Find Vacation Rentals in Madison

Highlights Madison

  • Family-friendly destination
  • Lakeside beaches
  • Botanical gardens

Best Vacation Rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.
Madison, Dane County
Vacation Rental • 1249 ft² • 3 Bedrooms
(8 reviews)
IMPORTANT INFORMATION - Due to city regulations, we only rent for 30 days or longer. You can decide what portion (or all) of the 30 day rental period you actually spend on site. (In other words, we won’t double-book it, with a wink and nod, to side-skirt city regulations: the period that you reserve and pay for is yours.) The rental rates per month are below. As an added bonus, with 30+ day rentals, there is no sales or hotel tax. January, February, March, April, May: $2775November: $3300December: $4500June, September and October: $6000July and August: $9000This house is our personal guest ...
from $577 / night
Madison, Dane County
Vacation Rental • 24994 ft² • 5 Bedrooms
(15 reviews)
Fully licensed by The Health Department and the City of Madison, Permit ZTRHP1-2020-00072Home is just a few miles from Down Town, Alliant Energy Center, Airport, super markets, shopping stores and easy Freeway access.Home is great for family gatherings. Guests need to respect my property and neighbors.Home is NOT FOR LOUD WILD PARTIES and the reservation can be terminated if rules are not followed.Please let don't hesitate to contact me with your questions and especial requests!
from $524 / night
Madison, Dane County
Vacation Rental • 2390 ft² • 5 Bedrooms
(33 reviews)
Private 5-6 bedroom house, large living room, dining, family rooms and dinette. Large deck, patio, and outdoor sitting area. Conveniently located on Madison's near-west side(just off University Ave.) on very large wooded lot. The house is 10.9 miles from EPIC, a straight shot to DOWNTOWN Madison via University Avenue and an easy drive to the AIRPORT by going around the north side of Lake Mendota.Perfect for family reunions, wedding parties, football games, small conferences, and for the business traveler. House is on a large wooded lot and offers privacy rarely found in the city. Has wood b...
from $471 / night

Prices and availability

Current Vacation rental prices Madison

$161for 29 Apr - 6 May
$332 annual average
Average price per week

Current vacation rental availability Madison

13%for 29 Apr - 6 May
11% annual average
Percentage of available rentals

Vacation rentals in Madison

A quintessentially American City

Set on an isthmus between two lakes, Madison is a charming, family-friendly capital city with endless things to do year-round. During the summer months, you can visit the several lakeside beaches for swimming and boating. During the winter months, the lakes freeze over, and you can go ice-skating or ice-fishing! Year-round, the downtown district offers spectacular shopping, dining, sightseeing, and a vibrant cultural scene.

Finding your perfect Madison vacation rental

Madison offers a diverse range of vacation rentals depending on what best suits your travel needs. Stay in a neighborhood near the downtown district, or closer to the lake for serene lake-views. Many rentals in the city are oversized and can accommodate families or large groups. Quaint, cozy rentals are also available for couples or solo travelers. Opt for a rental with a lush, green garden space for a bit of nature during your city-stay. There are pet-friendly rentals if you’ll be traveling with your pets.

Holidays in Madison

The area and getting around

Arriving in Madison

If you plan on arriving to Madison by plane, the closest nearby airport is Dane County Regional Traux Field Airport, which is just under 6 miles away from the downtown area. The closest international airport is Chicago Rockford International Airport, about 60 miles, or a 1.5-hour drive away. Car rental companies are available at both airports if you plan on renting a car during your vacation. Otherwise, Uber, Lyft, and taxis are available for getting around.

Getting around the city

Madison has been named one of the most walkable cities in the entire country! Although having a car does make all the points of interest more accessible, getting around on foot is also an option. The city is also very-bike friendly, with a plethora of bike paths and bike rental companies available.

Travelers and activities

Madison for Couples

You’ll love exploring Madison with your significant other. Head to The Chazen Museum of Art, which is set inside a stunning, modern building and features permanent exhibits, paintings, sculptures, drawings, watercolors, prints, and photography. The museum frequently features traveling exhibits as well. It’s a great afternoon or rainy-day activity! Rent bikes, or go on foot, to the Capital City State trail. The paved, 17-mile, lakeside trail is an excellent place to go for a walk or a bike-ride in the city. A lot of the trail is shaded, with plenty of grassy areas to stop for a picnic or a rest.

Madison for families

Madison has plenty to do for families of all ages. Families with children should head to Henry Vilas Zoo, where admission is free and the animals are abundant! The AZA-accredited zoo is located in downtown Madison and serves to conserve and protect many species of wildlife. Kids can see and learn about over 100 species of animals, including Aldabra tortoises and African lions! Go for a family walk at the University of Wisconsin Arboretum and Geology Museum, where kids can learn about plants and rocks from all over the world. The center is home to over 1,260 acres of restored ecological communities, including savannas, forests, wetlands, tall grass prairies, flowering trees, flowers, and a world-famous lilac collection.

The capitol city was named after James Madison, America’s fourth president.

Top 5 travel tips in Madison

1. Olbrich Botanical Gardens

Wander through an oasis in the middle of the city in Olbrich Botanical Gardens. The lush gardens feature several varieties of smaller gardens within the sprawling grounds, including a rose garden, a rock garden, an herb garden, a wildflower garden, a perennial garden, and a conservatory. It’s a delightful place to stroll around for a couple of hours. Plus, entry is free. Be sure not to miss out on the Thai Pavillion!

2. Visit one or many of the 12 public beaches

Madison is home to twelve sandy lakeside beaches, each with their own unique appeal. Esther Beach Park is one of the most popular ones, with a clean beach area and a spectacular view of the city skyline. B.B. Clarke Beach Park is a great beach park for fishing, swimming, kayaking, and sun bathing, with a playground for children. If you find yourself in Madison during the colder months, head to Brittingham Beach, which is popular for ice fishing!

3. Stroll through downtown Madison

The charming, historical streets of downtown Madison are full of art galleries, unique boutiques, small-businesses, cafés, bars, and over 140 top-rated restaurants. The downtown district spans seven blocks, from Capitol Square to the University of Wisconsin, so you can easily spend an entire day exploring the downtown area, browsing the shops, and trying the restaurants. For an excellent fine-dining meal, stop by Eno Vino Downtown for their unique tapas and impressive wine list.

4. Visit the Wisconsin State Capitol

If you love visiting impressive works of architecture and learning about history, then you won’t want to miss out on a tour of the Wisconsin State Capitol. The building is constructed out of over 43 types of marble, granite, and limestone. There is an observation deck with a spectacular 360-degree view of downtown Madison!

5. Memorial Union Terrace

Take a seat at the iconic terrace tables and chairs at Memorial Union Terrace. Known as one of the best spots in the city for people-watching, relaxing, and enjoying daily live music, it’s an absolute must while you’re in the city. Bring a picnic, or grab a few scoops of the famous Babcock Ice Cream while you hang out.

FAQs: Vacation Rentals in Madison

How much does it cost to book a vacation rental in Madison?

Last year, rentals in this destination had an annual average cost of around $508 per night.

During which months can you find the best price for vacation rentals in Madison?

If it is your aim to save the maximum during your vacation to Madison, go there in February ($327 per night on average), October ($357), or March ($385), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Madison?

At the time of booking a vacation rental in Madison, the highest prices are usually seen in the month of November (with an average of $907 per night), followed by December ($844), and then May ($550).

Do I need to plan a trip to Madison well in advance?

It's worthwhile to be proactive in Madison as only 6% of the accommodations remain available throughout the year, according to last year's data.

When are more vacation rentals available?

Last year, the months with the largest number of available properties of the year in Madison were April, August and February, with average availabilities of 24%, 15%, and 15%, respectively.

How many vacation rentals are there in Madison?

Holidu collaborates with 2 different partners to offer you a choice between 80 properties we have in Madison.

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