Madison Holiday Rentals

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Holiday Rentals in Madison

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (80)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin

Charming 2-bed apartment with WiFi, AC in brilliant Madison

The price is AU$280
includes taxes & fees
21 Aug - 22 Aug
Charming 2-bed apartment with WiFi, AC in brilliant Madison

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

9.6 out of 10, Exceptional, (27)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is AU$576
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with Den with views of Lake Monona in the heart of downtown.

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

10.0 out of 10, Exceptional, (1)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
Private Pool - HOT TUB - Sauna - Game Room - Pets

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (33)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is AU$678
includes taxes & fees
1 Sept - 2 Sept
Two bedroom suite with city views in the heart of downtown Madison

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is AU$556
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with Den with views of the heart of downtown.

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (139)
"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

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (9)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is AU$431
includes taxes & fees
1 Sept - 2 Sept
Studio queen with views of Lake Monona in the heart of downtown Madison

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (24)
"Would recommend - very good location, nice space, and great host!"
The price is AU$980
includes taxes & fees
6 Aug - 7 Aug
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (21)
"Prefect"
Paoli Den - Newly Remodeled!

Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

9.8 out of 10, Exceptional, (23)
"Had a great stay for a few days while our son played in Madison. The home was clean, easy to get to and the hosts were amazing!!"
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"I loved the location and the area it was located. I really loved the view and the clearness of the place as well. It was very homey and cozy. "
The price is AU$514
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with views of the heart of downtown.

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (193)
"Enjoyed the stay — great access to nature and got a beautiful sunset!!"
Madison & ~UW~-Madison Area Lakefront Home

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (33)
"We had a great time being close to the lake. Everything in the house was very charming and comfortable. Would stay again for sure!"
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (240)
"This home was perfect for our family and was so cute and clean. But the owners are what made it so special. They greeted us and showed us around the house. They made sure you felt at home. "
A Pleasant Retreat- No Cleaning Fee & New Discounts

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

10.0 out of 10, Exceptional, (124)
"Very spacious, well appointed house in a quiet neighborhood, convenient to Madison."
Conveniently Located just off University Avenue on Madison's West Side

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

10.0 out of 10, Exceptional, (3)
"Great place to land for a weekend in Madison."
The price is AU$492
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.

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

The price is AU$350
includes taxes & fees
4 Sept - 5 Sept
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (240)
"Cozy cabin, nestled in the outskirts of Baraboo. Great for the scenery and hiking. A chance to unplug and get away from the big city to spend quality time nature. "
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
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

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?

Two bedroom suite with city views in the heart of downtown Madison: This highly rated holiday home rental in Madison is on a lake, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Madison are Private Pool - HOT TUB - Sauna - Game Room - Pets and One Bedroom King with Den with views of Lake Monona in the heart of downtown..

How many holiday rentals are there in Madison?

Expedia has 109 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.