Madison holiday lettings

We found 235 holiday rentals — enter your dates for availability

Select from 111 houses, 40 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.
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Why visit Madison

  • Charming downtown: Madison's lively city centre blends modern living with historical charm, featuring numerous patios and cafes.
  • Outdoor adventures: The city offers abundant parks and recreational activities, perfect for nature lovers and families alike.
  • Cultural experiences: Explore a range of museums and galleries that showcase the vibrant arts scene in Madison.
  • Family-friendly attractions: Madison is ideal for families, with various activities suitable for all ages.
  • Diverse accommodation: Choose from private homes, charming cottages, and rustic cabins for a unique stay.

Popular types of accommodation in Madison

If you’re pondering the ideal accommodation for your getaway in Madison, look no further. Our most sought-after options include houses, charming cottages, and rustic cabins. Whether you're searching for apartments in Madison or house rentals, we ensure a diverse selection of holiday lettings to suit every traveller’s needs. Experience transparency, savings, and reassurance with your choice of apartment rentals in this delightful destination.

  • Houses: The top choice for visitors in Madison, these homes offer spacious and comfortable stays, perfect for families or groups.
  • Cottages: A charming option for travellers, cottages provide a quaint and cosy atmosphere, ideal for a relaxing getaway.
  • Cabins: Popular among nature lovers, cabins offer a rustic experience surrounded by the beauty of Wisconsin's landscapes.
  • Apartments: Convenient and centrally located, apartments are perfect for those seeking a more urban experience in Madison.
  • Condos: These modern accommodations blend comfort with amenities, appealing to those looking for a stylish stay.**

Top attractions in Madison

Madison, Wisconsin, is a fantastic destination for families and outdoor enthusiasts alike, offering a blend of urban parks, modern universities, and vibrant entertainment venues. Visitors can explore a range of attractions that cater to diverse interests, from cultural experiences to outdoor adventures. Whether you’re travelling with family or seeking a city-themed getaway, Madison provides plenty of opportunities to create lasting memories.

  • University of Wisconsin-Madison: A vibrant hub of education, the University of Wisconsin-Madison boasts stunning architecture and beautiful campus grounds, perfect for leisurely strolls. Immerse yourself in the lively atmosphere filled with students and cultural activities.
  • Alliant Energy Center: This dynamic arena hosts a variety of events, from concerts to family shows, making it an ideal spot for entertainment seekers. Enjoy the lively environment and diverse offerings.
  • Wisconsin State Capitol: A striking example of modern civic architecture, the Capitol features impressive domes and intricate interiors. It's a great place to learn about local government while enjoying the business-like ambience.

Things to do recommended for couples

For a romantic getaway in Madison, consider visiting the charming Cambridge Winery, located 11.8km away, or the delightful Drumlin Ridge Winery within the city. Both venues offer a lovely atmosphere, perfect for couples seeking memorable experiences amid wine and entertainment.

Things to do recommended for families

Families visiting Madison can immerse themselves in the excitement at Camp Randall Stadium, enjoy relaxation at Reddan Soccer Park, and experience adventure at Verona Ice Arena. Each venue offers a unique atmosphere, providing plenty of fun-filled activities suitable for all ages.

Things to do recommended for groups

Explore the vibrant East Towne Mall for shopping and entertainment, indulge in culture at the Overture Center for the Arts, and unwind with friends at the picturesque Memorial Union Terrace, where you can enjoy a drink in a romantic setting.

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

When travelling with a group, family, or pets, or if you’re considering extended stays, it's essential to filter according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Madison with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Madison with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Madison: For many, a family holiday wouldn’t be the same without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel completely at home.
  • Planning for a long term stay visiting Madison: If you’re seeking holiday rentals with offers for stays of a month or more, you’ve come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Madison

Madison offers a delightful blend of family-friendly activities and vibrant city life, making it an ideal destination for a varied vacation. Explore the lively downtown area, where modern living meets historical charm, and enjoy the numerous patios and cafes. Nearby regions provide a welcoming atmosphere, perfect for those seeking budget-friendly options or simply a fun place to unwind. With friendly locals and a wealth of outdoor activities, Madison promises an unforgettable experience for every traveller.

  • Downtown Madison: The vibrant heart of Madison, Downtown is a bustling neighbourhood that seamlessly blends urban sophistication with a welcoming atmosphere. It is known for its rich cultural offerings, including theatres, galleries, and educational institutions. Visitors can enjoy shopping in charming boutiques or dining in diverse eateries. Notable landmarks include the impressive University of Wisconsin-Madison and the iconic Camp Randall Stadium, catering to sports enthusiasts. The area’s walkable nature makes it easy to explore, ensuring an engaging city-themed experience for families and culture seekers alike.
  • Fitchburg: Situated just south of Madison, Fitchburg is a picturesque village that invites outdoor enthusiasts to revel in its scenic landscapes. With ample parks and nature trails, it's an ideal location for romantic strolls or invigorating hikes. The community is home to a variety of educational facilities and an entertainment arena, providing a balanced mix of leisure and learning. Visitors can also enjoy the serene beauty of nearby lakes, making Fitchburg a hidden gem for those seeking both adventure and relaxation.
  • Monona: Nestled along the shores of Lake Monona, this charming neighbourhood offers stunning waterfront views and a plethora of outdoor activities. Monona is perfect for couples looking for a romantic escape or families in search of a peaceful retreat. The area features a variety of amenities including a convention centre and an entertainment arena. With its lovely parks and lakeside paths, Monona provides a delightful setting for leisurely walks or picnics, ensuring visitors can fully embrace the beauty of nature.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 Vrbo is a breeze

Are you keen to save on your next adventure? Being flexible with your travel dates can make a significant difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for you to plan new trips, resume your previous arrangements, or review and organise your travel plans. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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)
  • Tyrol Basin Ski & Snowboard Area (19.9 mi / 32.1 km)
  • Wollersheim Winery (21.7 mi / 35 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)
  • University of Wisconsin-Madison Arboretum (3.1 mi / 4.9 km)
  • Olbrich Botanical Gardens (3.1 mi / 5 km)
  • Lake Kegonsa (10.3 mi / 16.6 km)
  • Lake Kegonsa State Park (10.4 mi / 16.7 km)
  • Wisconsin River (21.3 mi / 34.4 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 rental?
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 rental accommodation in Madison?
Houses are the most popular type of holiday rental in Madison, according to our data. Even if you have a different idea in mind, Vrbo 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 rental 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 Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Madison?
The average price for a holiday rental 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 Vrbo 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 rentals in Madison?
Pack a squeezy toy and a bone for your canine companion because Madison has 56 holiday rentals 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 rentals on Vrbo. 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 Vrbo. Gentle soak, ball games or noodle joust? Free time is up to you when your Vrbo holiday home has a swimming pool.
What are popular rental amenities in Madison?
A fireplace, a lake view and a nearby river are rated the most popular rental amenities in Madison. Whether you're taking a trip alone, with your better half or as a family, Vrbo will help you find a holiday rental that matches your tastes with all the extras you're looking for.
Are there large group holiday rentals 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, Vrbo can help you find a large group rental to suit the occasion.
Are there holiday rentals 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 rentals 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 rentals 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 rentals with WiFi in Madison?
Madison has 24 holiday rentals 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 Vrbo homes make it easy to get online.
How can I find holiday rentals 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 rental in Madison?
It's advisable to check with the Madison holiday property you want on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental 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 Vrbo 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.

Explore destinations around Madison