Holiday Rentals in Madison, WI

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Madison, WI holiday rentals
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Best Holiday rentals and Airbnb offers 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

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.
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.
Prime Time - 3 Bedroom With Fireplace! Sleeps 12 - Madison, WI
9.9 167 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.

Best Madison, WI holiday rentals with parking

The Wilson Unit G | Spacious Studio - Madison, WI
9.9 24 reviews

The Wilson Unit G | Spacious Studio

apartment, Madison
This recently renovated studio flat is located in downtown Madison, Wisconsin, within easy walking distance of numerous restaurants and breweries.
The self-contained apartment, sleeping two, boasts a full kitchen, separate dining area, and access to a shared roof deck overlooking the city; monthly parking is available for £150 at the building.
Madison East! Best Location! Close To Everything! - Madison, WI
9.7 27 reviews

Madison East! Best Location! Close To Everything!

apartment, Madison
This three-bedroom, two-bathroom flat is located in a quiet district of Madison, offering a peaceful base for exploring the city, with convenient access to key landmarks and attractions.
This family-friendly apartment accommodates up to six guests and includes a full kitchen, air conditioning, a garden, a fitness centre, and parking, with pets also welcome.
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.
Updated 3 Bed + Office Ranch Home Close To Downtown Madison - Madison, WI
10 23 reviews

Updated 3 Bed + Office Ranch Home Close To Downtown Madison

apartment, Monona
This apartment in Monona is conveniently located just a short distance from downtown Madison, offering easy access to the city's attractions and amenities. It is also close to Lake Monona, providing access to the lake's walking paths, parks, and water activities. The apartment has received excellent user ratings, making it a popular choice for travellers.
This spacious four-bedroom home, spanning 149 square metres, can comfortably accommodate up to eight guests. Enjoy a modern and spacious living experience with a fully remodeled kitchen and bathroom, as well as a spacious screened porch, a basement with a bedroom/office and recreation room, and amenities including a gas grill, off-street parking, laundry facilities, high-speed internet, and cable TV.

Frequently asked questions about holiday rentals in Madison, WI

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

    You definitely want to visit the Wisconsin State Capitol building, it's a beautiful example of architecture. The University of Wisconsin-Madison campus is also worth a stroll around, especially the Memorial Union Terrace on the shores of Lake Mendota.
  • What are the best Airbnb and vacation rentals in Madison, WI?

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

    The vibrant and historic downtown area is a great choice, close to shops, restaurants, and attractions. If you prefer a more relaxed atmosphere, the east side offers a more residential feel with plenty of parks and green spaces.
  • What are the most popular Airbnbs in Madison, WI?

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

    The Madison Children's Museum is a big hit with kids of all ages. The Henry Vilas Zoo is another popular choice, with a variety of animals and a large playground. If you're looking for something outdoorsy, the Olbrich Botanical Gardens offers beautiful walking trails and a children's garden.
  • 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?

    It depends on your preferences, but the shoulder seasons, spring and autumn, offer pleasant weather and fewer crowds. If you're looking for a lively atmosphere, the summer months are popular for festivals and events.
  • 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?

    Madison is known for its vibrant arts and music scene. The Madison Jazz Festival takes place in June, and the Wisconsin State Fair, a large agricultural fair, is held in August. The Dane County Farmers' Market is open every Saturday from April to November.
  • 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 Professionally Serviced Private 1br Apartment.

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

    The Capital City Trail is a great way to explore the city on foot or by bike. The University of Wisconsin-Madison Arboretum offers beautiful walking trails and gardens, and it's free to enter. The Madison Public Library has a variety of free events and programs throughout the year.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, try the Brat Stop, a local institution known for its brats and cheese curds. The Sconni on State Street offers a modern take on traditional Wisconsin fare. For a more upscale dining experience, the L'Etoile is a fine dining restaurant serving contemporary American cuisine.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a 20-mile paved loop that goes around the city. The Lake Loop is a scenic route that circles Lake Mendota. For a more challenging ride, the Military Ridge State Trail is a 40-mile paved trail that follows an old railroad line.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, many of Madison's parks are pet-friendly, including Olbrich Botanical Gardens and Tenney Park. The Henry Vilas Zoo offers a dog-friendly walking path. Many restaurants also have outdoor seating where pets are welcome.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals often offer more space and privacy than hotels, and many come with kitchen facilities, allowing you to prepare your own meals. They can also be a more budget-friendly option, especially for larger groups.
  • What are the top sports attractions and facilities in Madison, WI?

    The University of Wisconsin-Madison is known for its strong sports programs, including football, basketball, and hockey. The Camp Randall Stadium is home to the Badgers football team, and the Kohl Center is home to the Badgers basketball and hockey teams. The city also has a number of other sports facilities, including the Alliant Energy Center, which hosts a variety of events.

Popular destinations

Best Madison, WI holiday rentals with a balcony

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.
Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All - Madison, WI
9.8 16 reviews

Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All

apartment, Middleton
This spacious holiday home is located in Middleton, just 3.2 kilometres from the National Mustard Museum and 3.4 kilometres from Lake Mendota, making it ideal for exploring the local area. It has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay.
The property has 5 bedrooms and 4 bathrooms, spanning 372 square metres, and can accommodate up to 11 guests. You'll have access to a range of amenities, including a private pool, a jacuzzi, a terrace, a garden, and a fully equipped kitchen.
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.
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 holiday rentals with air conditioning

The Wilson Unit D | Spacious Renovated Studio - Madison, WI
10 66 reviews

The Wilson Unit D | Spacious Renovated Studio

apartment, Madison
This Madison studio flat, situated in a 1929 Georgian Revival building near an oyster bar and within walking distance of numerous restaurants in the downtown area, offers easy access to James Beard award-winning eateries.
The recently renovated, pet-friendly (one well-behaved dog allowed) studio features a separate dining room, full kitchen (fridge, microwave), air conditioning, a shared roof deck with city views, and parking (included for stays over one month, December-February), sleeping up to two guests.
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.
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.
Camp Randall - Free Parking! Walk To Everywhere! - Madison, WI
9.9 96 reviews

Camp Randall - Free Parking! Walk To Everywhere!

apartment, Madison
This basement apartment is located in a historic district just 1.5km from the University of Wisconsin-Madison, Camp Randall Stadium, and Edgewood College, all within a short distance. It's also conveniently close to downtown Madison, the lakes, and the Vilas Zoo, making it an ideal base for exploring the city. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment has a queen-sized Murphy bed, a queen-sized sleeper sofa, a premium queen-sized air mattress, a pack and play, and a rollaway twin-sized cot, comfortably accommodating up to six guests. This comfortable home away from home offers a fully equipped kitchen, shared laundry facilities, a private entrance, off-street parking, and is pet-friendly, making it perfect for families or groups of friends.
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