Villas and Holiday homes in Madison, WI

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Madison, WI holiday homes
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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.

Peaceful Townhome In The Uw Arboretum! - Madison, WI
9.6 71 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.
Entire Duplex Next To Waterfront - Madison, WI
9.3 579 reviews

Entire Duplex Next To Waterfront

apartment, Monona
This apartment is located in Monona, within 3km of Winnequah Park, Aldo Leopold Nature Center, and Esther Beach, making it a great base for exploring the area. It has excellent user, location, and cleanliness ratings, so you can be sure of a comfortable stay. This home sleeps up to eight people with four bedrooms and a sofa bed, making it suitable for families or groups of friends. The apartment comes with amenities such as a fully equipped kitchen, a terrace, a garden, a jacuzzi, a fitness centre, and a spa, plus parking and internet access.
Renovated 4 Br Home Near Madison - Madison, WI
9.7 71 reviews

Renovated 4 Br Home Near Madison

house, Monona
This four-bedroom house, sleeping up to ten guests, enjoys a peaceful location directly on the Lake Monona bike path, a 1.6km walk from Monona's bars and restaurants, and 6.4km from Madison city centre.
The property offers a spacious layout with three 55" smart TVs, a ping-pong table, and a basketball hoop, plus family-friendly amenities like a high chair and travel cot available on request; a dishwasher, fridge-freezer and microwave are included in the well-equipped kitchen.
Stylish & Updated Bungalow - Madison, WI
9.5 281 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.

Best family friendly Madison, WI villas and holiday home

Among the 72 accommodations in Madison, WI, here are the 2 best family friendly villas and holiday homes

Clean, Quiet & Family-friendly Townhouse-14 People - Madison, WI
9.6 263 reviews

Clean, Quiet & Family-friendly Townhouse-14 People

house, Fitchburg
This three-bedroom duplex townhouse is conveniently located on the border of Madison and Fitchburg, just a short drive from both the city centre and Epic. It boasts excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers seeking a comfortable and well-maintained property.
The spacious property can accommodate up to 14 guests, offering plenty of room for families and groups. Guests will enjoy modern amenities such as a large smart TV, an electric fireplace, and a well-equipped kitchen, as well as a private garden and parking.
Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Madison, WI
8.4 25 reviews

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

hotel, Madison
The Holiday Inn Hotel & Suites Madison West - Middleton By IHG offers a convenient base in Middleton, a suburb of Madison, Wisconsin, situated just 12.5 kilometers west of the city centre.
This 3-star hotel provides guests with amenities including complimentary internet access, an on-site restaurant and bar, a swimming pool, fitness centre, and parking, with select rooms featuring air conditioning and in-room entertainment.

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

Entire 3 Bedroom With Fireplace - Sleeps 12 - Madison, WI
9.9 167 reviews

Entire 3 Bedroom With Fireplace - Sleeps 12

apartment, Sun Prairie
This Sun Prairie home is situated just a short distance from both the American Center and Token Creek Park, offering a convenient location for exploring the area. It has received excellent ratings for location, cleanliness, and overall experience.
The property offers ample space with three bedrooms and a floor area of 204 square metres. Guests can enjoy a range of amenities including a terrace, garden, barbecue grills, a fully equipped kitchen, and free WiFi.
Cottage Gem: Spotless, Secluded & Bring The Dog! - Madison, WI
9.9 106 reviews

Cottage Gem: Spotless, Secluded & Bring The Dog!

house, Madison
This Madison garden apartment is situated on the city's west side, 0.64km from Lake Mendota and 0.16km from public transport, offering easy access to the University of Wisconsin campus, the State Capitol building, and State Street.
The self-contained unit sleeps two, features a queen-size bed, fireplace, private garden with bistro set, and free parking, alongside excellent guest reviews and no cleaning fee.
Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown - Madison, WI
9.8 37 reviews

Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown

house, Sun Prairie
This Sun Prairie townhouse, a short distance from the city centre, offers convenient access to restaurants, a cinema, and a gym, all within a block's radius, and is only 9.6km from Madison city centre.
The three-bedroom, two-bathroom property sleeps up to 10 guests and features a kitchen, air conditioning, internet access, a gas grill on the deck, and is close to Lake Monona and Lake Mendota, Cascade Mountain, and Devils Head Resort.
*Plant Themed 3-bedroom Home In Monona/madison* - Madison, WI
10 128 reviews

*Plant Themed 3-bedroom Home In Monona/madison*

house, Monona
This three-bedroom apartment is situated in a charming hilltop neighbourhood in Monona, a 10-minute drive from the centre of Madison and a short walk from local restaurants. The apartment has received excellent ratings for cleanliness, location and overall experience.
The property is suitable for up to six guests and features a fully-equipped kitchen, a three-season porch with an electric fireplace, high-speed internet and a smart TV in each bedroom. Guests can enjoy the nearby lakefront parks, the lake loop bike path and explore the wider region with easy access to attractions such as Olbrich Botanical Gardens and Henry Vilas Zoo.

Best Madison, WI villas and holiday homes with parking

Madison & ~Uw~-madison Area Lakefront Home - Madison, WI
10 212 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.
Entire House With Theater Room - Madison, WI
9.9 42 reviews

Entire House With Theater Room

house, Madison
This spacious four-bedroom house is located in Madison, offering a view of the city from its large back patio. The property enjoys excellent user, location and cleanliness ratings.
The house provides ample space for up to 10 guests and features a modern open-plan design. Amenities include a fully equipped kitchen, a garden, a fitness centre, air conditioning, parking, and a built-in fire pit on the patio.
Entire 3 Bedroom With Fireplace - Sleeps 12 - Madison, WI
9.9 167 reviews

Entire 3 Bedroom With Fireplace - Sleeps 12

apartment, Sun Prairie
This Sun Prairie home is situated just a short distance from both the American Center and Token Creek Park, offering a convenient location for exploring the area. It has received excellent ratings for location, cleanliness, and overall experience.
The property offers ample space with three bedrooms and a floor area of 204 square metres. Guests can enjoy a range of amenities including a terrace, garden, barbecue grills, a fully equipped kitchen, and free WiFi.
Doubletree By Hilton Madison Downtown - Madison, WI
8.9 35 reviews

Doubletree By Hilton Madison Downtown

hotel, Madison
The DoubleTree by Hilton Madison Downtown is located in the city's central district, providing easy access to local attractions.
This hotel offers complimentary internet, an on-site restaurant and bar, a fitness centre, and room service, with airport transportation and parking also available.

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.

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Madison, WI
8.4 25 reviews

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

hotel, Madison

Compare Luxury Holiday Homes in Madison, WI

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

Capital City-3 Br With Fireplace Sleeps 12 - Madison, WI
9.9 53 reviews

Capital City-3 Br With Fireplace Sleeps 12

house, Sun Prairie

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.

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Madison, WI
8.4 25 reviews

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

hotel, Madison
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