Madison Holiday Rentals

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Holiday Rentals in Madison

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (95)
"Great stay at the Dylin"
The Dylin by Mint House

Pool with Slide. Great for Business Travelers!

The price is NZ$328
includes taxes & fees
29 Sept - 30 Sept
Pool with Slide. Great for Business Travelers!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (34)
"Had a great stay!"
The price is NZ$971
includes taxes & fees
5 Oct - 6 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (4)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
The price is NZ$1,854
includes taxes & fees
29 Sept - 30 Sept
Private Pool - HOT TUB - Sauna - Game Room - Pets

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

9.8 out of 10, Exceptional, (43)
"Such a nice house! Great location and excellent amenities!"
The price is NZ$871
includes taxes & fees
6 Oct - 7 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (142)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view

Conveniently Located just off University Avenue on Madison's West Side

10.0 out of 10, Exceptional, (127)
"We had a group of 5 and this worked out great. Beds were decently comfy. Utilized the fire pit which was a bonus."
Conveniently Located just off University Avenue on Madison's West Side

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (26)
"Prefect"
Paoli Den - Renovated Flat!

Spacious 3BR | 2 Living Rooms | UW Area

10.0 out of 10, Exceptional, (13)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is NZ$1,401
includes taxes & fees
5 Oct - 6 Oct
Spacious 3BR | 2 Living Rooms | UW Area

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (28)
"Would recommend - very good location, nice space, and great host!"
The price is NZ$1,103
includes taxes & fees
30 Sept - 1 Oct
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (7)
"Property was very clean and nicely decorated. Manager was very responsive and super helpful!! Would def stay again if we have any event in Madison! "
The price is NZ$1,002
includes taxes & fees
29 Sept - 30 Sept
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Cannery Square Short Term Rentals -102 by Patriot

8.0 out of 10, Very good, (12)
"Was cute neighborhood and everything was very clean and close by"
Cannery Square Short Term Rentals -102 by Patriot

One Bedroom Queen in the heart of downtown.

2.0 star property
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 "
One Bedroom Queen in the heart of downtown.

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (117)
"This property is perfect for a weekend in Madison. It was clean, easy-going, and fun. 11/10! "
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (196)
"What a lovely home with great design. We enjoyed 3 days of fishing, exploring Madison and relaxing on the back deck. Fantastic accommodations all around and especially amazing for my 2 year old who was spoiled with her own room, pack n play and loved running around the backyard. "
Madison & ~UW~-Madison Area Lakefront Home

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

The price is NZ$431
includes taxes & fees
4 Oct - 5 Oct
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (250)
"Wonderful place to stay. Very very clean and it met all our needs. Thank you! "
A Pleasant Retreat- No Cleaning Fee & New Discounts

A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!

9.6 out of 10, Exceptional, (18)
"Great location, very clean and updated, Danny was great to work with!"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!

Cannery Square Short Term Rentals -104 by Patriot

9.6 out of 10, Exceptional, (39)
"My family stayed here over Christmas and it was a great place to stay. Bedrooms and baths were nice. The kitchen and family room were perfect to hang out for the 4 of us. This place would be even better in the summer with the farmers market going on!"
Cannery Square Short Term Rentals -104 by Patriot

1 Bedroom - 1220 Canterbury Ct

The price is NZ$493
includes taxes & fees
12 Oct - 13 Oct
1 Bedroom - 1220 Canterbury Ct
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

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$328 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 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?

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!: This highly rated holiday home rental in Madison offers a balcony, a selection of games 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. Some other top choices in Madison are Doty ★ Walk to Everything -Hotel Quality- Downtown and ONE OF A KIND vacation rental with a view.

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.