Madison Holiday Rentals

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Holiday Rentals in Madison

The Dylin by Locale

4.0 star property
10.0 out of 10, Exceptional, (5)
"I absolutely loved my stay at The Dylin! It’s tucked away in a quiet area, which made for a restful night’s sleep, yet still close enough to easily walk to everything Madison has to offer. The room was spacious, and the bed was incredibly comfortable. Quiet, convenient, and high quality—this place truly offers the perfect stay!"
The price is AU$155
includes taxes & fees
5 Feb - 6 Feb
The Dylin by Locale

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (224)
"Our recent stay in Sun Prairie was wonderful. Randy and Connie are outstanding hosts. They greeted us when we arrived. Showed us all the features of the home and were available to answer any questions. They suggested places to take our grandchildren. The house was conveniently located to everything we wanted to do in Sun Prairie and is a short drive to Madison. Our grand daughter told us she wants to come back and stay in this our again."
The price is AU$468
includes taxes & fees
5 Feb - 6 Feb
A Pleasant Retreat- No Cleaning Fee & New Discounts

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

10.0 out of 10, Exceptional, (103)
"enjoyable relaxing great place"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is AU$388
includes taxes & fees
5 Feb - 6 Feb
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

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

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AU$863
includes taxes & fees
5 Feb - 6 Feb
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

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

10.0 out of 10, Exceptional, (14)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is AU$585
includes taxes & fees
5 Feb - 6 Feb
Two bedroom suite with city views in the heart of downtown Madison

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (133)
"The cabin was absolutely spotless and well equipped. The owner was an excellent communicator - we did it all by email. The expectations for maintaining and checking out were very reasonable. I recommend this stay to anyone!"
ONE OF A KIND vacation rental with a view

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (185)
"The property was wonderfully located with a beautiful view. It was also exceptionally clean and very well renovated. There were a few nice local restaurants/bars which made the stay even nicer. The only item was when I was told that we parked in the wrong place I responded and indicated the home was wonderful. I never heard back - just kind of seemed weird. I like having a personable connection with the owner but didn't necesarily feel that way here. But still a wonderful stay!"
Madison & ~UW~-Madison Area Lakefront Home

Capital PrimeTime - 6 Miles from Madison w/ fireplace

9.8 out of 10, Exceptional, (15)
"The host was very accommodating. She went above and beyond to make sure we were comfortable and all our needs were met. Communication was in a timely manner. We definitely will stay at this location the next time we are in Sun Prairie. The house felt like home! My granddaughter said the the home was a 10!"
The price is AU$1,016
includes taxes & fees
5 Feb - 6 Feb
Capital PrimeTime - 6 Miles from Madison w/ fireplace

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (26)
"A must stay if you’re in the Madison area. "
On the Yahara River, access to Madison Lakes

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great stay, easy location."
The price is AU$462
includes taxes & fees
5 Feb - 6 Feb
One Bedroom King with Den with views of the heart of downtown.

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (29)
"We had a great time in our trip. House was clean with a bunch of entertainment and near plenty of things to do. Owner was super responsive and accommodating. Thanks again!"
Lake Monona Waterfront + HOT TUB + Game Room

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (31)
"Short uber to everything. Really my only complaint is the parking situation is inconvenient. And Madison parking rules are a little odd. Some of our group got parking tickets. May be worth notifying future guests so they can prepare or follow the rules accordingly. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (9)
"Everything we needed easy commute to city of wisconson, clean, great communication with the host and the host left a welcome basket for us that was focused towards the reason we were in town, world championship strongman competition. "
Paoli Den - Newly Remodeled!

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

10.0 out of 10, Exceptional, (26)
"Wonderfully cozy home and a great location. Vintage decor is a delight. This is our 2nd stay. Enjoyed every minute."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

Home away from home!!!

8.6 out of 10, Excellent, (11)
"This is a basement apartment in a gorgeous neighborhood. Took us about 25 minutes to get into the campus area, which we came to see. Great WiFi, we worked during tne day, house was quiet. Comfortable bed, sofa couch, and large bathroom. It was cool but there are portable heaters that were perfect. Close to a grocery store. Also, Gus’s Diner was minutes away and had very nice food. Great pizza close by too. House is next to an open space, saw cranes and goldfinches. Great place to stay. Hosts...
Home away from home!!!

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (1)
The price is AU$628
includes taxes & fees
5 Feb - 6 Feb
Two Bedroom with views of Lake Monona in the heart of downtown Madison

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

10.0 out of 10, Exceptional, (119)
"Had a family member in the hospital and had to find something spacious for all of us. Richard was a great host and very accommodating. His place is conveniently located near the hospital and was well stocked for our large group. "
Conveniently Located just off University Avenue on Madison's West Side

Clean and charming home in great location near Epic and downtown Verona!

10.0 out of 10, Exceptional, (15)
"We had a nice stay at Paoli Place. Very comfortable and clean. This was also a very convenient location for some events we were attending in Madison and nearby. I would stay there again. Very nice place. "
Clean and charming home in great location near Epic and downtown Verona!

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

9.4 out of 10, Exceptional, (13)
"The unit was very clean Beautiful view of the lake Great location The reason I gave it a 4 instead of a 5 was the lack of insulation/sound barrier between units It felt like the people above us just walked back and forth all day and moved chairs around - i know we had to be equally as annoying and no way to prevent it. One day we listened to a dog barking for several hours before we left. I also could hear people next door coughing. For that reason we ended up leaving during the day to spend...
The price is AU$482
includes taxes & fees
5 Feb - 6 Feb
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
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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Other types of properties in Madison you may be interested in

The Madison Concourse Hotel and Governor's Club

3.5 star property
9.4 out of 10, Exceptional, (2289)
"Clean, comfortable, & quiet "
The price is AU$258
includes taxes & fees
9 Feb - 10 Feb
The Madison Concourse Hotel and Governor's Club

Best Western West Towne Suites

2.5 star property
8.6 out of 10, Excellent, (1130)
"Pretty good place"
The price is AU$126
includes taxes & fees
16 Feb - 17 Feb
Best Western West Towne Suites

Hyatt Place Madison Downtown

3.0 star property
9.2 out of 10, Wonderful, (1010)
"Great breakfast. Walkable distance to restaurants and bars. Street parking for low cost or $20 to park in their garage. Excellent stay. "
The price is AU$213
includes taxes & fees
5 Feb - 6 Feb
Hyatt Place Madison Downtown
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.

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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This highly rated holiday home rental in Madison offers a patio, a garden 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. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other top choices in Madison are Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access and Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!.

How many holiday rentals are there in Madison?

Expedia has 108 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.