Vacation Rentals in Madison, WI

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

Best family friendly Madison, WI holiday rentals

Among the 433 accommodations in Madison, WI, here are the 4 best family friendly rentals

Madison Historical Inn - Madison, WI
9.9 78 reviews
Madison, WI
06/10 – 12/10
A$1132/nighttotal: A$6792 (6 )

Madison Historical Inn

1 2
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.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Madison, WI
Madison, WI
16/07 – 19/07
A$534/nighttotal: A$1602 (3 )

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 5
apartment , Middleton
This two-bedroom apartment in Middleton is ideally located within easy reach of Olbrich Botanical Gardens, the University of Wisconsin-Madison, and Accuray, making it a convenient base for exploring the city. The surrounding area offers a peaceful and residential atmosphere, perfect for a relaxing getaway.
The apartment comfortably accommodates up to six guests with its two bedrooms and a sleeper sofa. It features a range of amenities, including a swimming pool, fitness centre, and complimentary parking, ensuring a comfortable and enjoyable stay.
Customized 2,780 Sq. Ft. 4br, 2.5ba Home - Madison - Madison, WI
10 1 review
Madison, WI
26/07 – 28/08
A$295/nighttotal: A$9735 (33 )

Customized 2,780 Sq. Ft. 4br, 2.5ba Home - Madison

1 1
apartment , Madison
This four-bedroom house is situated on the west side of Madison, a 10-minute drive from the city centre and 15 minutes from the University of Wisconsin campus, offering a peaceful setting with easy access to attractions. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious home features two living areas, a dedicated laundry room, and a two-car garage, comfortably accommodating up to five guests. Guests can enjoy a fully equipped kitchen, a private garden with a deck, a gazebo with a fire pit, a trampoline, and modern amenities including air conditioning, internet access, and security features.
37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
A$235/nighttotal: A$7755 (33 )

37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment to rent for 2 guests. You will stay in Madison.
Facilities and services: a garden, air conditioning and a kitchen. Take advantage of the terrace in this apartment in Madison.

Best Madison, WI holiday rentals with parking

The Wilson I | Renovated Studio W/ Sleeping Nook - Madison, WI
9.9 75 reviews
Madison, WI
12/09 – 30/09
A$285/nighttotal: A$5130 (18 )

The Wilson I | Renovated Studio W/ Sleeping Nook

1 2
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.
Paoli Den - Renovated Flat! - Madison, WI
9.8 41 reviews
Madison, WI
24/07 – 01/08
A$280/nighttotal: A$2240 (8 )

Paoli Den - Renovated Flat!

3 2
apartment , Verona
This Verona holiday home is conveniently located within 1.6km of Fireman's Beach and Verona Ice Arena, and within 4.8km of Reddan Soccer Park and the Wisconsin Brewing Company.
Sleeping six guests, the property boasts three bedrooms, one bathroom, a fully equipped kitchen with dishwasher, in-house laundry facilities, a smart TV, and barbecue grills; making it ideal for families visiting Verona.
A-frame Arbor One Block From The Beach-four Beds And Four Bathrooms! - Madison, WI
9.8 72 reviews
Madison, WI
18/09 – 25/09
A$1453/nighttotal: A$10171 (7 )

A-frame Arbor One Block From The Beach-four Beds And Four Bathrooms!

3 2
apartment , Madison
This house is located in Madison, within a 3km radius of Esther Beach, Alliant Energy Center, and Olin Park, making it a convenient base for exploring the city. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom property comfortably accommodates up to six guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, spa, and a fully equipped kitchen, as well as a terrace, garden, and parking.
Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Madison, WI
8.4 844 reviews
Madison, WI
30/07 – 02/08
A$328/nighttotal: A$984 (3 )

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

1 4
hotel , Madison
The Holiday Inn Hotel & Suites Madison West, An Ihg Hotel, is situated in the western suburbs of Madison, around 15 minutes from the city centre and a 10-minute drive from Middleton Municipal Airport. This 3-star hotel is rated very good by previous guests for its cleanliness, location and overall experience.
The hotel offers a range of facilities for guests, including an indoor swimming pool, a fitness centre, a spa and a restaurant. The rooms are equipped with modern amenities, such as free Wi-Fi, a microwave, a refrigerator and a coffee maker.

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 and a must-see for any first-time visitor. Also, don't forget to take a stroll around the University of Wisconsin-Madison campus, it's a vibrant place with lots to see.
  • What are the best Airbnb and holiday rentals in Madison, WI?

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

    The Downtown area is a great choice for a vacation rental. It's close to all the action, with plenty of restaurants, bars, and shops. If you prefer a quieter spot, the Shorewood Hills neighbourhood is a lovely residential area with a village atmosphere, just a short drive from the city centre.
  • 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 always a hit with families, and it's a great place to spend a few hours. The Henry Vilas Zoo is another great option, with a wide variety of animals to see. The Olbrich Botanical Gardens is a beautiful place to walk around, and they have a great children's garden as well.
  • 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, spring and autumn. You'll get better rates and avoid the crowds. Summer can be busy with tourists, and winter can be very cold.
  • What are the best rentals for families and kids in Madison, WI?

  • 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, and it's completely free. The University of Wisconsin-Madison Arboretum is another free attraction, with beautiful gardens and trails to explore. The Madison Public Library is a great place to relax and read, and they have free events and programs throughout the year.
  • What are the best rentals or Airbnbs with a jacuzzi in Madison, WI?

    The best holiday rentals or Airbnb with a jacuzzi in Madison, WI are Quiet Eastside Madison Home, 2 Bedroom Corporate Apartment - Heart Of Madison and Luxurious Bbq And Pool House.

  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, head to The Old Fashioned, they have a great selection of local beers and pub grub. For a more upscale dining experience, try L'Etoile, they have a fantastic tasting menu featuring seasonal ingredients. And if you're looking for something casual, The Old Spaghetti Factory is a local favourite.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a great option for both walking and cycling, it's a 20km loop that goes around the city. For a shorter walk, try the Lake Monona Trail, it's a 10km paved trail that follows the lakefront. The University of Wisconsin-Madison Arboretum is another great option for a scenic walk or cycle.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, there are many pet-friendly attractions in Madison. The Henry Vilas Zoo has a designated pet-friendly area, and the Olbrich Botanical Gardens welcomes well-behaved dogs on leash. Many of the city's parks are also dog-friendly.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy than a hotel room. You can often find rentals with unique features like a backyard or a balcony. And, they can be a more affordable option, especially if you're travelling with a group.
  • What are the top sports attractions and facilities in Madison, WI?

    The University of Wisconsin-Madison is home to a number of sports teams, including the Badgers football and basketball teams. The Camp Randall Stadium is a great place to catch a game, and it's a real experience. The Alliant Energy Center is a multi-purpose arena that hosts a variety of events, including concerts and sporting events.

Destinations nearby

Best Madison, WI holiday rentals with a balcony

Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison, WI
9.8 52 reviews
Madison, WI
22/06 – 23/06
A$871/nightfor 1 night

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

3 2
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.
64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
30/08 – 19/12
A$207/nighttotal: A$22977 (111 )

64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Madison
Apartment rental listing for 2 guests. You will be based in Madison.
Facilities and services include a freeze, a washing machine and a dish washer. This apartment in Madison also has air conditioning!
Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All - Madison, WI
9.8 11 reviews
Madison, WI
16/08 – 20/08
A$1950/nighttotal: A$7800 (4 )

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

5 4
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.
59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
A$339/nighttotal: A$11187 (33 )

59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Holiday rental for 2 guests. You will be based in Madison.
Facilities and services include a washing machine, an iron and free parking.

Best Madison, WI holiday rentals with air conditioning

Home Away From Home!!! - Madison, WI
8.8 16 reviews
Madison, WI
18/09 – 25/09
A$234/nighttotal: A$1638 (7 )

Home Away From Home!!!

1 2
apartment , Sun Prairie
This Sun Prairie holiday home is conveniently located within 5 kilometres of the Sun Prairie Family Aquatic Centre, Token Creek Park, and the Sun Prairie Historical Library and Museum, and within 10 kilometres of the American Center and Angell Park Speedway.
This one-bedroom, one-bathroom property sleeps three guests and boasts a fully equipped kitchen, a jacuzzi, a terrace, a garden, and on-site fitness and games facilities; barbecue grills are also available for guest use.
The Wilson Unit D | Spacious Renovated Studio - Madison, WI
10 44 reviews
Madison, WI
18/09 – 25/09
A$313/nighttotal: A$2191 (7 )

The Wilson Unit D | Spacious Renovated Studio

1 2
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.
Waterfrontcondo Excellent Locationw/parking Prime! - Madison, WI
9.5 596 reviews
Madison, WI
18/09 – 25/09
A$379/nighttotal: A$2653 (7 )

Waterfrontcondo Excellent Locationw/parking Prime!

1 2
apartment , Madison
This one-bedroom flat is located on a quiet street just a kilometre from Lake Monona and within walking distance of the State Capitol building in Madison. The property has received excellent ratings for location, cleanliness, and overall user experience.
The flat can accommodate up to two guests and features a fully equipped kitchen, a washer and dryer, and a private deck with stunning lake views. Guests can enjoy access to a backyard patio, a pier, and a green space, as well as the option to rent a pontoon boat or kayaks for water activities on Lake Monona.
Cottage Suite Whirlpool Tub - Madison, WI
9.9 441 reviews
Madison, WI
24/07 – 01/08
A$279/nighttotal: A$2232 (8 )

Cottage Suite Whirlpool Tub

1 2
apartment , Madison
This holiday home is located in Madison, just 2 kilometres from Olbrich Botanical Gardens and Madison Area Technical College, offering a convenient base for exploring the city. The property has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom property spans 59 square metres and includes a fully equipped kitchen, a fireplace, free Wi-Fi, and a private water park. Guests can enjoy a range of amenities, including a terrace, garden, spa, and parking, as well as access to a swimming pool.
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