

10.0 out of 10, Exceptional, (52)
"Great stay - very relaxing!"
United States
Karen S.
On the Yahara River, access to Madison Lakes

Holiday Home in Monona

9.8 out of 10, Exceptional, (47)
"Such a nice house! Great location and excellent amenities!"
United States
Carson M.
The price is AU$757
includes taxes & fees
7 Dec - 8 Dec
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Holiday Home in Downtown Madison

2.0 star property
The price is AU$380
includes taxes & fees
7 Dec - 8 Dec
One Bedroom King with views of Lake Monona in the heart of downtown.

Holiday Home in Monona

9.6 out of 10, Exceptional, (33)
"Fantastic place, very clean and great location. We will book this place again. "
United States
eric f.
Lake Monona Waterfront + HOT TUB + Game Room

Condo in Fitchburg

The price is AU$283
includes taxes & fees
14 Dec - 15 Dec
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Holiday Home in Fitchburg

8.8 out of 10, Excellent, (15)
"Great stay for co-workers, met our needs for the week since we were in the area for a conference. Check in was easy/host was communicative about an early check in."
United States
Amanda L.
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Holiday Home in Worthington Park

10.0 out of 10, Exceptional, (122)
"Had a great stay visiting Madison! House was clean, easy to check in. Beds were comfortable "
United States
Rachel Z.
Original cozy farmhouse homestead 2 blocks from the bike path and

Condo in Madison

2.0 star property
The price is AU$355
includes taxes & fees
7 Dec - 8 Dec
Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Cottage in Poynette

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabins looked small from the outside, but we're actually very spacious we didn't feel cramped everything was very clean there was a full kitchen a table big enough to sit at least four. I think the only thing that wasn't 100% perfect was the beds are a little small they were stiff and the pillows were also very small and serviceable. I would still definitely stay there again 100% and would recommend it to everyone!"
United States
Shelley
Lake Wisconsin Resort

Holiday Home in Sun Prairie

10.0 out of 10, Exceptional, (260)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
The price is AU$534
includes taxes & fees
4 Jan - 5 Jan 2026
A Pleasant Retreat- No Cleaning Fee & New Discounts

Condo in Sun Prairie

9.8 out of 10, Exceptional, (31)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
The price is AU$955
includes taxes & fees
16 Dec - 17 Dec
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Cottage in Poynette

9.8 out of 10, Exceptional, (252)
"This was a nice place to stay that was away from hustle of the city. It was beautiful outside and the cabin was cute and cozy."
United States
Pauley A.
Quietwater Cottage-Hot Tub, Nearby Skiing, Peaceful, Scenic, Birds, Nature!

Holiday Home in Edgerton

9.8 out of 10, Exceptional, (168)
"The owners were great and super responsive. Wonderful property and location. "
United States
Michael R.
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED
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

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 favourite 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 depend 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 AU$198 per night. Entering your travel dates in the search wizard might find you 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 Madison Children's Museum, 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?

Conveniently Located just off University Avenue on Madison's West Side : This highly rated holiday home rental in Madison offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books. Some other top choices in Madison are Private Pool - HOT TUB - Sauna - Game Room - Pets and Doty ★ Walk to Everything -Hotel Quality- Downtown.

How many holiday rentals are there in Madison?

Expedia has 104 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.