Villas and Holiday homes in Madison, WI

72 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Madison, WI holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

72 Villa rentals in Madison, WI

Top-Rated Holiday Homes in the Old Town of Madison, WI

Stay seconds away from superb independent eateries and iconic sights with central holiday homes in Madison, WI.

Livingston Bungalow - Madison, WI
9.8 154 reviews

Livingston Bungalow

bungalow, Madison
This charming bungalow is situated in a lively neighbourhood just a short walk from the heart of downtown Madison, with easy access to restaurants, bars, and shops. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom home comfortably accommodates up to six guests and features a fully equipped kitchen, a garden, and parking for three cars. Guests can enjoy amenities such as Wi-Fi, a printer, cable TV, and central air conditioning, making it an ideal choice for families or groups of friends looking for a comfortable and convenient base to explore the city.
2 Bedroom House, Westside 30 Day - Madison, WI
10 8 reviews

2 Bedroom House, Westside 30 Day

house, Madison
This Madison house, situated near Quarry Park, is less than 0.8 kilometres from UW Hospital and within a 2.4 kilometre radius of Camp Randall Stadium, offering convenient access to public transport.
The two-bedroom, one-bathroom property sleeps four, includes a fridge, air conditioning, parking, and is available for 30-day minimum stays, ideal for those visiting the University of Wisconsin campus or working at the hospital.
Boutique Eco Hideaway - Willy Street - Madison, WI
10 321 reviews

Boutique Eco Hideaway - Willy Street

house, Madison
This one-bedroom apartment is situated in a peaceful neighbourhood just behind a historic property, a short walk from the lively Willy Street/Atwood districts and the state capitol building, and within 1 kilometre of Lake Monona. It consistently receives excellent ratings for its cleanliness, location and overall experience.
The apartment comfortably sleeps four guests and includes a well-equipped kitchen with high-quality appliances. It also features a semi-private outdoor sitting area, perfect for enjoying a morning coffee, and amenities such as a queen-size bed, a pull-out sofa bed, smart TVs, a Tivoli radio, and radiant floor heating.
Peaceful Townhome In The Uw Arboretum! - Madison, WI
9.6 66 reviews

Peaceful Townhome In The Uw Arboretum!

house, Madison
This house is situated just a mile from the Beltline, two miles from the stadiums, and five minutes from downtown Madison's Capitol Square, offering a peaceful retreat near the University of Wisconsin Arboretum. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious home features four bedrooms, comfortably accommodating up to 13 guests. Amenities include a fully equipped kitchen, a private garden with a fire pit and gas grill, and a dedicated workspace.

Best family friendly Madison, WI villas and holiday home

Among the 72 accommodations in Madison, WI, here are the 4 best family friendly villas and holiday homes

Stylish & Updated Bungalow - Madison, WI
9.5 277 reviews

Stylish & Updated Bungalow

bungalow, Madison
This bungalow is located on the east side of Madison, a short drive from the city centre and the University of Wisconsin-Madison campus. The property has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers visiting the city.
The home offers three bedrooms and a bathroom, providing ample space for families or groups of friends. Guests can enjoy a fully equipped kitchen, a large deck and backyard, and self check-in for added convenience.
Sunny, Spacious Home, Conveniently Located. - Madison, WI
9.9 83 reviews

Sunny, Spacious Home, Conveniently Located.

bungalow, Madison
This Madison bungalow, situated in a residential neighbourhood 8–16km from the University of Wisconsin campus and the city centre, is also 24km from Epic and a short drive from the Hilldale Shopping Centre.
The 2-bedroom, 1-bathroom property sleeps six, offering a fully equipped kitchen with breakfast provisions, free Wi-Fi, and family-friendly amenities including a highchair, travel cot, and toys; secure keypad entry ensures peace of mind.
Quiet Eastside Madison Home - Madison, WI
9.8 378 reviews

Quiet Eastside Madison Home

house, Madison
This home is located in a peaceful residential area on the Eastside of Madison, just a short drive (less than 5km) from the Metro Market grocery store and within a 5km radius of various restaurants, cafes, and shops. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This two-bedroom property can comfortably accommodate up to five guests, with a queen bed in one bedroom and a full-sized bed and a twin bed in the other. Guests can enjoy a fully equipped kitchen, a private deck, off-street parking, a backyard with a swing set, and access to laundry services upon request.
Cottage Suite Whirlpool Tub - Madison, WI
9.9 451 reviews

Cottage Suite Whirlpool Tub

apartment, Madison
This holiday home is located in Madison, just 2 kilometres from Olbrich Botanical Gardens and Madison Area Technical College, offering a convenient base for exploring the city. The property has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom property spans 59 square metres and includes a fully equipped kitchen, a fireplace, free Wi-Fi, and a private water park. Guests can enjoy a range of amenities, including a terrace, garden, spa, and parking, as well as access to a swimming pool.

Frequently asked questions about villa rentals in Madison, WI

  • What are the must-see attractions in Madison, WI?

    You can't miss the Wisconsin State Capitol building, it's a real beauty. The University of Wisconsin-Madison campus is also worth a visit, and you can take a boat trip on Lake Mendota for some stunning views.
  • What are the best holiday homes in Madison, WI?

  • What indoor activities for families are available in Madison, WI on rainy days?

    The Madison Children's Museum is a great place for kids of all ages, and the Wisconsin Historical Museum is fascinating for everyone. If you're looking for something a bit different, the Monona Terrace Community and Convention Center has a fantastic indoor pool with views of Lake Monona.
  • What are the best holiday homes with a pool in Madison, WI?

  • What are the best activities in Madison, WI?

    Madison is a vibrant city with something for everyone. You can enjoy the many parks and green spaces, explore the vibrant downtown area, or visit the numerous museums and art galleries. Of course, you can't miss out on the lively nightlife and the fantastic food scene.
  • What are the best holiday homes with a jacuzzi in Madison, WI?

    The best holiday homes with a jacuzzi in Madison, WI are Cottage Suite Whirlpool Tub, Quiet Eastside Madison Home and Luxurious Bbq And Pool House.

  • What are the advantages of renting a house or a villa in Madison, WI

    Renting a house or villa in Madison gives you more space and privacy than a hotel, and often comes with amenities like a kitchen and laundry facilities. It's also a great option for families or groups travelling together.
  • What are the best holiday homes for families and kids in Madison, WI?

  • What food festivals or culinary events take place in and around Madison, WI?

    The annual Taste of Madison is a huge event, showcasing the best of the city's culinary scene. You can also check out the Dane County Farmers' Market for local produce and artisan goods. In the summer, the Willy Street Fair is a great place to sample food from local vendors.
  • What are the best pet friendly holiday homes in Madison, WI?

  • What exclusive experiences are available when visiting Madison, WI?

    You can enjoy a private tour of the Wisconsin State Capitol building, or take a behind-the-scenes tour of the Overture Center for the Arts. For a truly unique experience, book a private boat tour on Lake Mendota.
  • What are the best holiday homes with parking in Madison, WI?

  • Which part of Madison, WI would be ideal for a villa rental?

    The areas around Lake Mendota and Lake Monona are popular for villa rentals, offering beautiful views and easy access to the water. You'll find a good selection of rentals in the neighborhoods of Shorewood Hills, Maple Bluff, and Tenney-Lapham.

Popular destinations

Best Madison, WI villas and holiday homes with a garden

3 Bedroom House Near Alliant Center & Downtown - Madison, WI
9.8 177 reviews

3 Bedroom House Near Alliant Center & Downtown

house, Madison
This Madison house enjoys a central location, offering easy access to the city centre, the University of Wisconsin–Madison campus, and venues such as the Alliant Energy Center and Monona Terrace.
The three-bedroom property, sleeping up to six guests, features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and keyless entry; a spacious backyard provides additional relaxation space.
Madison & ~Uw~-madison Area Lakefront Home - Madison, WI
10 205 reviews

Madison & ~Uw~-madison Area Lakefront Home

cottage, McFarland
This McFarland cottage is located just 3 kilometres from Lake Waubesa, the Aldo Leopold Nature Center, and the Capital Springs State Recreation Area, offering easy access to outdoor activities and natural beauty. It has received excellent user ratings, making it a popular choice for travellers.
The cottage spans 130 square metres and comfortably sleeps six guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a patio, a swimming pool, and a spa, ensuring a relaxing and enjoyable stay.
Bonnie's Private City Cabin-madison's Only Log Cabin Rental - Madison, WI
10 180 reviews

Bonnie's Private City Cabin-madison's Only Log Cabin Rental

cabin, Madison
This charming cabin is located just 3 km from Lake Mendota and Warner Park, offering easy access to the natural beauty of Madison while still being close to the city centre. The cabin has received excellent ratings for its location, cleanliness, and overall user experience.
The cabin is a comfortable and well-equipped retreat, with 65 square metres of space and a capacity of 2 guests. Amenities include a fully equipped kitchen, a patio, a garden, and a washer and dryer, ensuring a relaxing and convenient stay.
Lakefront Getaway W/ Several Extra Amenities - Madison, WI
No reviews

Lakefront Getaway W/ Several Extra Amenities

house, McFarland
This family-friendly holiday home is situated in McFarland, just 14 kilometres from the University of Wisconsin-Madison and 13 kilometres from the Wisconsin State Capitol Building. The property is located in a peaceful area, perfect for a relaxing getaway.
The house has three bedrooms and three bathrooms, spanning 167 square metres and accommodating up to eight guests. It offers a range of amenities including free Wi-Fi, a fully equipped kitchen, a private bar, a sauna, a spa, and a garden.

Best Madison, WI villas and holiday homes with parking

30 Day Minimum - Entire House, Deck, Close To Hosp - Madison, WI
10 8 reviews

30 Day Minimum - Entire House, Deck, Close To Hosp

house, Madison
This two-bedroom house is situated on the West Side of Madison, within walking distance of the University of Wisconsin Hospital and Clinics, the Hilldale shopping centre, and the Westside Business Park. The property offers a spacious living room with a sofa bed, two work desks, a 65-inch TV, and a private deck, making it suitable for a family or group of up to four guests.
Waterfront Bungalow In Atwood-willy Downtown - Madison, WI
9.6 245 reviews

Waterfront Bungalow In Atwood-willy Downtown

bungalow, Madison
This charming bungalow is located in Madison's Willy Street and Atwood neighbourhood, just a short walk from restaurants, nightlife, and a couple of kilometres from the Capital Square and Farmers Market. The property has received excellent ratings for its location, cleanliness, and overall experience.
This cosy home has two bedrooms and one bathroom, comfortably accommodating up to four guests. The bungalow offers a range of amenities, including a fully equipped kitchen, a private garden with a fire pit, and access to streaming services, making it ideal for both relaxing and exploring the city.
71 M² House ∙ 2 Bedrooms ∙ 4 Guests - Madison, WI
No reviews

71 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Madison
House rental listing for 4 guests. This accommodation is based in Madison.
Facilities and services include a washing machine, a freeze and an iron. Pets are welcome in this house.

Handpicked Holiday Houses with a Swimming Pool in Madison, WI

Having pool access at your city holiday home makes a proper swim in the heart of Madison, WI a delightful daily highlight.

Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown - Madison, WI
9.9 33 reviews

Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown

house, Sun Prairie

Compare Luxury Holiday Homes in Madison, WI

A city-centre luxury holiday home in Madison, WI guarantees a premium experience, offering 5-star comfort.

30 Day Minimum - Entire House - Washer And Dryer A - Madison, WI
9.6 11 reviews

30 Day Minimum - Entire House - Washer And Dryer A

house, Madison

Check Out Holiday Houses with a Jacuzzi in Madison, WI

Whether you prefer a jacuzzi or a hot tub, these holiday homes in Madison, WI feature private facilities for a soak after a busy day.

Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown - Madison, WI
9.9 33 reviews

Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown

house, Sun Prairie
©2026 cozycozy.com