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.

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.
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.
Boutique Eco Hideaway - Willy Street - Madison, WI
10 325 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.

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

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.
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

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
This Sun Prairie property is located just 6 kilometres from downtown Madison, close to restaurants, entertainment, and amenities. It has received excellent ratings for its location, cleanliness, and overall experience.
The house can accommodate up to 12 guests and features two bathrooms, a spacious lower level with a large TV, and a front deck with a gas grill. The property offers a range of amenities including air conditioning, internet access, a fully equipped kitchen, and a garden, as well as convenient access to nearby lakes, parks, and attractions.
Boutique Eco Hideaway - Willy Street - Madison, WI
10 325 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.
Retro Charm Near Dt Madison & Lake Monona - Madison, WI
10 142 reviews

Retro Charm Near Dt Madison & Lake Monona

bungalow, Monona
This charming bungalow is situated in a peaceful, family-friendly neighbourhood in Monona, just one block from Lake Monona and the Lake Loop bike path, with easy access to downtown Madison (8 kilometres), Olbrich Botanical Gardens (3 kilometres), and the airport (10 kilometres). The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The bungalow has two bedrooms and one bathroom, comfortably accommodating up to four guests. The property features a fully equipped kitchen, a cosy living area, a private garden, and parking, as well as four bikes for guests to explore the surrounding area.
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.

Best Madison, WI villas and holiday homes with parking

Cottage Gem: Spotless, Secluded & Bring The Dog! - Madison, WI
9.9 109 reviews

Cottage Gem: Spotless, Secluded & Bring The Dog!

cottage, 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.
Retro Charm Near Dt Madison & Lake Monona - Madison, WI
10 142 reviews

Retro Charm Near Dt Madison & Lake Monona

bungalow, Monona
This charming bungalow is situated in a peaceful, family-friendly neighbourhood in Monona, just one block from Lake Monona and the Lake Loop bike path, with easy access to downtown Madison (8 kilometres), Olbrich Botanical Gardens (3 kilometres), and the airport (10 kilometres). The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The bungalow has two bedrooms and one bathroom, comfortably accommodating up to four guests. The property features a fully equipped kitchen, a cosy living area, a private garden, and parking, as well as four bikes for guests to explore the surrounding area.
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
This Sun Prairie property is located just 6 kilometres from downtown Madison, close to restaurants, entertainment, and amenities. It has received excellent ratings for its location, cleanliness, and overall experience.
The house can accommodate up to 12 guests and features two bathrooms, a spacious lower level with a large TV, and a front deck with a gas grill. The property offers a range of amenities including air conditioning, internet access, a fully equipped kitchen, and a garden, as well as convenient access to nearby lakes, parks, and attractions.
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.

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.

Retro Charm Near Dt Madison & Lake Monona - Madison, WI
10 142 reviews

Retro Charm Near Dt Madison & Lake Monona

bungalow, Monona

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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