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

Capital City-3 Br With Fireplace Sleeps 12 - Madison, WI
10 49 reviews
Madison, WI
16/08 – 20/08
431 €/nighttotal: 1724 € (4 )

Capital City-3 Br With Fireplace Sleeps 12

1 4
house , Sun Prairie
This Sun Prairie property is located just 6 kilometres from downtown Madison, close to restaurants, entertainment, and amenities. It has received excellent ratings for its location, cleanliness, and overall experience.
The house can accommodate up to 12 guests and features two bathrooms, a spacious lower level with a large TV, and a front deck with a gas grill. The property offers a range of amenities including air conditioning, internet access, a fully equipped kitchen, and a garden, as well as convenient access to nearby lakes, parks, and attractions.
Ideal Location  - Arboretum, Downtown, Lakes, Etc. - Madison, WI
10 60 reviews
Madison, WI
18/09 – 25/09
141 €/nighttotal: 987 € (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.
Condo ∙ 1 Bedroom ∙ 4 Guests - Madison, WI
Madison, WI
30/07 – 02/08
181 €/nighttotal: 543 € (3 )

Condo ∙ 1 Bedroom ∙ 4 Guests

1 4
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.
*Plant Themed 3-bedroom Home In Monona/madison* - Madison, WI
10 119 reviews
Madison, WI
06/07 – 10/07
450 €/nighttotal: 1800 € (4 )

*Plant Themed 3-bedroom Home In Monona/madison*

1 2
apartment , Monona
This three-bedroom apartment is situated in a charming hilltop neighbourhood in Monona, a 10-minute drive from the centre of Madison and a short walk from local restaurants. The apartment has received excellent ratings for cleanliness, location and overall experience.
The property is suitable for up to six guests and features a fully-equipped kitchen, a three-season porch with an electric fireplace, high-speed internet and a smart TV in each bedroom. Guests can enjoy the nearby lakefront parks, the lake loop bike path and explore the wider region with easy access to attractions such as Olbrich Botanical Gardens and Henry Vilas Zoo.

Best Madison, WI holiday rentals with parking

The Wilson I | Renovated Studio W/ Sleeping Nook - Madison, WI
9.9 75 reviews
Madison, WI
14/11 – 16/11
180 €/nighttotal: 360 € (2 )

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.
Hot Tub With A View, Private Modern Garden Level Apartment, Conservancy Access - Madison, WI
10 122 reviews
Madison, WI
01/12 – 24/12
218 €/nighttotal: 5014 € (23 )

Hot Tub With A View, Private Modern Garden Level Apartment, Conservancy Access

1 1
apartment , Madison
This basement flat is located in the near west side of Madison, just a short 2km bike ride from the Hildale shopping area and within easy driving distance of the University of Wisconsin campus, downtown, and other attractions. The property has received excellent guest reviews and is a popular choice for travellers seeking a peaceful retreat.
This one-bedroom apartment can accommodate up to two guests and features a spacious open-plan living area with a comfortable sectional sofa, a cosy gas fireplace, and a 55-inch smart TV with Sonos surround sound. Guests can enjoy the private patio with a hot tub, the large backyard with multiple seating areas and stone paths, and the 100 acres of woods backing onto the property, perfect for exploring nature.
Cottage Gem: Spotless, Secluded & Bring The Dog! - Madison, WI
10 4 reviews
Madison, WI
18/09 – 25/09
609 €/nighttotal: 4263 € (7 )

Cottage Gem: Spotless, Secluded & Bring The Dog!

3 2
apartment , Madison
This west Madison Spring Harbor cottage is conveniently located near Governor Nelson State Park and Cross Plains State Park, offering easy access to cultural attractions such as the National Mustard Museum and the University of Wisconsin Geology Museum.
Sleeping up to five guests, this three-bedroom, one-bathroom property boasts a fully equipped kitchen, air conditioning, a garden, parking for two cars, and pet-friendly accommodation for up to two dogs (pet fee applies).
Spacious & Secluded Madison Home Near Dtwn! - Madison, WI
8.8 13 reviews
Madison, WI
01/12 – 24/12
855 €/nighttotal: 19665 € (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, 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

The Wilson - Madison, WI
9.5 2 reviews
Madison, WI
15/10 – 18/10
853 €/nighttotal: 2559 € (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.
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
25/06 – 25/07
165 €/nighttotal: 4950 € (30 )

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Book this Holiday rental for up to 2 people. This accommodation is located in Madison.
Services and facilities include a freeze, a fridge and air conditioning. Enjoy free parking with this accommodation in Madison!
59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
206 €/nighttotal: 6798 € (33 )

59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Book this Holiday rental for up to 2 guests. Your accommodation will be located in Madison.
Facilities and services include a freeze, an iron and a fitness center. Take advantage of the garden in this apartment!
Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison, WI
9.8 52 reviews
Madison, WI
15/10 – 18/10
618 €/nighttotal: 1854 € (3 )

Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown!

3 7
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

Madison Lakefront Oasis In The Heart Of Madison - Madison, WI
9.8 121 reviews
Madison, WI
15/10 – 18/10
612 €/nighttotal: 1836 € (3 )

Madison Lakefront Oasis In The Heart Of Madison

1 7
apartment , Monona
This Monona lakeside house boasts a private dock on the Yahara River, offering easy access to Lake Monona and Lake Waubesa, and is located a short 8-kilometre drive from Madison city centre, the University of Wisconsin campus, and other key attractions.
Sleeping eight guests across three bedrooms and one bathroom, this property features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, and stunning lake views, ideal for boat owners exploring the area.
Beautiful, Just Renovated Apartment - Madison, WI
9.5 4 reviews
Madison, WI
30/08 – 19/12
83 €/nighttotal: 9213 € (111 )

Beautiful, Just Renovated Apartment

1 2
apartment , Madison
This Madison apartment, perfect for short-term lets, is conveniently located within the city but its precise district and proximity to specific landmarks requires further clarification.
The two-bedroom, one-bathroom flat sleeps four guests and offers updated kitchen facilities (fridge, freezer, microwave), Wi-Fi, a smart TV, parking, and pet-friendly accommodation (subject to owner approval); further details regarding floor area and specific Madison attractions are needed.
42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
30/08 – 19/12
101 €/nighttotal: 11211 € (111 )

42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Madison
Apartment to rent for 2 people. This accommodation is based in Madison.
Services and facilities include a freeze, a kitchen and a fridge. This apartment is very convenient for families.
Pets Ok With Free Parking And Dishwasher On Willy - Madison, WI
10 11 reviews
Madison, WI
30/08 – 19/12
86 €/nighttotal: 9546 € (111 )

Pets Ok With Free Parking And Dishwasher On Willy

1 2
apartment , Madison
This Madison, Wisconsin apartment is situated on the Isthmus, 1.6 km from the city centre, 5.6 km from UW Hospital, and a short walk from Lake Monona.
The pet-friendly ground-floor flat offers a patio, one bedroom, one bathroom, sleeps two, and includes a 50" Roku Smart TV, free on-street parking, and on-site laundry facilities.
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