Compare villa rentals in Madison, WI from 100+ providers!

72 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Madison, WI villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

72 Villa rentals in Madison, WI

Browse Vacation Homes in the Historic District of Madison, WI

Live like a local by renting central vacation homes in Madison, WI, putting downtown restaurants right outside your door.

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-level studio apartment is located on the city's quiet west side, four blocks from Lake Mendota and one block from public transportation, offering easy access to the University of Wisconsin campus, the State Capitol, and State Street.
The unit features a queen bed, fireplace, private outdoor space with bistro set, mini-fridge, microwave, coffee maker, and accommodates two guests; no cleaning fee applies.
30 Day Minimum - Entire House, Ac, Washer & Dryer - Madison, WI
9.8 10 reviews

30 Day Minimum - Entire House, Ac, Washer & Dryer

house, Madison
This two-bedroom house is conveniently located in the [District Name] neighborhood, just a short walk from the [Landmark 1] and a quick drive to the [Landmark 2].
The home features an open kitchen with a fridge, microwave, and dishwasher, a dedicated workspace, a 65-inch Roku Smart TV, and a king-sized bed in the master bedroom, perfect for a comfortable stay for up to four guests.
30 Day Minimum - Entire House - Washer & Dryer And - Madison, WI
10 9 reviews

30 Day Minimum - Entire House - Washer & Dryer And

house, Madison
This 2-bedroom Madison apartment rental is situated in a quiet West Side subdivision, a short drive from Hilldale Mall, the hospital, and the Westside Business Park.
This private house features a King and Queen bed, sleeps four guests, includes a 65" Roku Smart TV, in-unit laundry, and ample storage, plus parking, and is equipped with a full kitchen (fridge, microwave, dishwasher).
Comfortable And Clean 1/2 Duplex Near Waterfront - Madison, WI
9.3 575 reviews

Comfortable And Clean 1/2 Duplex Near Waterfront

house, Monona
This apartment is located in Monona, just a short distance from Winnequah Park, Aldo Leopold Nature Center, and Esther Beach, making it ideal for nature lovers and outdoor enthusiasts. It has received excellent ratings for location, cleanliness, and overall user experience.
This rental offers four bedrooms, providing ample space for families or groups. Enjoy a range of amenities, including a fully equipped kitchen, a private terrace, a spa, a fitness center, and a garden with barbecue grills.

Best family friendly Madison, WI villas and beach houses

Among the 72 accommodations in Madison, WI, here are the 1 best family friendly villas and beach houses

Prime Time - 3 Bedroom With Fireplace! Sleeps 12 - Madison, WI
9.9 168 reviews

Prime Time - 3 Bedroom With Fireplace! Sleeps 12

house, Sun Prairie
This vacation rental is located in Sun Prairie, just a short drive from the American Center and Token Creek Park, offering easy access to local attractions and outdoor activities. The house has consistently received excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom home offers 2200 square feet of space, perfect for families or groups. The house features a fully equipped kitchen, a private balcony, a fireplace, and barbecue grills, making it ideal for both indoor and outdoor enjoyment.

Frequently Asked Questions about villa rentals in Madison, WI

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

    You've got to check out the Wisconsin State Capitol building, it's a beautiful example of architecture. The University of Wisconsin-Madison campus is also a must-see, and the Memorial Union Terrace is a great place to enjoy a view of Lake Mendota. And don't forget the Henry Vilas Zoo, it's a great place to spend a few hours with the family.
  • What are the best villa rentals 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. The Wisconsin Historical Museum is also a fun option, especially for older kids. And if you want something a bit more active, the indoor rock climbing gym, The Edge, is a great option.
  • What are the best villa rentals with a pool in Madison, WI?

  • What are the best activities in Madison, WI?

    Madison is known for its beautiful lakes, so you have to spend some time on the water. Rent a kayak or canoe on Lake Mendota or take a boat tour on Lake Monona. If you're looking for something more active, the Capital City Trail is a great place to bike or walk. And of course, you can't miss out on the lively music scene at the Majestic Theatre or the Orpheum Theater.
  • What are the best villa rentals with a jacuzzi in Madison, WI?

    The best villa rentals 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 gives you more space and privacy than a hotel, especially if you're traveling with a family or a group of friends. You'll also have access to a kitchen, so you can save money by cooking some of your meals. And many rentals come with amenities like a backyard or a patio, which are great for relaxing after a day of exploring.
  • What are the best villa rentals for families and kids in Madison, WI?

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

    The Dane County Farmers' Market is a must-visit for foodies, it's open every Saturday from April to November. The annual Taste of Madison is a great way to sample food from local restaurants. And if you're visiting in the summer, the Willy Street Fair is a fun event with lots of food vendors.
  • What are the best pet friendly villa rentals in Madison, WI?

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

    You can take a private tour of the Wisconsin State Capitol building, which includes access to areas that are not open to the public. You can also go on a private boat tour of the lakes, which is a great way to see the city from a different perspective. And if you're a fan of craft beer, you can take a private tour of a local brewery.
  • What are the best villa rentals with parking in Madison, WI?

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

    The neighborhoods of Shorewood Hills, Maple Bluff, and Westmorland are all great areas to find a villa rental. These neighborhoods are close to the lakes and offer a quiet, residential setting. You can also find some nice rentals near the University of Wisconsin-Madison campus, which is a great location for exploring the city.

Popular destinations

Best Madison, WI houses with a garden

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 house rental boasts a central location, just six miles from downtown Madison and within a block of restaurants, a movie theater, and other amenities.
The three-bedroom, two-bathroom home sleeps up to ten guests, features a gas grill on the deck, and offers easy access to nearby parks, lakes (Monona and Mendota), and ski resorts like Cascade Mountain and Devil's Head Resort.

Neighborhoods and points of interest in Madison, WI

Best Madison, WI houses with parking

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 house rental boasts a central location, just six miles from downtown Madison and within a block of restaurants, a movie theater, and other amenities.
The three-bedroom, two-bathroom home sleeps up to ten guests, features a gas grill on the deck, and offers easy access to nearby parks, lakes (Monona and Mendota), and ski resorts like Cascade Mountain and Devil's Head Resort.
Cedar Ridge Rendezvous 4-bedroom Entire House - Madison, WI
9.8 64 reviews

Cedar Ridge Rendezvous 4-bedroom Entire House

house, McFarland
This charming home in McFarland is just steps from a park and the Lower Yahara River Trail boardwalk, offering easy access to Madison bike trails. It has excellent user, location, and cleanliness ratings. The home has 4 bedrooms and 2 bathrooms, comfortably accommodating 8 guests. Enjoy the full kitchen, complete with a Vitamix blender, charcoal grill, outdoor fireplace, and memory foam mattresses for a relaxing stay.
Clean, Quiet & Family-friendly Townhouse-14 People - Madison, WI
9.6 261 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 10-15 minute drive from downtown Madison and Epic. The house has received excellent ratings for user experience, location, and cleanliness.
This spacious home can accommodate up to 14 guests with its multiple sleeping options, including two couches and a queen-size floor mattress. Amenities include a fully equipped kitchen, a stylish living room with a smart TV and an electric fireplace, a large fenced yard with a deck, and parking.
The City Cabin - Madison, WI
10 180 reviews

The City Cabin

cabin, Madison
This charming cabin is located in Madison, just a mile from Lake Mendota and Warner Park, offering easy access to outdoor recreation and a tranquil atmosphere. Guests consistently rate the cabin excellent for its location, cleanliness, and overall experience.
The cabin features one bedroom and one bathroom, providing comfortable accommodations for up to two guests. Amenities include a fully equipped kitchen, a washer and dryer, a patio, and a barbecue grill, making it perfect for a relaxing getaway.

Best Holiday Houses with Swimming Pool in Madison, WI

Enjoy total flexibility with your own on-site swimming pool at these premier vacation homes in Madison, WI.

Retro Charm Near Dt Madison & Lake Monona - Madison, WI
10 139 reviews

Retro Charm Near Dt Madison & Lake Monona

bungalow, Monona

Check Out Luxury Vacation Homes in Madison, WI

A well-chosen luxury vacation home in Madison, WI makes the trip. Discover high-end rooms and a location worth the journey.

Cedar Ridge Rendezvous 4-bedroom Entire House - Madison, WI
9.8 64 reviews

Cedar Ridge Rendezvous 4-bedroom Entire House

house, McFarland

Choose the Right Vacation Homes with a Hot Tub in Madison, WI

These vacation homes in Madison, WI include a private hot tub, perfect for a secluded soak at the end of a city day.

Cedar Ridge Rendezvous 4-bedroom Entire House - Madison, WI
9.8 64 reviews

Cedar Ridge Rendezvous 4-bedroom Entire House

house, McFarland
©2026 cozycozy.com