Vacation Rentals in Madison, WI

433 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Madison, WI holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

The Little Green Birdhouse-mcfarland/monona - Madison, WI
9.7 171 reviews
Madison, WI
01/12 – 24/12
A$222/nighttotal: A$5106 (23 )

The Little Green Birdhouse-mcfarland/monona

1 1
apartment , McFarland
This one-bedroom flat is situated in a peaceful neighbourhood in McFarland, just 0.5 kilometres from Lake Waubesa, providing access to swimming, kayaking, and scenic views, and a 0.8 kilometre walk to the Yahara bike path, connecting you to the Capital City bike path and downtown Madison. The property has received excellent ratings for its location, cleanliness, and user experience.
The flat is suitable for up to two guests and features a modern kitchen, a spacious living area, and a private backyard with a fire pit. Guests can enjoy amenities such as a fridge, freezer, microwave, air conditioning, Wi-Fi, and parking, and can bring their pets along for a small fee.
70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
01/08 – 14/09
A$228/nighttotal: A$10032 (44 )

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment rental for up to 2 people. You will be based in Madison.
Services and facilities: a fridge, a dish washer and a washing machine. This apartment in Madison is ideal for families.
Cheerful 3-bedroom Cottage 2 Blocks From The Lake - Madison, WI
9.7 94 reviews
Madison, WI
25/06 – 28/06
A$605/nighttotal: A$1815 (3 )

Cheerful 3-bedroom Cottage 2 Blocks From The Lake

1 2
apartment , Monona
This charming cottage is situated in Monona, just a short walk from the lake and a 12-minute drive from downtown Madison. The property consistently receives excellent ratings from guests for its cleanliness, location, and overall experience.
This cosy holiday home offers three bedrooms, comfortably accommodating up to six guests. The cottage includes a fully equipped kitchen, air conditioning, a spacious garden, and parking, making it ideal for families and groups seeking a relaxing and comfortable stay.
4 Bed, 3 Bath W/ Pool, Hot Tub, Gym, Fire Pit On Lake Windsor Golf Course - Madison, WI
10 4 reviews
Madison, WI
01/12 – 24/12
A$756/nighttotal: A$17388 (23 )

4 Bed, 3 Bath W/ Pool, Hot Tub, Gym, Fire Pit On Lake Windsor Golf Course

4 1
apartment , Windsor
This spacious four-bedroom flat in Windsor is ideally situated on Lake Windsor Golf Course, offering convenient access to Governor Nelson State Park, Pheasant Branch Conservancy, and is a short drive from attractions such as Mousehouse Cheesehaus and Sun Prairie Family Aquatic Centre.
This 288 square meter residence accommodates up to ten guests, boasting a well-equipped kitchen, air conditioning, a swimming pool, jacuzzi, garden, and on-site parking, with laundry facilities and towels provided.

Best Madison, WI holiday rentals with parking

The Wilson Unit C | Value Studio With Full Kitchen - Madison, WI
9.9 54 reviews
Madison, WI
23/07 – 25/07
A$286/nighttotal: A$572 (2 )

The Wilson Unit C | Value Studio With Full Kitchen

1 2
apartment , Madison
This Madison city centre studio flat is conveniently located near the Wilson Street car park, offering easy access to numerous restaurants and breweries.
The recently renovated 1929 Georgian Revival building houses this pet-friendly (one dog) apartment featuring a separate dining area, full kitchen, and access to a shared roof deck overlooking downtown Madison; it sleeps two guests and includes parking at a discounted rate for longer stays.
Premium 3br | Quick To Downtown - Madison, WI
10 23 reviews
Madison, WI
18/07 – 22/07
A$1055/nighttotal: A$4220 (4 )

Premium 3br | Quick To Downtown

3 2
apartment , Fitchburg
This family-friendly Madison house, near Fitchburg, is conveniently located within 5km of Ten Pin Alley and Verona Ice Arena, and within 10km of the University of Wisconsin-Madison Arboretum and Vitense Golfland.
This 204 square metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a fitness centre, garden, terrace, parking, and free Wi-Fi; BBQ facilities are also available for outdoor entertaining.
Free Breakfast. Pool & Hot Tub. Near Uw-madison! - Madison, WI
Madison, WI
16/08 – 20/08
A$777/nighttotal: A$3108 (4 )

Free Breakfast. Pool & Hot Tub. Near Uw-madison!

2 4
apartment , Madison
This Madison condo is conveniently located near East Towne Mall, the American Center, and Sycamore Dog Park, all within a 4.8km radius, with Madison Area Technical College slightly further afield.
The two-bedroom apartment, sleeping four, offers free Wi-Fi, a DVD player, a fully equipped kitchen including fridge, microwave, and dishwasher, plus free breakfast and limited housekeeping; nearby attractions include shopping at East Towne Mall and the potential for cultural events at the American Center.
Cottage Gem: Spotless, Secluded & Bring The Dog! - Madison, WI
9.9 98 reviews
Madison, WI
24/07 – 26/07
A$681/nighttotal: A$1362 (2 )

Cottage Gem: Spotless, Secluded & Bring The Dog!

1 5
cottage , Madison
This Madison garden apartment is situated on the city's west side, 0.64km from Lake Mendota and 0.16km from public transport, offering easy access to the University of Wisconsin campus, the State Capitol building, and State Street.
The self-contained unit sleeps two, features a queen-size bed, fireplace, private garden with bistro set, and free parking, alongside excellent guest reviews and no cleaning fee.

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

The Wilson - Madison, WI
9.5 2 reviews
Madison, WI
15/10 – 18/10
A$1402/nighttotal: A$4206 (3 )

The Wilson

4 7
studio , Madison
This studio apartment in Madison offers a prime location, situated just 6.9 kilometres from Dane County Regional Airport and within easy reach of the Wisconsin State Capitol Building and Monona Terrace Community and Convention Centre.
Guests can enjoy air-conditioned comfort, complimentary WiFi, an on-site restaurant, a concierge service, and a kitchenette equipped with a dishwasher and microwave, alongside a sun terrace providing city views.
Lakefront 4br Up North Outdoor Getaway - Best Sunset View On The Lake - Madison, WI
9.9 107 reviews
Madison, WI
09/10 – 17/10
A$485/nighttotal: A$3880 (8 )

Lakefront 4br Up North Outdoor Getaway - Best Sunset View On The Lake

4 2
apartment , McFarland
This lakefront property is situated in McFarland, Wisconsin, just a short stroll from Babcock Park and a pleasant bike ride from the town's extensive network of cycle paths. The apartment has received excellent ratings for cleanliness, location and user experience, making it a popular choice for travellers.
This spacious four-bedroom dwelling spans 167 square metres and comfortably accommodates up to eight guests. The apartment offers a range of amenities, including a fully equipped kitchen, a private terrace, a garden, parking, high-speed internet, and access to a pier during the summer months.
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
A$372/nighttotal: A$12276 (33 )

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment to rent for up to 2 people. Your accommodation will be located in Madison.
Facilities and services include a terrace, air conditioning and a fridge. Take advantage of the gym in this apartment in Madison.
Game Room - King Suite - Theatre Room - Fireplace - Madison, WI
10 12 reviews
Madison, WI
16/08 – 20/08
A$1087/nighttotal: A$4348 (4 )

Game Room - King Suite - Theatre Room - Fireplace

3 4
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.

Best Madison, WI holiday rentals with air conditioning

Lakeview Loft - Downtown Madison - Madison, WI
10 260 reviews
Madison, WI
09/10 – 17/10
A$390/nighttotal: A$3120 (8 )

Lakeview Loft - Downtown Madison

1 2
apartment , Madison
This Madison apartment, situated on a quiet street 0.5 km from Willy Street and within 2 km of attractions such as the Sylvee, Monona Terrace, and the State Capitol building, offers convenient access to Lake Monona and the Lake Loop cycle path.
The 52-square-metre loft features vaulted ceilings, skylights, a queen bed, queen futon, and XL twin couch futon sleeping arrangements for up to five guests, plus a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi (500 Mbps), and ample parking.
Spacious And Secluded Madison Home Near Dtwn! - Madison, WI
Madison, WI
30/07 – 02/08
A$1769/nighttotal: A$5307 (3 )

Spacious And Secluded Madison Home Near Dtwn!

5 4
house , Madison
This spacious five-bedroom home is located in Madison, just nine miles from the University of Wisconsin - Madison and eight miles from Edgewood College, offering a peaceful retreat away from the city centre. The property is ideal for families or groups of up to eight guests, providing ample space to relax and unwind.
The house features a fully equipped kitchen with a dishwasher and oven, a Jacuzzi, a tennis court, and a comfortable living area, ensuring a relaxing and enjoyable stay. Guests can also enjoy the convenience of free Wi-Fi and a washing machine, making this property a perfect choice for a memorable trip to Madison.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Madison, WI
Madison, WI
24/07 – 26/07
A$492/nighttotal: A$984 (2 )

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 5
apartment , Madison
This two-bedroom apartment is conveniently located just a short distance from the University of Wisconsin-Madison campus, putting you within easy reach of the Henry Vilas Zoo and the American Family Insurance World Headquarters. You'll be in a lively area with plenty to see and do.
The apartment offers comfortable accommodation for up to six guests. It comes with a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, a fitness centre, and free parking.
Forest Townhouse - Madison, WI
Madison, WI
25/06 – 25/07
A$325/nighttotal: A$9750 (30 )

Forest Townhouse

4 1
apartment , Madison
This property is a four-bedroom, two-bathroom flat located in a tranquil district of Madison, offering a peaceful retreat with convenient access to local attractions.
This fully equipped residence accommodates up to six guests and features a cozy fireplace, air conditioning, and parking, providing a comfortable and relaxing stay with all necessary amenities.
©2026 cozycozy.com