Madison Holiday Rentals

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Holiday Rentals in Madison

Our top choices for Madison holiday rentals

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (92)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House

Pool with Slide. Great for Business Travelers!

The price is AU$279
includes taxes & fees
15 Sept - 16 Sept
Pool with Slide. Great for Business Travelers!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
The price is AU$852
includes taxes & fees
15 Sept - 16 Sept
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."
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, (42)
"Such a nice house! Great location and excellent amenities!"
The price is AU$762
includes taxes & fees
15 Sept - 16 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

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 AU$961
includes taxes & fees
15 Sept - 16 Sept
Capital PrimeTime - 6 Miles from Madison w/ fireplace

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

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (248)
"Wonderful place to stay. Very very clean and it met all our needs. Thank you! "
A Pleasant Retreat- No Cleaning Fee & New Discounts

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (25)
"Prefect"
Paoli Den - Renovated Flat!

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

10.0 out of 10, Exceptional, (126)
"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

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"
The price is AU$477
includes taxes & fees
6 Oct - 7 Oct
Cannery Square Short Term Rentals -102 by Patriot

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

10.0 out of 10, Exceptional, (6)
The price is AU$874
includes taxes & fees
15 Sept - 16 Sept
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

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 "
The price is AU$441
includes taxes & fees
21 Sept - 22 Sept
One Bedroom Queen in the heart of downtown.

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (195)
"The cottage is a great location, hiking trail, restaurants and pubs in walking distance, and short drive to Madison. It is well-furnished, comfortable and is located on the water with great views. My friends and I would highly recommend this property."
Madison & ~UW~-Madison Area Lakefront Home

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

10.0 out of 10, Exceptional, (117)
"My husband and I live hear Chicago and wanted a quick getaway and this beautiful apartment felt like a home away from home. The hosts thought of every detail when designing this fun and very functional space (even the shower soap was a special luxury!) The bed was incredibly comfortable and the fireplace added warmth and coziness. We would love to stay here again!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison Home | Near Quarry Ridge Trails

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 AU$1,147
includes taxes & fees
15 Sept - 16 Sept
Madison Home | Near Quarry Ridge Trails

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

The price is AU$358
includes taxes & fees
22 Sept - 23 Sept
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

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!"
The price is AU$610
includes taxes & fees
6 Oct - 7 Oct
Cannery Square Short Term Rentals -104 by Patriot

1 Bedroom - 1220 Canterbury Ct

The price is AU$429
includes taxes & fees
15 Sept - 16 Sept
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 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$279 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 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 ONE OF A KIND vacation rental with a view and Doty ★ Walk to Everything -Hotel Quality- Downtown.

How many holiday rentals are there in Madison?

Expedia has 95 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.