Holiday Rentals in Madison, WI

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Madison, WI holiday rentals
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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 Dylin Hotel | Luxury Two Bedroom - Madison, WI
9.8 8 reviews
Madison, WI
06/07 – 10/07
424 €/nighttotal: 1696 € (4 )

The Dylin Hotel | Luxury Two Bedroom

1 2
apartment , Madison
This two-bedroom flat is located in a convenient Madison district, offering easy access to local attractions and amenities.
This 82.6 square meter apartment can accommodate up to four guests and features in-unit laundry, air conditioning, and a fitness centre, with optional underground garage parking available.
44 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
13/09 – 31/10
154 €/nighttotal: 7392 € (48 )

44 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment rental listing for up to 2 guests. Your accommodation will be located in Madison.
Facilities and services: a kitchen, air conditioning and an iron. This apartment is ideal for families.
Condo ∙ 1 Bedroom ∙ 4 Guests - Madison, WI
Madison, WI
22/07 – 25/07
204 €/nighttotal: 612 € (3 )

Condo ∙ 1 Bedroom ∙ 4 Guests

1 3
apartment , Madison
This one-bedroom apartment is conveniently located near the University of Wisconsin-Madison campus, putting you within easy walking distance of the Henry Vilas Zoo and other attractions. The surrounding area is lively and offers a range of restaurants and shops.
The apartment is ideal for families or groups of up to four people, with a comfortable living space and a fully equipped kitchen. Guests can enjoy a range of on-site amenities, including a swimming pool, fitness centre, and free Wi-Fi.
Beautiful 4 Bedroom Home In Madison - Madison, WI
10 16 reviews
Madison, WI
06/07 – 10/07
1382 €/nighttotal: 5528 € (4 )

Beautiful 4 Bedroom Home In Madison

4 2
apartment , Madison
This family-friendly apartment is conveniently located on Madison's Isthmus, just a block from Tenney Park and Lake Mendota, offering easy access to green spaces and outdoor activities. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This four-bedroom, two-bathroom home comfortably accommodates up to eight guests. The apartment provides a fully equipped kitchen, laundry facilities, and a spacious living area, along with a garden, fitness centre, and parking.

Best Madison, WI holiday rentals with parking

Camp Randall - Free Parking! Walk To Everywhere! - Madison, WI
9.9 87 reviews
Madison, WI
28/08 – 31/08
206 €/nighttotal: 618 € (3 )

Camp Randall - Free Parking! Walk To Everywhere!

1 3
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.
Spacious & Secluded Madison Home Near Dtwn! - Madison, WI
8.8 13 reviews
Madison, WI
09/10 – 17/10
872 €/nighttotal: 6976 € (8 )

Spacious & Secluded Madison Home Near Dtwn!

5 2
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.
Crane Haven - Madison, WI
10 5 reviews
Madison, WI
21/08 – 24/09
92 €/nighttotal: 3128 € (34 )

Crane Haven

1 1
apartment , Madison
This Madison tri-plex townhouse, situated approximately 6.4 kilometres from the city centre, offers convenient access to local hospitals and bus routes.
Sleeping six guests across three bedrooms and two bathrooms, this self-catering property features a fridge, dishwasher, private parking (one carport and one off-street space), and internet access; long-term lets (30 days to six months) are available.
The Wilson I | Renovated Studio W/ Sleeping Nook - Madison, WI
9.9 75 reviews
Madison, WI
06/09 – 13/09
212 €/nighttotal: 1484 € (7 )

The Wilson I | Renovated Studio W/ Sleeping Nook

1 2
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.

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.

Destinations nearby

Best Madison, WI holiday rentals with a balcony

71 M² House ∙ 2 Bedrooms ∙ 4 Guests - Madison, WI
Madison, WI
13/09 – 31/10
170 €/nighttotal: 8160 € (48 )

71 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 1
house , Madison
House for up to 4 people. This accommodation is based in Madison.
Services and facilities include a fridge, a dish washer and an iron. This house also has a garden!
Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger - Madison, WI
9.8 37 reviews
Madison, WI
21/08 – 24/09
1163 €/nighttotal: 39542 € (34 )

Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger

4 1
apartment , Monona
This four-bedroom, three-bathroom Madison waterfront property is situated near Winnequah Park, Esther Beach, and the Aldo Leopold Nature Centre, all within 3km.
Sleeping up to 16 guests, this holiday home boasts a jacuzzi, terrace, garden, family-friendly arcade, barbecue grills, and a fully equipped kitchen; enjoy nearby lake activities and explore the local parks.
Conveniently Located Just Off University Avenue On Madison's West Side - Madison, WI
9.9 338 reviews
Madison, WI
01/12 – 24/12
534 €/nighttotal: 12282 € (23 )

Conveniently Located Just Off University Avenue On Madison's West Side

5 1
apartment , Madison
This spacious home is located in Spring Harbor, just a short distance from Lake Mendota and the University of Wisconsin-Madison. The property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers visiting Madison.
The property offers 5 bedrooms and spans 223 square metres, comfortably accommodating up to 12 guests. Enjoy the convenience of a fully equipped kitchen, a relaxing jacuzzi, a private garden, and a terrace for outdoor dining, along with a range of other amenities for a comfortable and enjoyable stay.
70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
25/06 – 25/07
168 €/nighttotal: 5040 € (30 )

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Holiday rental listing for up to 2 guests. You will be based in Madison.
Facilities and services include an elevator, a kitchen and free parking.

Best Madison, WI holiday rentals with air conditioning

The Trachte - Madison, WI
10 119 reviews
Madison, WI
14/11 – 16/11
194 €/nighttotal: 388 € (2 )

The Trachte

1 2
apartment , Madison
This Madison near east side studio apartment, a converted 1930s grocery store, is within walking distance of Lake Monona and offers easy access to the city centre and airport.
The self-contained unit sleeps two, features a queen bed, cable TV, a fully equipped kitchen including a dishwasher, private fenced yard, and off-street parking.
2 Br Apartment In Fitchrona Area - Madison, WI
9.9 82 reviews
Madison, WI
22/07 – 25/07
183 €/nighttotal: 549 € (3 )

2 Br Apartment In Fitchrona Area

2 3
apartment , Madison
This two-bedroom flat is located just a short distance from Madison, Verona, and Fitchburg, with easy access to shops, restaurants, and grocery stores. It's also within easy reach of attractions like Epic, University Ridge Golf Course, and the University of Wisconsin-Madison campus. This property has received excellent ratings for location, cleanliness, and user experience.
The flat is ideal for families or groups of up to four people, with a fully equipped kitchen, a private deck, and driveway parking for two cars. Guests can enjoy modern amenities like super-fast Wi-Fi, Alexa Cube/Firestick, and a Keurig pod & Carafe coffee maker.
Fully Equipped New Modern 3rd Floor 1 Bdrm - Madison, WI
9.0 4 reviews
Madison, WI
01/08 – 14/09
102 €/nighttotal: 4488 € (44 )

Fully Equipped New Modern 3rd Floor 1 Bdrm

1 1
apartment , Madison
This pet-friendly one-bedroom apartment is situated on Madison's East side, conveniently located within 8-19km of shops, supermarkets, and Madison city centre.
The modern flat, in a new 100-unit building, offers a fitness centre, a communal room, and gas barbecues; it sleeps two guests and includes a fully equipped kitchen, AT&T fibre internet, and a smart TV.
Private Yet Close To Everything! - Madison, WI
9.9 38 reviews
Madison, WI
25/06 – 28/06
209 €/nighttotal: 627 € (3 )

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.
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