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, (83)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House

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, (141)
"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

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (25)
"Would recommend - very good location, nice space, and great host!"
The price is AU$992
includes taxes & fees
24 Aug - 25 Aug
Capital PrimeTime - 6 Miles from Madison w/ fireplace

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...
The price is AU$2,068
includes taxes & fees
20 Aug - 21 Aug
Private Pool - HOT TUB - Sauna - Game Room - Pets

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$554
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with Den with views of the heart of downtown.

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (23)
"Prefect"
Paoli Den - Newly Remodeled!

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

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (194)
"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

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$532
includes taxes & fees
24 Aug - 25 Aug
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.

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

10.0 out of 10, Exceptional, (34)
"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

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$451
includes taxes & fees
1 Sept - 2 Sept
One Bedroom Queen in the heart of downtown.

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (245)
"Host was easy to communicate with and it was an overall a fantastic experience. "
A Pleasant Retreat- No Cleaning Fee & New Discounts

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

9.8 out of 10, Exceptional, (27)
"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.

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

The price is AU$309
includes taxes & fees
1 Sept - 2 Sept
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

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

9.8 out of 10, Exceptional, (42)
"We enjoyed our stay!"
The price is AU$805
includes taxes & fees
24 Aug - 25 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

One Bedroom King with views of the heart of downtown.

2.0 star property
8.8 out of 10, Excellent, (3)
"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$511
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with views of the heart of downtown.

Lake Wisconsin Resort

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!"
Lake Wisconsin Resort

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (163)
"Great spot for a large group of family and friends. Very comfortable size, nice porch/yard and great layout."
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

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

9.8 out of 10, Exceptional, (243)
"The place is fully stocked and very clean. There was everything we needed and more. Host is amazing. The post talks about the beach down the road...don't bother, the beach in yard is perfect for pets or small children. Thank you for a great experience on our short time there. "
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?

One Bedroom King with Den with views of Lake Monona in the heart of downtown.: This highly rated holiday home rental in Madison is in the city centre and offers cable TV to help you feel perfectly comfortable in your new surroundings. Some other top choices in Madison are One Bedroom King with Den with views of the heart of downtown. and Private Pool - HOT TUB - Sauna - Game Room - Pets.

How many holiday rentals are there in Madison?

Expedia has 107 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.