Holiday Rentals in Madison, WI

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Madison, WI holiday rentals
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637 Holiday rentals and Airbnb in Madison, WI

Best family friendly Madison, WI holiday rentals

Among the 637 accommodations in Madison, WI, here are the 4 best family friendly rentals

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.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Madison, WI
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Middleton
This two-bedroom apartment is located in Middleton, just under 1.5 kilometres from Olbrich Botanical Gardens, the University of Wisconsin-Madison, and Accuray. The surrounding area offers a peaceful and convenient setting for exploring the city.
The apartment comfortably accommodates up to six guests with two bedrooms, each featuring a queen-size bed, as well as a sofa bed. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and complimentary breakfast buffet.
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.
*No Cleaning Fee* Kid+pet Friendly Entire Home - Madison, WI
9.8 213 reviews

*No Cleaning Fee* Kid+pet Friendly Entire Home

apartment, 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.

Best Madison, WI holiday rentals with parking

Free Breakfast. Pool & Hot Tub. Near East Towne Mall! - Madison, WI
No reviews

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

apartment, Madison
This Madison condo is conveniently located near East Towne Mall, the American Center, and Sycamore Dog Park, all within a 4.8km radius, with Madison Area Technical College slightly further afield.
The two-bedroom apartment, sleeping four, offers free Wi-Fi, a DVD player, a fully equipped kitchen including fridge, microwave, and dishwasher, plus free breakfast and limited housekeeping; nearby attractions include shopping at East Towne Mall and the potential for cultural events at the American Center.
Comfy 3 Bedroom Cottage - Madison, WI
9.8 137 reviews

Comfy 3 Bedroom Cottage

apartment, Monona
This property is situated in Madison, just 15 kilometres from the Alliant Energy Center, Monona Terrace, and Dane County Regional Airport, making it a convenient base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience.
The house offers three bedrooms, sleeping up to six guests, perfect for families or groups. Amenities include a fully equipped kitchen, a garden, free parking, and high-speed internet, ensuring a comfortable and enjoyable stay.
Comfortable Madison Area Retreat In The Trees - Madison, WI
9.8 154 reviews

Comfortable Madison Area Retreat In The Trees

apartment, 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.
Look Out At The Treetops At The Cozy Paoli Nest. Near Epic Systems And Madison. - Madison, WI
9.8 40 reviews

Look Out At The Treetops At The Cozy Paoli Nest. Near Epic Systems And Madison.

apartment, Verona
This two-bedroom apartment in Verona is situated on the top floor of a guesthouse, just a short walk from restaurants, shops, and pubs. The property has an excellent user rating and offers a peaceful retreat in a convenient location.
The apartment has one bathroom and comfortably accommodates up to six guests. It features a well-equipped kitchen, a private terrace or balcony, a garden, and a jacuzzi, ensuring a comfortable and enjoyable stay.

Frequently asked questions about holiday rentals in Madison, WI

  • What should a first-time visitor not miss in Madison, WI?

    You've got to visit the Wisconsin State Capitol Building. It's a beautiful piece of architecture and a must-see for any visitor. Another must-do is to take a stroll along the lakeshore path, especially around the University of Wisconsin campus. You'll get a great view of the city and the lake.
  • What are the best Airbnb and holiday rentals in Madison, WI?

  • Which neighborhood in Madison, WI should you consider for a vacation rental?

    If you're looking for a vibrant and lively area, consider staying in the downtown area, close to the Capitol Square. For a more relaxed vibe, you could check out the waterfront neighbourhoods of Lake Mendota or Lake Monona.
  • What are the most popular Airbnbs in Madison, WI?

  • What are the top family-friendly attractions in Madison, WI?

    The Henry Vilas Zoo is a great place to spend a day with the family. It's home to a wide variety of animals and has plenty of space to run around. Another option is the Wisconsin Historical Museum. It's got interactive exhibits that are sure to keep the kids entertained.
  • What are the best holiday rentals with a pool in Madison, WI?

  • When is the best time to book a vacation rental in Madison, WI?

    The best time to book a vacation rental in Madison is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and get better deals on accommodation.
  • What are the best rentals for families and kids in Madison, WI?

  • What events or festivals should visitors check out in and around Madison, WI?

    The city comes alive with festivals throughout the year. The Madison Jazz Festival in June and the Wisconsin State Fair in August are popular events. In the autumn, the Dane County Farmers' Market is a great place to pick up local produce and crafts.
  • What are the best rentals or Airbnbs with a jacuzzi in Madison, WI?

    The best vacation rentals or Airbnb with a jacuzzi in Madison, WI are Quiet Eastside Madison Home, 1br Professionally Serviced Private Apartment and Luxurious Bbq And Pool House.

  • What are the best budget-friendly activities in Madison, WI?

    Madison has a lot to offer without breaking the bank. You can take a free walking tour of the city, enjoy a picnic lunch at the Olbrich Botanical Gardens, or visit the Chazen Museum of Art. There are plenty of free concerts and events held in the city park throughout the year.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, head to The Old Fashioned for classic comfort food. For a more upscale experience, try L'Etoile, known for its innovative French-inspired cuisine. You can't go wrong with the Wisconsin Brewing Company for a local craft beer.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a popular walking and cycling route that runs for 20 km around the city. You can also enjoy a scenic ride along the Lake Mendota shoreline, taking in views of the university campus and the city skyline.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, The Olbrich Botanical Gardens is a great place to take your furry friend for a stroll. Many of the city parks are also pet-friendly, and you'll find plenty of dog-friendly restaurants and cafes in the city.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy than hotels, making them ideal for families or groups. They often come with amenities like kitchens and laundry facilities, which can save you money on dining out and laundry costs.
  • What are the top sports attractions and facilities in Madison, WI?

    Madison is home to the University of Wisconsin Badgers, who compete in a variety of sports. The Camp Randall Stadium is a must-visit for any sports fan. You can also catch a game at the Kohl Center, home to the Badgers hockey team.

Popular destinations

Best Madison, WI holiday rentals with a balcony

Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger - Madison, WI
9.8 38 reviews

Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger

apartment, Monona
This four-bedroom, three-bathroom Madison waterfront property is situated near Winnequah Park, Esther Beach, and the Aldo Leopold Nature Centre, all within 3km.
Sleeping up to 16 guests, this holiday home boasts a jacuzzi, terrace, garden, family-friendly arcade, barbecue grills, and a fully equipped kitchen; enjoy nearby lake activities and explore the local parks.
Doty  Walk To Everything -Hotel Quality- Downtown - Madison, WI
9.8 45 reviews

Doty Walk To Everything -Hotel Quality- Downtown

apartment, Madison
This family-friendly house is conveniently located in Madison, just a 15-minute walk from Capitol Square and the University of Wisconsin-Madison. It is highly rated by guests and offers a comfortable and convenient stay.
The house has four bedrooms and one bathroom, with a floor area of 111 square metres, accommodating up to nine guests. It features a fully equipped kitchen, free Wi-Fi, a terrace, a garden, and a smoke-free environment.
Cozy 1 Bedroom Apartment With King Bed & Patio Near Madison - Madison, WI
8.0 2 reviews

Cozy 1 Bedroom Apartment With King Bed & Patio Near Madison

apartment, Sun Prairie
This Sun Prairie apartment is conveniently located minutes from Highway 151, offering easy access to restaurants such as Full Mile Brewery and shopping at Walmart and Pick 'n Save.
The one-bedroom flat sleeps two guests and boasts a king-size bed, smart TV, fully equipped kitchen, private patio, and parking, making it ideal for exploring Sun Prairie.
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.

Best Madison, WI holiday rentals with air conditioning

Stylish 3br Home | Workspace & Relaxing Stay - Madison, WI
9.9 22 reviews

Stylish 3br Home | Workspace & Relaxing Stay

apartment, Monona
This three-bedroom house in Monona, Wisconsin, is conveniently located minutes from downtown Madison and within walking distance of the Lake Loop trail and local restaurants.
The fully remodeled property sleeps seven guests, offering a fully equipped kitchen, in-house laundry, a dedicated workspace, and a bonus room with yoga mats; outdoor space includes a spacious backyard and a three-season porch.
Condo ∙ 2 Bedrooms ∙ 4 Guests - Madison, WI
No reviews

Condo ∙ 2 Bedrooms ∙ 4 Guests

apartment, Madison
This apartment is located on Madison's east side, just 2 kilometres from Reindahl Park and its splash pad, making it a great choice for families with children. The surrounding area is peaceful and residential, offering a tranquil escape from the city centre.
This two-bedroom suite comfortably accommodates up to four guests, with a king-size bed in one room and a queen-size bed in the other. The apartment offers a comprehensive range of amenities, including an indoor pool, a whirlpool, a fitness centre, and a business centre, ensuring a comfortable and convenient stay for all.
Modern Family Home In Cozy Nbrhd Near Downtown Madison - Madison, WI
10 1 review

Modern Family Home In Cozy Nbrhd Near Downtown Madison

apartment, Madison
This apartment is located in Madison's quiet Bay Creek district, a mere 1.6 kilometres by bicycle from Capitol Square and the university campus.
This 93 square metre flat offers accommodation for four guests, featuring two bedrooms, a well-equipped kitchen with a fridge and dishwasher, air conditioning, a garden, spa, and parking, with nearby access to Monona Bay for water sports and Park Street's dining options.
1br Atwood Neighborhood Flat (Upper, Shared Entry) - Madison, WI
9.9 110 reviews

1br Atwood Neighborhood Flat (Upper, Shared Entry)

apartment, Madison
This Madison apartment, situated in the Atwood/Willy Street neighbourhood, is approximately 5-6 kilometres from the Capitol building, the University of Wisconsin–Madison campus, and the Alliant Energy Center.
The self-contained flat, sleeping up to four guests, comprises a bedroom, bathroom with walk-in shower, lounge/kitchen area, and private balcony; amenities include a gas stove, microwave, and complimentary snacks, plus access to a shared backyard grill.
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