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.

Sunny, Spacious Home, Conveniently Located. - Madison, WI
9.9 87 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.
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.
Cozy, Sunny Artist's House (Uw/near West) - Madison, WI
9.9 314 reviews

Cozy, Sunny Artist's House (Uw/near West)

house, Madison
This charming bed and breakfast is situated in the College Park neighbourhood of Madison, just a short walk from the University of Wisconsin Hospital and a quick bus ride to the city centre. It's consistently rated excellent for its cleanliness, location, and overall experience.
The house, built in 1936, offers a peaceful retreat from the city's bustle with a shared kitchen, screened-in porch, and garden patio. Guests can enjoy an organic breakfast, use the provided bike to explore the area, and benefit from the hosts' local knowledge and eco-conscious practices.
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.

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

*No Cleaning Fee* Kid+pet Friendly Entire Home - Madison, WI
9.8 210 reviews

*No Cleaning Fee* Kid+pet Friendly Entire Home

house, Madison
This family-friendly flat is situated on Madison's East Side, close to eclectic neighbourhoods and a short drive from the city's attractions. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The two-bedroom apartment comfortably accommodates up to six guests and features a fully equipped kitchen, a dedicated workspace, a private garden, and free parking for up to four vehicles. Guests can also enjoy access to a canoe and life jackets for exploring nearby lakes.
*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.
Quiet Eastside Madison Home - Madison, WI
9.8 383 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.
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.

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

Comfortable Madison Area Retreat In The Trees - Madison, WI
9.8 151 reviews

Comfortable Madison Area Retreat In The Trees

house, Fitchburg
This three-bedroom duplex is situated in a peaceful residential area of Fitchburg, just 5-8 kilometres from downtown Madison and various attractions such as the Alliant Energy Center and major hospitals. The property has received excellent ratings for location, cleanliness and user experience.
The home is spread across three levels, comfortably accommodating up to seven guests. It features a fully equipped kitchen, a private garden, a Jacuzzi, a garage, and laundry facilities.
Madison Lakefront Oasis In The Heart Of Madison - Madison, WI
9.8 131 reviews

Madison Lakefront Oasis In The Heart Of Madison

house, Monona
This Monona lakeside house boasts a private dock on the Yahara River, offering easy access to Lake Monona and Lake Waubesa, and is located a short 8-kilometre drive from Madison city centre, the University of Wisconsin campus, and other key attractions.
Sleeping eight guests across three bedrooms and one bathroom, this property features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, and stunning lake views, ideal for boat owners exploring the area.
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.
Lake Monona Waterfront+hot Tub+game Room+evcharger - Madison, WI
9.9 147 reviews

Lake Monona Waterfront+hot Tub+game Room+evcharger

house, Monona
This waterfront property is situated on the Yahara River, just a short boat ride from Lake Monona and Lake Waubesa, and a 10-minute drive from the centre of Madison. The apartment has received excellent ratings for location, cleanliness and overall user experience.
This spacious four-bedroom home can comfortably accommodate up to 16 guests. The apartment offers a range of amenities including a hot tub, a private patio, a fully equipped kitchen, and a games room, making it perfect for families or groups looking for a relaxing and enjoyable stay.

Best Madison, WI villas and holiday homes with 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.
Spacious & Secluded Madison Home Near Dtwn! - Madison, WI
No reviews

Spacious & Secluded Madison Home Near Dtwn!

house, Madison
This spacious five-bedroom home is located in Madison, just nine miles from the University of Wisconsin - Madison and eight miles from Edgewood College, offering a peaceful retreat away from the city centre. The property is ideal for families or groups of up to eight guests, providing ample space to relax and unwind.
The house features a fully equipped kitchen with a dishwasher and oven, a Jacuzzi, a tennis court, and a comfortable living area, ensuring a relaxing and enjoyable stay. Guests can also enjoy the convenience of free Wi-Fi and a washing machine, making this property a perfect choice for a memorable trip to Madison.
Grooviest | Quiet | Close | Upscale Mcm | Records! - Madison, WI
9.8 444 reviews

Grooviest | Quiet | Close | Upscale Mcm | Records!

house, Madison
This recently renovated two-bedroom apartment, situated in northeast Madison near Fair Oaks Avenue, is a short drive (approximately 1.8km) from Madison Airport, 1.4km from the city centre, and 2km from the University of Wisconsin campus.
The self-catering property sleeps six guests, boasting a fully equipped kitchen, private garden with patio and fire pits, and access to a mid-century modern furniture restoration shop nearby; a luxury stereo console and extensive record collection add to its unique appeal.
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.

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.

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

Entire 3 Bedroom With Fireplace - Sleeps 12

apartment, 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.

Lake Monona Waterfront+hot Tub+game Room+evcharger - Madison, WI
9.9 147 reviews

Lake Monona Waterfront+hot Tub+game Room+evcharger

house, Monona
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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