Madison vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Madison

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Madison vacation rentals

Most recommended vacation rentals in Madison

Show all
Econo Lodge Madison East - Madison - Bedroom
Parking
Free Wi-Fi
Pet friendly
Booking Insights

KAYAK’s insights for vacation rentals in Madison

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Madison with confidence.

What is the cheapest day of the week to book a vacation rental in Madison?

Sunday offers the lowest rates in Madison, with an average nightly price of $86. The highest prices are found on Wednesday, with average rates at $277.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

August
December
$217
$176
Cheapest month to stay with an average 63% drop in price.
Most expensive month to stay with an average 372% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Madison vacation rental deals

  • If you are renting a car and wish to book Madison vacation rentals with free parking for guests, look no further than the King Suite condo near the University of Wisconsin-Madison. This condo also offers free breakfast and access to a pool in the complex.
  • Those looking to stay near the University of Wisconsin in Madison should book the Free Breakfast Apartment. There are several rental apartments within this complex, and it is just 5.4 miles from the university’s campus.
  • Larger groups looking to book Madison vacation rentals should endeavor to book the Monona Home. This Madison house rental has 3 bedrooms and sleeps up to 8 people. It is spacious so you will still have some privacy and it also offers free Wi-Fi.
  • If you want to be surrounded by nature when traveling to Madison, book Madison vacation rentals that are a bit further from the city center. The Enjoy Nature with Full Comfort rental home will allow you to enjoy the natural surroundings from the gazebo on site.
  • Travelers who would like to cook their own meals should try to book Madison vacation rentals that are equipped with a full kitchen. The Cozy, Spacious Downtown Verona 3 Bedroom Home is perfect for this, as it has a full set of cooking ware and kitchenware, including a coffee and tea maker.
  • Pet friendly, pool, hot tub, kitchen/kitchenette, and parking are the most popular vacation rental property amenities in Madison
  • Vacation rentals in Madison are around 4% cheaper than hotels on average. Search here to compare prices for all accommodation types in Madison.
  • The best vacation rental properties in Madison are Remodeled 3 bedroom home in Monona. Close to Downtown! (10.0, 27 reviews), Conveniently Located just off University Avenue on Madison's West Side (9.9, 47), and Original cozy farmhouse homestead 2 blocks from the bike path and (9.9, 41), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Madison, you should consider visiting during the low season. The cheapest vacation homes in Madison can be found in August and June.
  • The cheapest night for renting a vacation home in Madison is Sunday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Madison for 24 days.

FAQs when booking a vacation home in Madison

  • How much is a Rental rental for a week in Madison?

    The average price for a weekly Madison Rental rental found by KAYAK users in the last 2 weeks is $836. Though this can obviously vary depending on the time of year of your stay and when you make the booking.

  • How much is a Rental rental for a month in Madison?

    The average price for a monthly Madison Rental rental found by KAYAK users in the last 2 weeks is $2,605.

  • Where should I stay in Madison if I want a nice view?

    If you want a nice view from your Madison house rental, consider booking the Lake Monona Home with Indoor Pool and Capitol Views. This property is right on the lake and boasts beautiful views of the cityscape of downtown Madison.

  • Which vacation rental in Madison should I book if I am traveling with my significant other?

    Couples visiting Madison will want to stay in a cozy, private environment with luxurious amenities. Look no further than the Original Cozy Farmhouse Homestead, which is for adults only and offers a cozy vibe in a 100-year-old house. It is also still close to all the attractions of downtown.

  • Where should I stay in Madison, Wisconsin, if I am in town on business?

    There are plenty of vacation rentals in Madison that are conducive to business. You can book the Willy St apartment with 2 workspaces inside, one in each bedroom. This apartment is also located near the business district, so you can cut down on your commute time if you have meetings there. There is also a grocery store just a short walk away in case you want to shop for ingredients to prepare some meals.

  • What vacation rentals are the closest to the city center of Madison?

    Travelers who prefer to be in the middle of all the action downtown should try to book the Lakefront Fashionable Flat, which will put you within walking distance of all the attractions in the downtown area. Located just 1.5 miles from the city center, you can walk or drive to any of the attractions you want to see. This rental sleeps up to 4 people and is right on the waters of Lake Monona.

Where to stay in Madison?

Our map will help you find the perfect place to stay in Madison by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Madison

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.