Madison, WI Vacation Rentals

Our Favorite Vacation Rentals in Madison

  • Cambria Hotel Madison East
    Good121br 3-star Home/Apartment
    Booking.com
    From
    $103
  • Waunakee Red Shutter House
     Country House
    Booking.com
    From
    $882
  • Immaculate apartment steps from Camp Randall!
    ExcellentHome/Apartment
    Airbnb
    From
    $98
  • State Street Apartment 1
    ExcellentHome/Apartment
    Airbnb
    From
    $150
  • Charming 2BR downtown cottage with free parking
    Excellent2br Home/Apartment
    Airbnb
    From
    $198
  • Downtown Lake Side Living w/ Free Bikes & Parking!
    Excellent2br Home/Apartment
    Airbnb
    From
    $113
  • Prairie-Chic Downtown Lakeside
    Excellent2br Home/Apartment
    Airbnb
    From
    $249
  • Boutique Eco Hideaway- Willy Street
    ExcellentHome/Apartment
    Airbnb
    From
    $184

Check prices for these upcoming dates

Madison Vacation Rentals with a Pool

  • Luxurious BBQ and Pool Party Destination House
    Excellent3br Home/Apartment
    Airbnb
    From
    $227
  • NEW! Comfy Cottage Just 10 Miles from 'Mad City'
     2br Home/Apartment
    Airbnb
    From
    $190

Madison Vacation Rentals with Wi-Fi

  • Madison Stuga (cottage-in-the-city)
    ExcellentHome/Apartment
    Airbnb
    From
    $124
  • Historic guesthouse near downtown, hospital and UW
    ExcellentHome/Apartment
    Airbnb
    From
    $134
  • The Madison House - Welcome
    Excellent5br Home/Apartment
    Airbnb
    From
    $222
  • Walking distance to Camp Randall-2 bed cozy home
    Excellent2br Home/Apartment
    Airbnb
    From
    $325

Madison Pet-Friendly Vacation Rentals

  • House on the park
    Excellent3br Home/Apartment
    Airbnb
    From
    $429
  • Walk to the Alliant Energy Center!
    Excellent5br Home/Apartment
    Airbnb
    From
    $632
  • Contemporary 3 BR home. Sauna. Yard. Dog-friendly
    Excellent3br Home/Apartment
    Airbnb
    From
    $137
  • Charming home in the popular Atwood neighborhood.
    Excellent3br Home/Apartment
    Airbnb
    From
    $325

Madison Travel Guide

Wisconsin’s capital city is the second-largest city in the state of Wisconsin. Madison is known for its walkability and nature, and for being the home to the University of Wisconsin-Madison.

Things to Do in Madison

Visit the majestic Wisconsin State Capitol and take a tour of the grounds. The Madison Museum of Contemporary Art is another top destination for the 20th and 21st-century art pieces featured in the halls. Spend an afternoon strolling through the Olbrich Botanical Gardens or pay a visit to the Henry Vilas Zoo.

Don’t miss out on Madison’s great food. Whether it’s chocolate from Gail Ambrosius Chocolatier, meals at Madison Eats, Cornish pastries at Teddywedgers, or a meal at DLUX, Madison is full of great eats.

Atwood is a hip, trendy neighborhood in Madison, full of fun shops and great cuisine. It’s also home to Gail Ambrosius Chocolatier. Willy Street is full of restaurants from around the world, as well as music festivals in the summer months. You can’t go wrong in Downtown Madison if you’re looking for things to do.

Madison’s locals are known for their helpful and having kind attitudes, as well as for being creative and outdoorsy.

Best Time to Visit Madison

The best time to visit is in the spring for the moderate weather.

Price and Availability in Madison

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The cheapest day to stay at a vacation rental in Madison tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Madison tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Madison is in August, while the cheapest month is in January. The most popular time to book a vacation rental in Madison is in the high season in August. Madison has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Madison

Rainy days
50° 13°
2
51° -13°
2
57° -9°
3
56° 14°
1
81° 14°
2
95° 35°
10
93° 49°
6
92° 50°
3
88° 53°
10
89° 33°
5
84° 22°
5
51° 13°
2
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Rainy days

This climate histogram shows you the weather patterns in Madison. The warmest months in Madison are August and July, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to -13 ˚F. The wettest month in Madison is May with 10.4 inches of rain, while the driest month is October with 0.74 inches of rain.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims

Vacation Rentals in Madison

Browse accommodations from all the best providers including Airbnb, Priceline, Agoda and others at AllTheRooms.com. We have 432 vacation rentals, hotels and other accommodation types in Madison ranging from budget options to extravagant places to stay. When traveling on a budget, the cheapest place to stay in Madison is available at $19 per night. The average price of a vacation rental is generally $138 per night.

Those needing to get some work finished during their trip to Madison can choose from 211 places to stay that include WiFi. We have 35 accommodations that come with breakfast included. You can maintain your workout regime by staying at one of 32 accommodations that provide gym facilities. If you're planning on arriving in Madison by car, be sure to choose from 193 accommodations that provide parking. 35 places to stay have a a pool or jacuzzi

If you're traveling with your best friend, then make sure to choose one of the 37 pet-friendly accommodations available.

We compare vacation rentals, hotels and other unique accommodation types from loads of providers in Madison, including 195 places to stay from Airbnb, 15 accommodations from Priceline and 6 places to stay from Agoda

258 of our accommodations in Madison have been reviewed and rated. 71% are rated great. 110 places to stay in are instantly bookable.

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