Compare Vacation Rentals & Airbnb in Madison, WI

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Madison, WI vacation rentals
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637 Rentals and Airbnb in Madison, WI

Best family friendly Madison, WI vacation rentals

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

Elegant Spacepremium Kitchenspacious & Ideal For Gathering W/ Friends & Family - Madison, WI
10 26 reviews

Elegant Spacepremium Kitchenspacious & Ideal For Gathering W/ Friends & Family

apartment, Middleton
This Middleton apartment is situated just a short walk from parks, shops, and restaurants, offering easy access to the Beltline (Route 12), downtown Madison, and surrounding areas. It has received excellent user ratings, making it a popular choice for travellers. This spacious apartment can accommodate up to 6 guests and features a well-equipped kitchen, a modern bathroom with a jetted tub and floor heating, and a relaxing deck with a gas grill, fire pit, and Adirondack chairs. Enjoy the convenience of a 50" Roku-enabled TV, a selection of board games, and a portable projector for outdoor movie nights.
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.
Spacious Ranch In Mcfarland - Madison, WI
9.5 4 reviews

Spacious Ranch In Mcfarland

apartment, Madison
This McFarland property, situated in a quiet neighbourhood just 1.6 kilometres from the Madison border, offers convenient access to the McFarland Ice Arena (200 metres away), Lake Waubesa boat launch (600 metres away), and downtown Madison (19 minutes by car).
This three-bedroom, two-bathroom flat accommodates up to six guests and features multiple living areas with smart TVs, a 3-season room with a patio, a lower-level rec room with a pool table and bar, a half-acre garden, and driveway parking for six vehicles, all supported by modern central air and heating.
*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 vacation rentals with parking

The Dylin Hotel | Luxury Two Bedroom - Madison, WI
9.9 17 reviews

The Dylin Hotel | Luxury Two Bedroom

apartment, Madison
This two-bedroom flat is located in a convenient Madison district, offering easy access to local attractions and amenities.
This 82.6 square meter apartment can accommodate up to four guests and features in-unit laundry, air conditioning, and a fitness centre, with optional underground garage parking available.
Spacious & Secluded Madison Home Near Dtwn! - Madison, WI
No reviews

Spacious & Secluded Madison Home Near Dtwn!

cottage, Madison
This charming cottage is situated just 3.5 kilometres from Elver Park and West Towne Mall, offering easy access to both nature and shopping. The surrounding area is peaceful and residential, providing a relaxing escape from the hustle and bustle of the city.
The property features a cosy fireplace, a well-equipped kitchen, and 4.5 bathrooms, making it ideal for families or groups. Guests can enjoy modern conveniences such as a microwave, dishwasher, and free Wi-Fi, as well as the nearby marina offering opportunities for water activities.
Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison, WI
9.8 56 reviews

Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown!

apartment, Monona
This apartment is located in Monona, a neighbourhood in Madison, within 5-10 kilometres of downtown Madison, the University of Wisconsin campus, and the Alliant Energy Center. It has received excellent user ratings.
The three-bedroom apartment is 111 square metres and can accommodate up to eight guests. It features a fully equipped kitchen, a terrace/balcony, a garden, parking, and a private dock on the Yahara River, giving you access to both Lake Monona and Lake Waubesa.
The Wilson J | Renovated Spacious Studio - Madison, WI
9.9 36 reviews

The Wilson J | Renovated Spacious Studio

apartment, Madison
This Madison studio flat is located in a recently renovated Georgian Revival building in the downtown area, close to an oyster bar and within easy walking distance of numerous restaurants and breweries.
The self-catering apartment offers a spacious layout with a separate dining area and full kitchen, accommodating two guests and featuring access to a shared roof deck overlooking local eateries, including James Beard award-winning restaurants.

Frequently Asked Questions about vacation rentals in Madison, WI

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

    You definitely shouldn't miss the Wisconsin State Capitol building - it's a beautiful example of architecture and has some great views from the top. The University of Wisconsin-Madison campus is also worth a stroll, and you can check out the Memorial Union Terrace for a classic Madison experience.
  • What are the best Airbnb and vacation rentals in Madison, WI?

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

    If you want to be close to the action, the Capitol Square area is ideal. For a more relaxed vibe, consider the vibrant Willy Street neighbourhood, known for its independent shops and restaurants. Alternatively, the lakeside areas like Tenney-Lapham offer beautiful views.
  • 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 must-visit for families, with a wide range of animals. The Madison Children's Museum is also fantastic for kids of all ages, with interactive exhibits. For a fun day out, head to the Olbrich Botanical Gardens, which has a children's garden and a beautiful conservatory.
  • What are the best vacation 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, like spring or autumn. You'll find lower prices and fewer crowds compared to the peak season of summer, when the city is bustling with tourists.
  • 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 Madison Farmers' Market is a great way to experience the local culture and sample some delicious food. The Wisconsin State Fair is a huge event that takes place every August, with carnival rides, live music, and food stalls.
  • 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 Cottage Suite Whirlpool Tub, Quiet Eastside Madison Home and 2 Bedroom Corporate Apartment - Heart Of Madison.

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

    A walk or bike ride along the Capital City Trail is a great way to explore the city for free. You can also enjoy the free concerts at the Overture Center, or visit the free museums like the Chazen Museum of Art.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, try the Friday Fish Fry at The Old Fashioned, a classic Madison restaurant. For a more casual experience, head to the Mickie's Dairy Bar, known for their famous cheese curds.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a fantastic option for both walking and cycling, offering scenic views of Lake Mendota and the city. For a more challenging ride, try the Military Ridge State Trail, which stretches for 40km.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, Madison is very pet-friendly. The Olbrich Botanical Gardens welcome dogs on leash, and many restaurants have outdoor patios where you can enjoy a meal with your furry friend. The Capital City Trail is also a great option for a walk with your dog.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with amenities like kitchens, allowing you to save money on dining out. You can also find rentals in different neighbourhoods, giving you a more local experience.
  • What are the top sports attractions and facilities in Madison, WI?

    Madison is home to the University of Wisconsin-Madison Badgers, so you can catch a game at Camp Randall Stadium for American Football. The city also has a strong hockey tradition, with the Wisconsin Badgers playing at the Kohl Center.

Popular destinations

Best Madison, WI vacation rentals with a balcony

2 Bed, 2 Bath Apartment At Cannery Square - Madison, WI
9.5 163 reviews

2 Bed, 2 Bath Apartment At Cannery Square

apartment, Sun Prairie
This two-bedroom apartment is located in a quiet neighbourhood in Sun Prairie, just 500 metres from the Sun Prairie Historical Library and Museum and Angell Park Speedway, and within 2 kilometres of Firemen's Park in the Prairie and Sun Prairie Ice Arena. The accommodation has received excellent ratings for location, cleanliness and user experience.
The apartment has two bathrooms, a washing machine and a balcony, comfortably accommodating up to five guests. It offers a fully equipped kitchen, a garden, a terrace, internet access, parking and air conditioning, as well as a TV and a smoke-free environment.
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 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.
Pool With Slide. Great For Business Travelers! - Madison, WI
9.2 923 reviews

Pool With Slide. Great For Business Travelers!

apartment, Fitchburg
The Staybridge Suites Madison - Fitchburg, An Ihg Hotel is located just half a mile from Ten Pin Alley and within a three-mile radius of Elver Park and Vitense Golfland, making it a convenient base for exploring the area. This three-star hotel has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The apartment-style accommodation features a full kitchen, allowing guests to prepare their own meals. Amenities include an indoor pool, barbecue grills, a fitness centre, a restaurant and bar, and a terrace or balcony, providing opportunities for relaxation and recreation.
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.

Best Madison, WI vacation rentals with air conditioning

Charming 3 Bedroom Near Capitol And Alliant Center - Madison, WI
9.9 354 reviews

Charming 3 Bedroom Near Capitol And Alliant Center

apartment, Madison
This three-bedroom flat is situated in a lively neighbourhood just a short distance from Madison's centre, within walking distance of the Capitol Square and the Alliant Energy Center. The apartment has received excellent ratings for its cleanliness, location and overall experience, making it a great choice for travellers.
The flat has a spacious living area and comfortably accommodates up to six guests. Enjoy modern amenities like off-street parking, Netflix, Wi-Fi, a washing machine and dryer, and a fully equipped kitchen for preparing meals.
The Wilson Unit E | Corner Studio With Vanity - Madison, WI
9.8 60 reviews

The Wilson Unit E | Corner Studio With Vanity

apartment, Madison
This recently renovated Madison studio flat is centrally located downtown, within easy walking distance of numerous attractions including the Tempest bar.
The self-contained apartment offers a spacious layout sleeping two guests, featuring a 65” TV, rooftop patio access, and a fully equipped kitchen including fridge, freezer, and microwave; one well-behaved dog is permitted.
Clean And Spacioius Flat In Great Location Near Epic And Downtown Verona! - Madison, WI
10 41 reviews

Clean And Spacioius Flat In Great Location Near Epic And Downtown Verona!

apartment, Verona
This Verona apartment is conveniently located just a short distance from the Military-Ridge Bike Path, which connects to Madison, Verona, and Mt. Horeb, making it ideal for cycling enthusiasts. The apartment has received excellent reviews from previous guests, highlighting its comfort and amenities.
The apartment is a spacious and family-friendly home, suitable for groups of up to six people. It features a well-equipped kitchen, air conditioning, parking, and a shared outdoor space, perfect for relaxing and enjoying the fresh air.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Madison, WI
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Madison
This two-bedroom apartment is conveniently located just a short distance from the University of Wisconsin-Madison campus, putting you within easy reach of the Henry Vilas Zoo and the American Family Insurance World Headquarters. You'll be in a lively area with plenty to see and do.
The apartment offers comfortable accommodation for up to six guests. It comes with a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, a fitness centre, and free parking.
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