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

Studio Flat ∙ 1 Bedroom ∙ 5 Guests - Madison, WI
No reviews

Studio Flat ∙ 1 Bedroom ∙ 5 Guests

studio, Fitchburg
This studio apartment is conveniently located in Fitchburg, close to the water park, Olbrich Botanical Gardens and Super Target. The surrounding area is family-friendly and offers a range of attractions and amenities.
This self-contained unit sleeps up to four guests and features a well-equipped kitchen, a comfortable living space with a TV, and a private bathroom. The studio also benefits from access to a swimming pool, fitness centre and parking.
Studio Flat ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
No reviews

Studio Flat ∙ 1 Bedroom ∙ 2 Guests

studio, Middleton
This studio apartment is conveniently located in Middleton, Wisconsin, just a short distance from the University of Wisconsin-Madison, Olbrich Botanical Gardens, and Accuray. It offers a peaceful and easily accessible base for exploring the city and its surrounding attractions.
The studio is perfect for couples or solo travellers, providing a comfortable and well-equipped space for a relaxing stay. Guests can enjoy a range of amenities including a fully equipped kitchen, free Wi-Fi, access to a swimming pool and fitness centre, and complimentary breakfast.
Waterfront Condo Excellent Views/parking/pier/wifi - Madison, WI
9.5 626 reviews

Waterfront Condo Excellent Views/parking/pier/wifi

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.
Capital City- 6 Miles From Madison With Fireplace - Madison, WI
10 53 reviews

Capital City- 6 Miles From Madison With Fireplace

apartment, Sun Prairie
This apartment is located in Sun Prairie, a quiet suburb just 6km from the state capital, Madison, and within easy reach of major amenities. It has received excellent user ratings and is perfect for families and groups.
The apartment has four bedrooms and three bathrooms, comfortably accommodating up to 12 guests. It offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and parking, as well as Wi-Fi and air conditioning.

Best Madison, WI holiday rentals with parking

Citys Edge Of Madison- Sleeps 10 & Only 6 Miles To Downtown - Madison, WI
10 21 reviews

Citys Edge Of Madison- Sleeps 10 & Only 6 Miles To Downtown

apartment, Sun Prairie
This Sun Prairie holiday home, located 9.6km from Madison city centre and Dane County Airport, offers easy access to local amenities including the Sun Prairie Ice Arena and Sun Prairie Golf Course.
The 186 square metre, three-level property sleeps up to 12 guests in three bedrooms (one king, four queen beds), boasting three bathrooms, a fireplace, a 75” TV, and a fully equipped kitchen with dishwasher.
Beautiful Lake Home - Minutes To Downtown Madison - Madison, WI
10 24 reviews

Beautiful Lake Home - Minutes To Downtown Madison

apartment, Monona
This lakeside dwelling is situated on Lake Monona in Monona, Wisconsin, just a short 10-minute drive from downtown Madison, offering easy access to the city's attractions and a peaceful lakeside retreat. This apartment has consistently received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The spacious apartment, covering 372 square metres, comfortably accommodates up to 12 guests. With its modern interior design, multiple entertainment options, and a host of amenities including a swimming pool, jacuzzi, and fitness centre, this property provides everything you need for a relaxing and enjoyable stay.
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.
Cozy Garden Apartment 
Near It All! - Madison, WI
10 54 reviews

Cozy Garden Apartment Near It All!

apartment, Madison
This Madison studio flat is conveniently located in the Monroe Street neighbourhood, offering easy access to shops, restaurants, and sporting venues such as those at the University of Wisconsin–Madison or Edgewood College, all within a short distance.
The 500+ sq ft self-contained basement apartment sleeps four, featuring a queen-sized bed, double sofa bed, kitchenette with mini-fridge and microwave, radiant heated floors, HVAC, and shared access to a garden; nearby attractions include Trader Joe's and a local co-op.

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

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.
Studio Apartment At Cannery Square - Madison, WI
No reviews

Studio Apartment At Cannery Square

studio, Sun Prairie
This studio flat is located directly on Sun Prairie square, offering immediate walkability to downtown shops and eateries, and is situated opposite a local coffee shop.
This 70 square metre flat accommodates two guests and features a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, parking, and is pet-friendly.
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.
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.

Best Madison, WI holiday rentals with air conditioning

The Wilson Unit F | Handcrafted Downtown Retreat - Madison, WI
10 101 reviews

The Wilson Unit F | Handcrafted Downtown Retreat

apartment, Madison
This recently renovated studio flat in downtown Madison is situated in a historic Georgian Revival building (1929), within walking distance of James Beard award-winning restaurants.
The self-catering studio offers a spacious layout, accommodating two guests, with a full kitchen (fridge, freezer, microwave), a separate dining area, and access to a shared roof deck providing views of Madison's breweries; off-street parking is available for a monthly fee (free in January and February).
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.
Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Madison, WI
8.4 25 reviews

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

hotel, Madison
The Holiday Inn Hotel & Suites Madison West - Middleton By IHG offers a convenient base in Middleton, a suburb of Madison, Wisconsin, situated just 12.5 kilometers west of the city centre.
This 3-star hotel provides guests with amenities including complimentary internet access, an on-site restaurant and bar, a swimming pool, fitness centre, and parking, with select rooms featuring air conditioning and in-room entertainment.
Near Dt Madison - One Block From Lake Monona & Lake Loop Bike Path - Madison, WI
10 48 reviews

Near Dt Madison - One Block From Lake Monona & Lake Loop Bike Path

apartment, Monona
This Monona holiday home is situated 0.8km from Winnequah Park and within 5km of the Aldo Leopold Nature Centre, Olbrich Botanical Gardens, Monona Dog Park, and Esther Beach.
The 79 square metre property offers two bedrooms, one bathroom, sleeps four guests, and features a fully equipped kitchen, private patio, garden, and free Wi-Fi.
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