Holiday Rentals in Madison, WI

433 available vacation rental offers

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

Countryside Home Minutes To Madison - Madison, WI
9.8 117 reviews
Madison, WI
28/08 – 31/08
SG$507/nighttotal: SG$1521 (3 )

Countryside Home Minutes To Madison

3 3
apartment , Middleton
This three-bedroom apartment is situated in Middleton, Wisconsin, just 32 kilometres from downtown Madison and within a 160 kilometre radius of Milwaukee, Wisconsin Dells and Chicago. The property enjoys excellent ratings for user experience, location and cleanliness.
The apartment is ideal for larger groups, accommodating up to 10 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden, parking and a sauna, as well as activities like exploring nearby bike trails and parks.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Madison, WI
Madison, WI
17/10 – 18/10
SG$388/nightfor 1 night

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 4
apartment , Middleton
This two-bedroom apartment is located in Middleton, just under 1.5 kilometres from Olbrich Botanical Gardens, the University of Wisconsin-Madison, and Accuray. The surrounding area offers a peaceful and convenient setting for exploring the city.
The apartment comfortably accommodates up to six guests with two bedrooms, each featuring a queen-size bed, as well as a sofa bed. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and complimentary breakfast buffet.
The Wilson - Madison, WI
9.5 2 reviews
Madison, WI
18/09 – 25/09
SG$372/nighttotal: SG$2604 (7 )

The Wilson

1 2
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.
Customized 2,780 Sq. Ft. 4br, 2.5ba Home - Madison - Madison, WI
10 1 review
Madison, WI
26/07 – 28/08
SG$267/nighttotal: SG$8811 (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.

Best Madison, WI holiday rentals with parking

64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
30/08 – 19/12
SG$187/nighttotal: SG$20757 (111 )

64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Madison
Apartment listing for 2 guests. You will stay in Madison.
Services and facilities include a fitness center, free parking and a fridge. Take advantage of the terrace in this apartment in Madison.
Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Madison, WI
8.4 844 reviews
Madison, WI
27/06 – 04/07
SG$207/nighttotal: SG$1449 (7 )

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

1 2
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.
Game Room - King Suite - Theatre Room - Fireplace - Madison, WI
10 12 reviews
Madison, WI
16/07 – 19/07
SG$1303/nighttotal: SG$3909 (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.
Charming 4 Bed, 2.5 Bath Home Minutes From Madison Perfect For Any Occasion. - Madison, WI
10 19 reviews
Madison, WI
16/08 – 20/08
SG$682/nighttotal: SG$2728 (4 )

Charming 4 Bed, 2.5 Bath Home Minutes From Madison Perfect For Any Occasion.

4 4
apartment , McFarland
This four-bedroom house in McFarland, Wisconsin, is located a short drive from Madison's Henry Vilas Zoo, Madison Children's Museum, and UW-Madison Arboretum, and within 0.8km of McFarland Café.
The 4-bedroom, 3-bathroom property sleeps eight guests, boasting two living rooms, a fully equipped kitchen, laundry facilities, a fenced backyard with patio, and a covered porch; it's also near the 4km Lower Yahara River Trail.

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.

Destinations nearby

Best Madison, WI holiday rentals with a balcony

Entire 3 Bedroom With Fireplace - Sleeps 12 - Madison, WI
9.9 155 reviews
Madison, WI
22/06 – 26/06
SG$623/nighttotal: SG$2492 (4 )

Entire 3 Bedroom With Fireplace - Sleeps 12

3 1
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.
37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
01/08 – 14/09
SG$195/nighttotal: SG$8580 (44 )

37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Book this vacation rental for up to 2 people. You will be based in Madison.
Services and facilities include air conditioning, a kitchen and a washing machine.
59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
SG$307/nighttotal: SG$10131 (33 )

59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Accommodation for 2 guests. You will be based in Madison.
Services and facilities: an iron, a washing machine and a fitness center. This apartment in Madison has a swimming pool!
Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All - Madison, WI
9.8 11 reviews
Madison, WI
06/10 – 12/10
SG$1567/nighttotal: SG$9402 (6 )

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

5 2
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.

Best Madison, WI holiday rentals with air conditioning

Condo ∙ 1 Bedroom ∙ 4 Guests - Madison, WI
Madison, WI
17/07 – 19/07
SG$443/nighttotal: SG$886 (2 )

Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
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.
Studio Queen With Views Of Lake Monona In The Heart Of Downtown Madison - Madison, WI
9.4 13 reviews
Madison, WI
22/06 – 23/06
SG$383/nightfor 1 night

Studio Queen With Views Of Lake Monona In The Heart Of Downtown Madison

1 2
studio , Madison
This Madison city centre apartment is less than 0.3km from Capitol Square and 2km from the University of Wisconsin–Madison, offering convenient access to major attractions including Monona Terrace and the Dane County Farmers' Market.
The 36 square metre property features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, free Wi-Fi, a smart TV, on-site fitness centre, and spa access.
Ideal Location  - Arboretum, Downtown, Lakes, Etc. - Madison, WI
10 60 reviews
Madison, WI
18/09 – 25/09
SG$209/nighttotal: SG$1463 (7 )

Ideal Location - Arboretum, Downtown, Lakes, Etc.

1 2
apartment , Madison
This two-bedroom apartment is situated on Madison's second isthmus, just 1.6 kilometres from the University of Wisconsin campus and the city centre, and within walking distance of the Arboretum, the Wingra Creek bike trail, and Lake Wingra. The property offers a comfortable living space for up to four guests, featuring a fully equipped kitchen, a sunny living room with a large dining table, a private entrance, and access to a basement with a coin-operated washing machine and dryer.
Quiet Heavenly Stay 2 Bd, 1 Bath W Washer & Dryer - Madison, WI
10 9 reviews
Madison, WI
12/08 – 26/01
SG$25/nighttotal: SG$4175 (167 )

Quiet Heavenly Stay 2 Bd, 1 Bath W Washer & Dryer

1 2
apartment , Madison
This Madison apartment, perfect for families, offers two bedrooms, one bathroom, and sleeps four, boasting excellent cleanliness and location ratings.
The fully-remodelled flat includes a modern kitchen with freezer, microwave, and dishwasher, plus air conditioning, parking, and internet access; further details regarding its precise Madison location and proximity to landmarks are needed.
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