Madison holiday rentals

We found 242 holiday rentals — enter your dates for availability
Select from 92 houses, 34 apartments and other holiday rentals to find the perfect place for your stay in Madison. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Madison (and vicinity)

Showing deals for:9 Oct - 16 Oct

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Madison

  • Scenic urban parks: Discover beautiful green spaces perfect for picnics and leisurely strolls.
  • Cultural experiences: Enjoy museums, vibrant piazzas, and lively local festivals.
  • Iconic university charm: Wander through the historic University campus and its surrounding lively quarters.
  • Natural lakeside beauty: Experience the tranquillity of nearby lakes and serene waterfronts.
  • Family-friendly adventures: Enjoy a blend of urban excitement and outdoor escapades ideal for all ages.

Popular types of accommodation in Madison

Discover the charm of Madison, Wisconsin, a vibrant city brimming with cultural attractions and natural beauty. Whether you're seeking private holiday homes, cosy cottages, or charming cabins, Madison offers a variety of holiday rentals to suit your needs. Explore the stunning lakes, immerse yourself in local art at the museums, or enjoy the lively atmosphere at the farmers' markets. Whatever your plans, Madison promises an unforgettable getaway with comfort and convenience at the heart of your experience.

  • Private Holiday Homes: Experience the charm of a self-contained retreat. This option tops the popularity charts for visitors to Madison.
  • Cottages: Enjoy a cosy, quintessentially rural escape with these quaint holiday cottages.
  • Cabins: Embrace a rustic setting in a snug cabin, perfect for a peaceful break.
  • Apartments: Opt for a modern, well-appointed apartment for a comfortable stay.
  • Condos: Choose a stylish condo, ideal for a contemporary urban experience.**

Top attractions in Madison

Madison, Wisconsin, is a vibrant destination perfect for family outings, urban explorations, and outdoor adventures. Visitors can enjoy various attractions, including beautiful beaches, scenic urban parks, and lively piazzas. The city's rich cultural experiences cater to those seeking both relaxation and excitement, making it an ideal spot for travellers looking to immerse themselves in local charm and natural beauty.

  • Capitol Square: A vibrant hub of culture and activity, Capitol Square features stunning architecture and hosts local markets, making it a perfect spot for leisurely strolls and people-watching.
  • State Street Shopping: This bustling street is lined with eclectic shops, cafes, and eateries, offering a lively atmosphere and a great place to experience Madison's local flavour.
  • Lake Mendota: Renowned for its scenic beauty, Lake Mendota provides idyllic spots for outdoor activities, romantic sunsets, and tranquil moments by the water’s edge.

Things to do recommended for couples

Discover Madison's charm with a cosy couple's retreat. Enjoy a scenic walk around the lakes, explore quaint local cafés, and savour a candlelit dinner at one of the city's intimate restaurants.

Things to do recommended for families

Families will delight in the interactive exhibits at the Madison Children's Museum, explore the beautiful Olbrich Botanical Gardens, or enjoy a day at the Henry Vilas Zoo, where they can see animals from around the globe, all within a short drive from the city centre.

Things to do recommended for groups

Experience the thrill of motor racing at Angell Park Speedway in Madison, where sports and adventure vibes await your group.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Madison

If you're travelling with a group, family, or pets, or if you're seeking longer stays, be sure to filter according to your key preferences. Here are some helpful booking tips from Stayz for you.

  • Traveling to Madison with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Stayz.
  • Traveling to Madison with young kids: Travelling with young children can present some challenges. It's essential to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Madison: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Madison: If you’re in search of holiday rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding amenities such as a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in Madison

Madison, Wisconsin, is a vibrant metropolis perfect for family-friendly adventures and outdoor escapades. Visitors can explore the stunning University of Wisconsin-Madison campus, enjoy outdoor seating at local cafés, and partake in the lively festivals that characterise the city. With its welcoming atmosphere and rich historical backdrop, Madison offers a delightful blend of urban excitement and natural beauty, making it an ideal destination for travellers seeking diverse experiences.

  • Madison: Madison is a vibrant city known for its blend of urban and natural experiences. Nestled between two beautiful lakes, it offers a plethora of outdoor activities, from cycling along scenic paths to enjoying picnics in its many parks. The city's educational institutions, including a major university, contribute to its youthful atmosphere. Visitors can revel in arena entertainment and explore bustling shopping mall centres, making it an ideal destination for families and city enthusiasts alike. Key attractions include a prominent sports facility and the university's modern campus, ensuring that there’s something for everyone.
  • Downtown Madison: As the cultural epicentre of Madison, Downtown is a hub of activity where family-friendly experiences meet vibrant city life. This neighbourhood features a variety of shopping centres and educational venues, making it perfect for those looking to combine leisure with learning. Visitors can enjoy the rich cultural atmosphere, with highlights including the university's impressive facilities and local sports stadiums. The dining scene is diverse, offering a range of options from casual eateries to fine dining, catering to every palate.
  • West Madison: West Madison is a dynamic area that caters to families and professionals alike. With a strong emphasis on business and commerce, this neighbourhood is home to numerous shopping centres and educational institutions. Visitors can indulge in retail therapy or explore urban parks for a relaxing day out. The proximity to a modern college university and a well-known sports facility adds to its appeal, making it a great spot for both leisure and business travellers seeking a blend of activities in a family-friendly environment.

Best time to go to Madison

If you're planning a trip to Madison, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January18.7°F (-7.4°C)No Rain (Dry)Mostly CloudyLowAverage
February20.7°F (-6.3°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March34.7°F (1.5°C)Light RainMostly CloudyLowSlightly Low
April45.3°F (7.4°C)Light RainMostly CloudyAverageSlightly Low
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnyHighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnyHighSlightly High
August69.8°F (21.0°C)Light RainMostly SunnyHighSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
November37.0°F (2.8°C)Light RainMostly SunnyAverageAverage
December26.6°F (-3.0°C)Light RainMostly CloudyAverageAverage

Booking with Stayz is a breeze

If you're looking to save money on your next journey, why not consider being flexible with your travel dates? Prices can vary, so adjusting your plans may help you secure a better deal. Additionally, booking a longer stay often allows for significant savings. To help you find the perfect Stayz property to suit your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's Trip Board offers a user-friendly platform for you to plan your journeys, resume your previous work, or manage your travel arrangements. You can easily find your saved or booked properties classified under Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The lively city of Madison awaits you

Enjoy the area's live music, art galleries and theatre scene with a rental holiday home in Madison. Renowned for its university setting, sporting events and lake, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Madison

Are you hoping to find top things to see and do in the area? Venture out of your holiday home and experience everything that makes Madison a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Lake Monona Shoreline Run (0.5 mi / 0.8 km)
  • Henry Vilas Zoo (1.4 mi / 2.3 km)
  • Reddan Soccer Park (8.4 mi / 13.5 km)
  • University Ridge Golf Course (8.6 mi / 13.8 km)
  • Verona Ice Arena (8.9 mi / 14.3 km)
  • Angell Park Speedway (11.6 mi / 18.7 km)

Exploring the natural features in Madison

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Madison is a great place to spend some time outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Lake Mendota (2.5 mi / 4.1 km)
  • Olbrich Botanical Gardens (3.1 mi / 5 km)
  • Lake Waubesa (5.7 mi / 9.1 km)
  • Token Creek Park (8.3 mi / 13.4 km)
  • Lake Kegonsa State Park (10.4 mi / 16.7 km)
  • Lake Ripley Park Beach (20.3 mi / 32.6 km)

Travelling to and around Madison

The nearest airport is in Dane County Regional Airport (MSN), located 4.8 mi (7.8 km) from the city centre.

If you're travelling by train, the main station serving the city is Madison Station.

Frequently asked questions

What is the best area to stay in Madison when booking a holiday home?
Make a booking for a holiday home in Marquette and you'll be based in one of Madison's most renowned areas. Yahara Place Park and Orton Park are much-loved attractions here that'll keep all ages occupied during your visit.
What is the most popular type of holiday home accommodation in Madison?
Houses are the most popular type of holiday home in Madison, according to our data. Even if you have a different idea in mind, Stayz has holiday homes in all shapes and sizes. Explore our options to find your perfect pad.
How much does it cost to rent a holiday home in Madison?
Length of stay, property type and time of year are some of the things that can influence the price of a holiday home. Simply click on your travel dates to find your ideal fit. From comfy cabins to sprawling villas, all Stayz holiday homes provide amazing value.
How much does it cost to rent a beach house in Madison?
The average price for a holiday home by the beach in Madison depends on when you'll be there and the size and type of property you're searching for. Find prices easily on Stayz by entering your preferred travel dates. Then use the handy filters to choose the number of bedrooms and amenities essential to you, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in Madison?
Pack a squeezy toy and a bone for your canine companion because Madison has 56 holiday homes that throw out the welcome mat to pets. Let your happy hound join in with the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Madison?
Tick the "pool" box in our handy filter tool and select from 14 houses with private pools in Madison on Stayz. Gentle soak, ball games or noodle joust? Free time is up to you when your Stayz holiday home has a swimming pool.
What are popular home amenities in Madison?
A fireplace, a lake view and a nearby river are rated the most popular home amenities in Madison. Whether you're taking a trip alone, with your better half or as a family, Stayz will help you find a holiday home that matches your tastes with all the extras you're looking for.
Are there large group holiday homes in Madison?
With eight properties that can sleep 10 guests or more in Madison, you don't have to limit the invite list. From fun family holidays to special events like Thanksgiving or Christmas parties, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Madison that welcome kids?
With 56 family-friendly holiday properties to select from in Madison, now is a great time to introduce your kids to the excitement of travel. Simply check our "Properties good for families" filter box to find stays that feature amenities perfect for travelling families, such as dining rooms, backyards, entertainment units and bunk beds.
What are the top attractions for families in Madison?
There are tons of cool things to see and do with the family in Madison, such as:

  • Henry Vilas Zoo
  • Madison Childrens Museum
  • Wisconsin Historical Museum

Are there one-bedroom holiday homes in Madison?
Yes, there are 22 one-bedroom properties in Madison to pick from. A one-bedroom holiday property is a wonderful option if it's only two of you or if you're travelling solo. Throw in more convenience, space and privacy than a regular hotel, and you're sure to have a trip to remember.
Can I find two-bedroom holiday homes in Madison?
You can pick from nine two-bedroom holiday homes in Madison. Put the kids in the second room or maybe fill it with a couple of your favourite people. There's enough space for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Madison?
Madison has 24 holiday homes with WiFi, so you can stay connected while you're travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Stayz homes make it easy to get online.
How can I find holiday homes with air conditioning in Madison?
You can pick from 56 holiday homes with air conditioning in Madison giving you that gentle, cool breeze and extra comfort level. Simply enter your preferred dates of travel and then use our filters to look for stays with air conditioning.
How old do you have to be to rent a holiday home in Madison?
It's advisable to check with the Madison holiday property you want on Stayz as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Madison for?
It's up to the Madison property. To view a list of options offering extended stays, just enter your dates and guest number into the Stayz search page. Look forward to having the whole property to yourself, as well as amenities such as a kitchen, air conditioning and outdoor spaces where the kids can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.