Holiday Rentals in Madison

433 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Madison holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Madison holiday rentals: compare the best deals

Best family friendly Madison holiday rentals

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

64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison
Madison
08/21 – 09/24
HK$1757/nighttotal: HK$59738 (34 )

64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment for 2 people. This accommodation is based in Madison.
Services and facilities: a fitness center, an elevator and a terrace. This apartment also has air conditioning!
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison
Madison
09/13 – 10/31
HK$1300/nighttotal: HK$62400 (48 )

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Vacation rental listing for 2 guests. This accommodation is based in Madison.
Facilities and services: a washing machine, an iron and an elevator. This apartment also has a garden!
Waterfrontcondo Excellent Locationw/parking Prime! - Madison
9.5 602 reviews
Madison
08/06 – 08/13
HK$2467/nighttotal: HK$17269 (7 )

Waterfrontcondo Excellent Locationw/parking Prime!

1 1
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.
Sunset Knoll  •  West Madison — Ztrhp1-2020-00030 - Madison
9.9 48 reviews
Madison
07/17 – 07/19
HK$3652/nighttotal: HK$7304 (2 )

Sunset Knoll • West Madison — Ztrhp1-2020-00030

2 2
apartment , Madison
This west Madison house, conveniently located near the Beltline and within 1.6km of the University of Wisconsin campus and 2.2km of the Capitol Square, offers easy access to local amenities.
The two-bedroom, two-bathroom property sleeps four guests and features a fully equipped kitchen, private fenced garden with patio and play set, free on-street parking, and is licensed by the City of Madison.

Best Madison holiday rentals with parking

Private Yet Close To Everything! - Madison
9.9 38 reviews
Madison
07/14 – 07/18
HK$1873/nighttotal: HK$7492 (4 )

Private Yet Close To Everything!

1 2
apartment , Middleton
This Middleton basement flat is situated on a 1.5-acre wooded plot, a short drive (approx. 32km) from the University of Wisconsin–Madison campus, the Capitol Square, and Dane County Regional Airport, and minutes from the Middleton Pheasant Branch Conservancy.
The 84 square metre self-contained apartment features a master bedroom, kitchenette/sitting area, bathroom, private entrances, parking, and access to a swimming pool (children under 12 not permitted); it sleeps two guests and offers excellent cleanliness and location ratings.
Game Room - King Suite - Theatre Room - Fireplace - Madison
10 12 reviews
Madison
07/16 – 07/19
HK$7941/nighttotal: HK$23823 (3 )

Game Room - King Suite - Theatre Room - Fireplace

3 5
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.
The Wilson M | Quiet Spacious Studio - Madison
10 18 reviews
Madison
12/01 – 12/24
HK$844/nighttotal: HK$19412 (23 )

The Wilson M | Quiet Spacious Studio

1 1
apartment , Madison
This recently renovated studio flat in a 1929 Georgian Revival building is located in downtown Madison, within walking distance of numerous restaurants and breweries.
The spacious studio, accommodating two guests, boasts a full kitchen, separate dining area, and access to a shared roof deck overlooking James Beard award-winning restaurants; monthly parking is available at a discounted rate.
Spacious & Secluded Madison Home Near Dtwn! - Madison
8.8 13 reviews
Madison
12/01 – 12/24
HK$7745/nighttotal: HK$178135 (23 )

Spacious & Secluded Madison Home Near Dtwn!

5 1
apartment , Madison
This five-bedroom, five-bathroom property is located in Madison, just a short distance from Elver Park and West Towne Mall, offering easy access to both nature and shopping. The house is highly rated by previous guests, receiving "very good" reviews.
This spacious home, covering 557 square metres, comfortably accommodates up to 8 guests. It includes a range of amenities such as a fully equipped kitchen, a fireplace, a spa, a tennis court, and a playground, making it perfect for families and groups looking for a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Madison

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

    You really shouldn't miss the State Capitol building. It's a beautiful example of architecture and is a must-see for any visitor to the city. You can also explore the University of Wisconsin-Madison campus, which is a vibrant hub of activity, and enjoy a stroll along the scenic Lake Mendota.
  • What are the best Airbnb and vacation rentals in Madison?

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

    The Capitol Square neighbourhood is a great choice for a vacation rental, as it's close to all the action and within walking distance of many attractions. Alternatively, if you prefer a more relaxed atmosphere, you could consider the waterfront neighbourhood of Tenney-Lapham, which offers beautiful views of Lake Monona.
  • What are the most popular Airbnbs in Madison?

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

    The Henry Vilas Zoo is a popular choice for families with its diverse range of animals. The Madison Children's Museum is another great option, offering interactive exhibits and activities for kids of all ages. If you're looking for outdoor fun, the Olbrich Botanical Gardens provides a peaceful escape with beautiful gardens and a children's play area.
  • What are the best vacation rentals with a pool in Madison?

  • 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 and September to October, when the weather is pleasant and the crowds are smaller. You can expect to find better deals on accommodation during these months.
  • What are the best rentals for families and kids in Madison?

  • What events or festivals should visitors check out in and around Madison, WI?

    Madison is known for its vibrant arts and culture scene. The annual Madison Arts Festival in June is a highlight, showcasing local artists and performers. For a taste of local produce, the Dane County Farmers' Market is a must-visit, running from April to November.
  • What are the best rentals or Airbnbs with a jacuzzi in Madison?

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

    Take a walk or bike ride along the Capital City Trail, a 20 km paved path that winds through the city and along the lakes. You can also explore the free exhibits at the Wisconsin Historical Museum or enjoy a picnic lunch at one of the many parks along the lakeshore.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, try the Friday Fish Fry at the Old Fashioned, a local institution serving up classic Wisconsin dishes. Alternatively, you can head to the Great Dane Pub & Brewing Co. for their award-winning craft beers and locally sourced pub grub.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, many attractions in Madison are pet-friendly. You can take your furry friend for a walk in the Olbrich Botanical Gardens, which has designated dog-walking areas. The Henry Vilas Zoo also has a designated pet-friendly area where you can enjoy a picnic with your dog.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy than hotels, making them a good option for families or groups. They also often come with amenities like kitchens and laundry facilities, which can be more convenient than staying in a hotel.
  • What are the top sports attractions and facilities in Madison, WI?

    Madison is home to the University of Wisconsin Badgers, a major NCAA sports program. You can catch a game at Camp Randall Stadium, the Badgers' football stadium, or the Kohl Center, 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, including concerts and sporting events.

Destinations nearby

Best Madison holiday rentals with a balcony

Family-friendly Lake Waubesa Home Boat And Swim! - Madison
Madison
10/09 – 10/17
HK$5410/nighttotal: HK$43280 (8 )

Family-friendly Lake Waubesa Home Boat And Swim!

3 2
house , McFarland
This family-friendly holiday home is situated in McFarland, just 14 kilometres from the University of Wisconsin-Madison and 13 kilometres from the Wisconsin State Capitol Building. The property is located in a peaceful area, perfect for a relaxing getaway.
The house has three bedrooms and three bathrooms, spanning 167 square metres and accommodating up to eight guests. It offers a range of amenities including free Wi-Fi, a fully equipped kitchen, a private bar, a sauna, a spa, and a garden.
59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison
Madison
07/26 – 08/28
HK$1868/nighttotal: HK$61644 (33 )

59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Accommodation for up to 2 people. You will be located in Madison.
Facilities and services: free parking, a fitness center and a terrace.
Entire 3 Bedroom With Fireplace - Sleeps 12 - Madison
9.9 160 reviews
Madison
07/26 – 07/30
HK$3767/nighttotal: HK$15068 (4 )

Entire 3 Bedroom With Fireplace - Sleeps 12

3 7
apartment , 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.
70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison
Madison
06/25 – 07/25
HK$1521/nighttotal: HK$45630 (30 )

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment listing for up to 2 people. This accommodation is located in Madison.
Facilities and services: a garden, a washing machine and air conditioning. This is a family-friendly apartment!

Best Madison holiday rentals with air conditioning

Remodeled 1bd Centrally Located - Madison
10 6 reviews
Madison
08/30 – 12/19
HK$775/nighttotal: HK$86025 (111 )

Remodeled 1bd Centrally Located

1 2
apartment , Fitchburg
This Fitchburg apartment offers convenient access to Madison's attractions, being within 16km of the Wisconsin State Capitol and 19km from the University of Wisconsin–Madison campus, with easy access to Epic and Highway 12/18.
The newly remodelled flat comprises one bedroom, one bathroom, and sleeps two guests, featuring a fully equipped kitchen with dishwasher, air conditioning, parking, a garden, and internet access; nearby amenities include grocery stores, restaurants, and public transport.
Pool & Gym By University Park With Covered Parking - Madison
10 2 reviews
Madison
08/12 – 01/26
HK$989/nighttotal: HK$165163 (167 )

Pool & Gym By University Park With Covered Parking

1 2
apartment , Madison
This Madison apartment, situated near the University Research Park on the city's near west side, offers convenient proximity to UW Hospital and a Hy-Vee supermarket.
The one-bedroom flat sleeps two guests, includes a king-size bed, in-unit laundry, free underground parking, a 65" Roku Smart TV, and access to a shared pool and fitness centre; nearby attractions include the University Research Park.
Clean, Quiet & Family-friendly Townhouse-14 People - Madison
9.6 256 reviews
Madison
07/22 – 07/25
HK$3631/nighttotal: HK$10893 (3 )

Clean, Quiet & Family-friendly Townhouse-14 People

1 3
house , Fitchburg
This three-bedroom duplex townhouse is conveniently located on the border of Madison and Fitchburg, just a short drive from both the city centre and Epic. It boasts excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers seeking a comfortable and well-maintained property.
The spacious property can accommodate up to 14 guests, offering plenty of room for families and groups. Guests will enjoy modern amenities such as a large smart TV, an electric fireplace, and a well-equipped kitchen, as well as a private garden and parking.
Cozy 2 Bed 1 Bath Home, Willy St Neighborhood - Madison
Madison
06/30 – 08/08
HK$1301/nighttotal: HK$50739 (39 )

Cozy 2 Bed 1 Bath Home, Willy St Neighborhood

1 2
apartment , Madison
This newly refurbished two-bedroom flat offers a prime location in Madison's Willy Street district, providing effortless walking access to local cafes, parks, and shops.
This accommodation is suitable for up to four guests, featuring a fully equipped kitchen, a dedicated workspace with fast Wi-Fi, and modern finishes, ideal for professionals or those undertaking longer stays of 30 days or more.
©2026 cozycozy.com