Madison holiday lettings

We found 232 holiday rentals — enter your dates for availability

Select from 102 houses, 32 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:16 Jan - 23 Jan

Image gallery for Luxurious Country Retreat

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10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

Luxurious Country Retreat

Mount Horeb, WI

8% off
Price is £7,648
for 7 nights, 1 home
£1,093 per night
includes taxes & fees
Luxurious Country Retreat

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Verona Ice Arena (8.9 mi / 14.3 km)
  • Tyrol Basin Ski & Snowboard Area (19.9 mi / 32.1 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:

  • Olin Park (1.7 mi / 2.7 km)
  • 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)
  • Aldo Leopold Nature Center (3.8 mi / 6.1 km)
  • Lake Kegonsa (10.3 mi / 16.6 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 rental?
When considering a holiday rental in Madison, Wisconsin, the State Street area is an excellent choice. This vibrant neighbourhood is known for its lively atmosphere and is situated right near the University of Wisconsin-Madison campus. Here, you'll find a myriad of shops, cafes, and restaurants, making it a fantastic spot to immerse yourself in local culture. One of the top attractions nearby is the Wisconsin State Capitol, an architectural gem that offers stunning views of the city from its dome. Additionally, the beautiful shores of Lake Mendota provide ample opportunities for outdoor activities, from boating to picnicking.

Another great area to consider is the Near West Side, which boasts a more residential feel while still being close to the action. This neighbourhood is home to the Henry Vilas Zoo, a delightful spot for families and animal lovers alike, and the picturesque Vilas Park, superb for leisurely strolls or enjoying a sunny afternoon. The Near West Side offers a range of properties, providing a comfortable base from which to explore the many attractions Madison has to offer.

For those seeking a more tranquil experience, the Monona Bay area is highly appealing. Known for its scenic views and peaceful environment, it's a wonderful place for nature enthusiasts. You'll be close to the Monona Terrace Community and Convention Centre, designed by renowned architect Frank Lloyd Wright, which often hosts various events and exhibitions. This area also features properties that allow guests to relax while still being within reach of the city's vibrant offerings.
How much does it cost to rent a holiday home in Madison?
Prices for holiday rentals in Madison vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Madison to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Madison holiday house rentals?
You can find great discounts on house rentals in Madison on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Madison?
For renting a beach house in Madison, Wisconsin, the best areas to consider are along the shores of Lake Mendota and Lake Monona. The area near James Madison Park offers a picturesque setting with sandy beaches and access to walking paths, making it popular for families and groups. Many properties in this region feature amenities such as spacious decks, outdoor grills, and fully equipped kitchens, great for enjoying summer barbecues and lakeside meals.

Another excellent location is around Monona Bay, where travellers can find charming waterfront homes that often include docks for boating or fishing. These properties typically come with modern conveniences like air conditioning, Wi-Fi, and laundry facilities, ensuring a comfortable stay. The proximity to local parks and the vibrant atmosphere of the nearby downtown area, with its restaurants and shops, adds to the appeal. Find your rental near the beach in Madison.
What is the most popular type of holiday rental accomodation in Madison?
In Madison, holiday houses are the most popular type of rental accommodation, with around 81 available throughout the city. These houses are often situated in residential neighbourhoods, providing a spacious and comfortable environment for families and groups. Most holiday houses come with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, ideal for relaxation after exploring local attractions like the University of Wisconsin-Madison and the Wisconsin State Capitol.
Are there any family house rentals in Madison?
In Madison, Wisconsin, there is a substantial selection of family-friendly house rentals, with around 64 options available. This vibrant city offers a variety of neighbourhoods suiting families, including the popular areas of Shorewood Hills and the Near East Side.

Properties in Shorewood Hills often feature spacious living areas, fully equipped kitchens, and outdoor spaces superb for children to enjoy. Many homes here are conveniently located near scenic parks, such as the picturesque Wingra Park, where families can partake in picnicking, paddle boating, and leisurely walks along the trails.

On the Near East Side, visitors can find larger homes with multiple bedrooms, ample gardens, and amenities like game rooms or home theatres that provide entertainment for the whole family. This area is also close to attractions like the Henry Vilas Zoo and the stunning Olbrich Botanical Gardens, making it an ideal base for exploring local culture and nature.
Can I rent a holiday home with a pool or hot tub in Madison?
In Madison, there are several holiday homes available for rent that feature pools and hot tubs, with around 24 options to choose from. This vibrant city, located on the shores of beautiful lakes Mendota and Monona, offers a mix of urban and natural attractions. Many properties in the area come equipped with private pools, hot tubs, and spacious outdoor areas great for relaxation and entertaining.
Can I find long-stay holiday rentals in Madison?
A long-stay holiday rental in Madison is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Madison?
In Madison, there are numerous pet-friendly house rentals available, with around 66 options to choose from. Many of these holiday homes come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces, making them ideal for families and groups travelling with pets.

The downtown area, particularly near the University of Wisconsin-Madison, offers a vibrant atmosphere with easy access to parks and pet-friendly cafes. The nearby James Madison Park features walking paths and green spaces, great for leisurely strolls with your furry companions.
Are there any remote work holiday rentals in Madison?
In Madison, Wisconsin, there are numerous remote work holiday rentals available, with around 121 options to choose from. The city is well-equipped for those looking to combine work and leisure, ensuring a comfortable stay with amenities that cater to business needs. Many properties offer high-speed Wi-Fi, dedicated office spaces, and ergonomic furniture such as desk chairs and desks, making it easy to stay productive during your visit. Some rentals even include additional features like computer monitors and business centres that are accessible 24 hours a day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madison holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Madison with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Madison?
In Madison, popular holiday rentals typically include essential amenities that enhance the comfort of guests. Most properties feature well-equipped kitchens, which are ideal for preparing meals during your stay. You'll find amenities such as microwaves, cookware, dishware, utensils, and refrigerators, allowing for a convenient self-catering experience. Additionally, many rentals come with stovetops, providing ample options for cooking.
When is the best time to visit Madison for a holiday rental?
The best time to book a holiday rental in Madison is during the peak season from July to September, when the city comes alive with vibrant activities and events. July, in particular, is the most popular month, offering visitors a chance to experience the lively atmosphere of summer festivals, outdoor concerts, and the beautiful farmers' markets that showcase local produce and crafts.

During this period, you can enjoy mild to warm temperatures, typically ranging from the mid-teens to low 30s Celsius, making it superb for outdoor adventures like biking along the scenic lakes or strolling through the charming neighbourhoods. The picturesque Lake Mendota and Lake Monona provide ample opportunities for water activities, while the city's parks are ideal for picnics and leisurely walks.

If you're looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm as Madison transforms into a winter wonderland. You can enjoy festive holiday events, cosy cafes, and a slower pace that allows for intimate exploration of the city's local culture and attractions.
How early should I book a Madison holiday rental?
Book your Madison holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Madison?
In Madison, visitors can enjoy a variety of attractions that showcase the city's vibrant culture and natural beauty. The State Capitol, located in the heart of the city, offers guided tours and stunning architecture, making it a must-see for those interested in history and politics. Nearby, the University of Wisconsin-Madison campus is home to the Chazen Museum of Art, featuring an impressive collection of works from various periods.

For outdoor enthusiasts, the picturesque shores of Lake Mendota provide opportunities for boating, swimming, and picnicking, particularly around the James Madison Park area. The vibrant State Street, connecting the Capitol to the university, is lined with shops, cafes, and street performers, offering a lively atmosphere for visitors to explore.
Can I change or cancel my Madison home rental booking on Vrbo?
To find Madison holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Madison holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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