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

3 Bedroom Near Alliant Center & Downtown - Madison, WI
9.8 184 reviews

3 Bedroom Near Alliant Center & Downtown

apartment, Madison
This Madison house enjoys a central location, offering easy access to the city centre, the University of Wisconsin–Madison campus, and venues such as the Alliant Energy Center and Monona Terrace.
The three-bedroom property, sleeping up to six guests, features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and keyless entry; a spacious backyard provides additional relaxation space.
Historic Downtown House Overlooking Park And Lake - Madison, WI
9.9 61 reviews

Historic Downtown House Overlooking Park And Lake

apartment, Madison
This charming 165-year-old house is located in a residential district in Madison, just a short walk from Lake Mendota, the Capitol, State Street, and the University of Wisconsin campus. The property enjoys excellent user, location and cleanliness ratings.
This three-bedroom home can accommodate up to six guests and features high ceilings, natural light, a large dining table, and a full grassy backyard. Amenities include a fully equipped kitchen, air conditioning, off-street parking, and access to a shared laundry facility.
Doty  Walk To Everything -Hotel Quality- Downtown - Madison, WI
9.9 208 reviews

Doty Walk To Everything -Hotel Quality- Downtown

apartment, Madison
This modern apartment is situated in the heart of downtown Madison, just a short walk from the Capitol Square, State Street, and the Kohl Center. The accommodation has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features three bedrooms and a modern kitchen, comfortably accommodating up to nine guests. Guests can enjoy a fully equipped kitchen, free Wi-Fi, air conditioning, a garden, and a welcome beer in the fridge.
Madison Historical Inn - Madison, WI
9.9 85 reviews

Madison Historical Inn

apartment, Madison
This charming apartment is situated in the heart of Madison, just across from Wingra Lake and Park, within walking distance of the University, State Capitol, Edgewood College, and a range of restaurants. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment, formerly the Plough Inn, a historic building dating back to 1853, offers four bedrooms and four bathrooms, comfortably accommodating up to eight guests. Modern amenities, including air conditioning, internet, a garden, parking, and a fully equipped kitchen, ensure a comfortable and enjoyable stay.

Best Madison, WI vacation rentals with parking

Lake Monona Home
With Indoor Pool - Madison, WI
10 2 reviews

Lake Monona Home With Indoor Pool

apartment, Madison
This apartment is situated on the shores of Lake Monona, offering stunning views of downtown Madison, which is just minutes away. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious home features five bedrooms and five bathrooms, comfortably accommodating up to twelve guests. Guests can enjoy a private indoor pool, a fully equipped workout room, and a large living area perfect for entertaining, all while being close to the city's attractions.
*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.
Madison Lakefront Oasis In The Heart Of Madison - Madison, WI
9.8 133 reviews

Madison Lakefront Oasis In The Heart Of Madison

apartment, 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.
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 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

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.
Studio Apartment At Cannery Square - Madison, WI
8.4 16 reviews

Studio Apartment At Cannery Square

studio, Sun Prairie
This Sun Prairie apartment is conveniently located less than 1 km from the Sun Prairie Historical Library and Museum and Angell Park Speedway, with Firemen's Park and the Sun Prairie Ice Arena within a 2.4 km radius.
This one-bedroom flat offers self-catering facilities including a fully equipped kitchen, in-unit laundry, and a balcony, sleeping up to two guests and boasting on-site parking and lift access.
Heated Pool - Hot Tub - Sauna - Game Room - Pets - Madison, WI
No reviews

Heated Pool - Hot Tub - Sauna - Game Room - Pets

apartment, Sun Prairie
This apartment in Sun Prairie is situated close to the Sun Prairie Historical Library and Museum and the Barrymore Theatre, with East Towne Mall and the Dane County Farmers' Market also within easy reach.
This spacious 297 square meter flat accommodates up to 16 guests and offers a private sauna, swimming pool, game room, and is ideal for those interested in fishing, horse riding, and cycling.
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.

Best Madison, WI vacation rentals with air conditioning

Private Yet Close To Everything! - Madison, WI
9.7 46 reviews

Private Yet Close To Everything!

apartment, Middleton
This Middleton basement flat is situated on a 1.5-acre wooded plot, a short drive (approx. 32km) from the University of Wisconsin–Madison campus, the Capitol Square, and Dane County Regional Airport, and minutes from the Middleton Pheasant Branch Conservancy.
The 84 square metre self-contained apartment features a master bedroom, kitchenette/sitting area, bathroom, private entrances, parking, and access to a swimming pool (children under 12 not permitted); it sleeps two guests and offers excellent cleanliness and location ratings.
The Wilson I | Renovated Studio W/ Sleeping Nook - Madison, WI
9.9 98 reviews

The Wilson I | Renovated Studio W/ Sleeping Nook

apartment, Madison
The Wilson apartment, a two-bedroom flat in a prime Madison location, is situated within easy reach of numerous attractions, including lakes and bike trails.
This pet-friendly (dogs only) property, boasting original terrazzo floors and handcrafted furniture, offers guests a comfortable stay with a fridge, microwave, dishwasher, air conditioning, and parking; it sleeps two and is managed by a local design-focused company.
Beautifully Remodeled 2 Bed 104 Berkley Verona #6 - Madison, WI
9.5 153 reviews

Beautifully Remodeled 2 Bed 104 Berkley Verona #6

apartment, Verona
This Verona apartment, ideally located near the Military Ridge Trail and within walking distance of Verona's shops and restaurants, offers easy access to Olson Oak Woods State Natural Area and Donald County Park.
The two-bedroom flat boasts a modern renovation, including a kitchen with fridge, microwave, and dishwasher, air conditioning, a garden, parking, and sleeps up to four guests, perfect for families or groups exploring the area's attractions such as the Verona Ice Arena and Ten Pin Alley.
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.
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