Madison Holiday Rentals

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Holiday Rentals in Madison

The Dylin by Mint House

4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (114)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
The Dylin by Mint House

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Fitchburg
The price is NZ$334
includes taxes & fees
25 Nov - 26 Nov
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

One Bedroom Queen in the heart of downtown.

2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
United States
Alexandrines H.
One Bedroom Queen in the heart of downtown.

Pool with Slide. Great for Business Travelers!

Fitchburg
The price is NZ$287
includes taxes & fees
24 Nov - 25 Nov
Pool with Slide. Great for Business Travelers!

Doty ★ Walk to Everything -Hotel Quality- Downtown

Downtown Madison
9.8 out of 10, Exceptional, (35)
"Great location, family friendly. Would stay again!"
United States
Sarah S.
The price is NZ$555
includes taxes & fees
1 Dec - 2 Dec
Doty ★ Walk to Everything -Hotel Quality- Downtown

Free Breakfast Pool & Hot Tub. Near UW-Madison

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 NZ$542
includes taxes & fees
24 Nov - 25 Nov
Free Breakfast Pool & Hot Tub. Near UW-Madison

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Monona
9.8 out of 10, Exceptional, (47)
"We absolutely loved this place! Perfect spot with a pier on the water. My kids were catching fish within minutes. The house was perfect and Jake couldn’t have been easier to work with. Highly recommend! "
United States
Mark G.
The price is NZ$885
includes taxes & fees
23 Nov - 24 Nov
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Home w/Fireplaces | Close to Madison

Fitchburg
10.0 out of 10, Exceptional, (16)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
United States
Valerie S.
The price is NZ$1,354
includes taxes & fees
16 Nov - 17 Nov
Home w/Fireplaces | Close to Madison

One Bedroom King with Office with views of Lake Monona in the heart of downtown.

2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2)
"Our stay at The Saddlery was great. The check in process was easy and the communication was amazing. I had missed adding parking to our reservation and I was notified to confirm if parking was needed or not. The building and room was clean and up to date. The room was also nice and quiet for a great nights rest. Highly recommended. "
United States
NICOLE R.
The price is NZ$528
includes taxes & fees
30 Nov - 1 Dec
One Bedroom King with Office with views of Lake Monona in the heart of downtown.

Studio Queen in the heart of downtown.

2.0 star property
Downtown Madison
The price is NZ$418
includes taxes & fees
30 Nov - 1 Dec
Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.

2.0 star property
Downtown Madison
The price is NZ$488
includes taxes & fees
16 Nov - 17 Nov
Studio Queen in the heart of downtown.

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

2.0 star property
Madison
The price is NZ$503
includes taxes & fees
23 Nov - 24 Nov
Free Breakfast. Pool & Hot Tub. Near UW-Madison!

One Bedroom King with views of Lake Monona in the heart of downtown.

2.0 star property
Downtown Madison
The price is NZ$488
includes taxes & fees
30 Nov - 1 Dec
One Bedroom King with views of Lake Monona in the heart of downtown.

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5)
"Beautifully furnished and extremely clean space. Lovely antiques and everything you need to enjoy a wonderful stay. Enormous bathroom and shower. Will definitely return."
United States
Robin
The price is NZ$450
includes taxes & fees
17 Nov - 18 Nov
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Log Cabin at Lake Koshkonong - “The Overlook”

Edgerton
9.2 out of 10, Wonderful, (46)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
United States
Lee S.
The price is NZ$289
includes taxes & fees
17 Nov - 18 Nov
Log Cabin at Lake Koshkonong - “The Overlook”

HotTub/Fireplace/CoffeeBar Your Dream Winter Vacay

Milton
10.0 out of 10, Exceptional, (17)
"Property was clean, fun, and a perfect location for our family to stay for a wedding. We had ages 6 weeks to 55yrs and all had fun. Definitely would recommend this for other families. "
United States
Robert E.
The price is NZ$985
includes taxes & fees
16 Nov - 17 Nov
HotTub/Fireplace/CoffeeBar Your Dream Winter Vacay

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb
10.0 out of 10, Exceptional, (18)
"We enjoyed all the different lighting throughout the home. It is decorated quite lovely. The living room is beautiful. The bedroom is romantic and comfortable. The kitchen and bath have all the things to make staying here very relaxing."
United States
Leisha G.
The price is NZ$328
includes taxes & fees
16 Nov - 17 Nov
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

King Suite | Free Breakfast. Pool and Hot Tub

Middleton
8.6 out of 10, Excellent, (4)
"Back burner of stovetop nonfunctional."
United States
John H.
The price is NZ$260
includes taxes & fees
16 Nov - 17 Nov
King Suite | Free Breakfast. Pool and Hot Tub

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Perfect place to stay to visit my daughter who lives in East Madison. Quiet neighborhood. Easy access to Madison and airport. House was equipped with what we needed--my daughter and me. Beds were VERY comfortable. We will be returning in October for another visit. Owner as so prompt to address any needs we had. "
United States
Janice A.
The price is NZ$814
includes taxes & fees
16 Nov - 17 Nov
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

2.0 star property
Middleton
10.0 out of 10, Exceptional, (1)
"This stay was truly perfect! Our hosts thought of every single detail and more. The property was perfectly appointed with all the little touches that made it ideal for a quiet couple's getaway just outside Madison. We drove nearly 8 hours north from Kansas City to get here, so imagine how wonderful it was to walk into a warm, cozy, welcoming house that had snacks on hand and a pizza delivery number front and center waiting for us! Best part of all - it was dog-friendly! Our dog immediately felt...
United States
Heather P.
The price is NZ$535
includes taxes & fees
16 Nov - 17 Nov
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
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 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$260 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 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?

Private Pool - HOT TUB - Sauna - Game Room - Pets: 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Madison are Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access and Doty ★ Walk to Everything -Hotel Quality- Downtown.

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.