Holiday Rentals in Madison, WI

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Madison, WI holiday rentals
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637 Holiday rentals and Airbnb 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

Awesome Location In Monona, With Hot Tub! - Madison, WI
9.9 33 reviews

Awesome Location In Monona, With Hot Tub!

apartment, Monona
This apartment is located in Monona, a short walk from three playgrounds, a library, and a community pool. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms, three bathrooms, and can comfortably accommodate up to seven guests. It offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a garden, and a basement recreation room, making it ideal for families or groups looking for a relaxing and enjoyable stay.
Condo ∙ 1 Bedroom ∙ 4 Guests - Madison, WI
No reviews

Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Middleton
This one-bedroom apartment in Middleton, Wisconsin is located just 16km from the University of Wisconsin-Madison and within easy reach of attractions such as the National Mustard Museum and Pheasant Branch Conservancy. The apartment offers amenities such as a swimming pool, a fitness centre, and free parking, and can comfortably accommodate up to four guests.
5-bedroom Central Madison Oasis - Madison, WI
10 17 reviews

5-bedroom Central Madison Oasis

apartment, Madison
This five-bedroom, three-bathroom Madison house, situated one mile (1.6km) from the Wisconsin State Capitol, offers easy access to the city's attractions.
Sleeping up to ten guests, this newly built (2021) property boasts a spacious layout including a self-contained two-bedroom basement suite with kitchenette, a large shared garden with fire pit and play area, and modern amenities such as air conditioning, free internet, and parking.
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.

Best Madison, WI holiday rentals with parking

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.
The Wilson Unit N | Renovated Studio - Madison, WI
10 64 reviews

The Wilson Unit N | Renovated Studio

apartment, Madison
This recently renovated studio flat is located in a 1929 Georgian Revival building in downtown Madison, Wisconsin, close to the Wilson Street parking ramp and within easy walking distance of numerous restaurants and breweries.
The pet-friendly self-catering unit offers a full kitchen, separate dining area, and access to a shared roof deck with views of Madison's brewery scene, accommodating up to two guests.
The Wilson O | Bright 2br With Custom Detail - Madison, WI
10 68 reviews

The Wilson O | Bright 2br With Custom Detail

apartment, Madison
This two-bedroom apartment in downtown Madison, Wisconsin, is a short walk from the Wilson Street public parking ramp and offers easy access to James Beard award-winning restaurants and breweries.
The recently restored 1929 Georgian Revival building features original terrazzo floors, a shared roof deck overlooking local eateries, a full kitchen, and accommodates up to four guests; monthly parking is available for £150 per month.
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.

Frequently asked questions about holiday rentals in Madison, WI

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

    You've got to visit the Wisconsin State Capitol Building. It's a beautiful piece of architecture and a must-see for any visitor. Another must-do is to take a stroll along the lakeshore path, especially around the University of Wisconsin campus. You'll get a great view of the city and the lake.
  • What are the best Airbnb and holiday rentals in Madison, WI?

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

    If you're looking for a vibrant and lively area, consider staying in the downtown area, close to the Capitol Square. For a more relaxed vibe, you could check out the waterfront neighbourhoods of Lake Mendota or Lake Monona.
  • 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 great place to spend a day with the family. It's home to a wide variety of animals and has plenty of space to run around. Another option is the Wisconsin Historical Museum. It's got interactive exhibits that are sure to keep the kids entertained.
  • 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, from April to May or September to October. You'll avoid the crowds and get better deals on accommodation.
  • 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 city comes alive with festivals throughout the year. The Madison Jazz Festival in June and the Wisconsin State Fair in August are popular events. In the autumn, the Dane County Farmers' Market is a great place to pick up local produce and crafts.
  • 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 Quiet Eastside Madison Home, 1br Professionally Serviced Private Apartment and Luxurious Bbq And Pool House.

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

    Madison has a lot to offer without breaking the bank. You can take a free walking tour of the city, enjoy a picnic lunch at the Olbrich Botanical Gardens, or visit the Chazen Museum of Art. There are plenty of free concerts and events held in the city park throughout the year.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, head to The Old Fashioned for classic comfort food. For a more upscale experience, try L'Etoile, known for its innovative French-inspired cuisine. You can't go wrong with the Wisconsin Brewing Company for a local craft beer.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a popular walking and cycling route that runs for 20 km around the city. You can also enjoy a scenic ride along the Lake Mendota shoreline, taking in views of the university campus and the city skyline.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, The Olbrich Botanical Gardens is a great place to take your furry friend for a stroll. Many of the city parks are also pet-friendly, and you'll find plenty of dog-friendly restaurants and cafes in the city.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy than hotels, making them ideal for families or groups. They often come with amenities like kitchens and laundry facilities, which can save you money on dining out and laundry costs.
  • What are the top sports attractions and facilities in Madison, WI?

    Madison is home to the University of Wisconsin Badgers, who compete in a variety of sports. The Camp Randall Stadium is a must-visit for any sports fan. You can also catch a game at the Kohl Center, home to the Badgers hockey team.

Popular destinations

Best Madison, WI holiday rentals with a balcony

Private Pool - Hot Tub - Sauna - Game Room - Pets - Madison, WI
No reviews

Private 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.
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.
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.
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

Game Room - King Suite - Theatre Room - Fireplace - Madison, WI
10 14 reviews

Game Room - King Suite - Theatre Room - Fireplace

apartment, Sun Prairie
This Sun Prairie flat is conveniently located within 200 metres of local parks and amenities, a 2-minute drive from shops and eateries, and a 35-kilometre drive from Madison's Alliant Energy Center.
This spacious 279 square metre dwelling accommodates up to 12 guests with three bedrooms and three bathrooms, featuring a games room with ping pong, air hockey, and foosball, a theatre room with an 86-inch smart TV, and a walk-out deck with a gas grill.
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.
Studio Apartment At Cannery Square - Madison, WI
No reviews

Studio Apartment At Cannery Square

studio, Sun Prairie
This recently updated studio apartment is located directly on Sun Prairie's historic town square, offering immediate walking access to local amenities, restaurants, coffee shops, boutiques, parks, and year-round community events.
This accommodation for two guests includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and parking, with convenient access to the Sun Prairie Ice Arena and Prairie Pines Golf Club, and is professionally managed by Patriot Properties.
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.
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