Holiday Rentals in Madison, WI

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

Peaceful Townhome In The Uw Arboretum! - Madison, WI
9.6 71 reviews

Peaceful Townhome In The Uw Arboretum!

house, Madison
This house is situated just a mile from the Beltline, two miles from the stadiums, and five minutes from downtown Madison's Capitol Square, offering a peaceful retreat near the University of Wisconsin Arboretum. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious home features four bedrooms, comfortably accommodating up to 13 guests. Amenities include a fully equipped kitchen, a private garden with a fire pit and gas grill, and a dedicated workspace.
Heated Pool - Hot Tub - Sauna - Game Room - Pets - Madison, WI
No reviews

Heated Pool - Hot Tub - Sauna - Game Room - Pets

apartment, Sun Prairie
This apartment in Sun Prairie is situated close to the Sun Prairie Historical Library and Museum and the Barrymore Theatre, with East Towne Mall and the Dane County Farmers' Market also within easy reach.
This spacious 297 square meter flat accommodates up to 16 guests and offers a private sauna, swimming pool, game room, and is ideal for those interested in fishing, horse riding, and cycling.
Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All - Madison, WI
9.8 16 reviews

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

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.
Lake Waubesa 3 Bedroom Getaway+hottub+privatedock+gameroom+smarttv's+ev Charger - Madison, WI
10 3 reviews

Lake Waubesa 3 Bedroom Getaway+hottub+privatedock+gameroom+smarttv's+ev Charger

apartment, McFarland
This McFarland holiday home is situated directly on the shores of Lake Waubesa, offering spectacular sunset views and a private dock, with the Barrymore Theatre and Madison Museum of Contemporary Art a short 8-kilometre drive away.
This three-bedroom lodge accommodates up to six guests and boasts a newly remodelled kitchen, a basement game room with an air hockey table, a year-round 8-person hot tub, and provided kayaks and paddleboards for exploring the lake.

Best Madison, WI holiday rentals with parking

The Wilson Unit E | Corner Studio With Vanity - Madison, WI
9.8 60 reviews

The Wilson Unit E | Corner Studio With Vanity

apartment, Madison
This recently renovated Madison studio flat is centrally located downtown, within easy walking distance of numerous attractions including the Tempest bar.
The self-contained apartment offers a spacious layout sleeping two guests, featuring a 65” TV, rooftop patio access, and a fully equipped kitchen including fridge, freezer, and microwave; one well-behaved dog is permitted.
Historic Downtown House Overlooking Park And Lake - Madison, WI
9.9 61 reviews

Historic Downtown House Overlooking Park And Lake

apartment, Madison
This charming 165-year-old house is located in a residential district in Madison, just a short walk from Lake Mendota, the Capitol, State Street, and the University of Wisconsin campus. The property enjoys excellent user, location and cleanliness ratings.
This three-bedroom home can accommodate up to six guests and features high ceilings, natural light, a large dining table, and a full grassy backyard. Amenities include a fully equipped kitchen, air conditioning, off-street parking, and access to a shared laundry facility.
Lake Monona Home
With Indoor Pool - Madison, WI
10 2 reviews

Lake Monona Home With Indoor Pool

apartment, Madison
This apartment is situated on the shores of Lake Monona, offering stunning views of downtown Madison, which is just minutes away. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious home features five bedrooms and five bathrooms, comfortably accommodating up to twelve guests. Guests can enjoy a private indoor pool, a fully equipped workout room, and a large living area perfect for entertaining, all while being close to the city's attractions.
Centrally Located Two Bedroom Serviced Apartment - Madison, WI
9.5 29 reviews

Centrally Located Two Bedroom Serviced Apartment

resort, Madison
Countryside Corporate Apartments are located just a few kilometres from the centre of Madison, offering easy access to both the east and west sides of the city. The apartments have consistently received excellent ratings for cleanliness, location and user experience.
The apartments are fully furnished and can accommodate up to four guests. They come equipped with a kitchen, air conditioning, a swimming pool, a fitness centre and parking, as well as flexible stay options.

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.

Popular destinations

Best Madison, WI holiday rentals with a balcony

2 Bed, 2 Bath Apartment At Cannery Square - Madison, WI
9.5 163 reviews

2 Bed, 2 Bath Apartment At Cannery Square

apartment, Sun Prairie
This two-bedroom apartment is located in a quiet neighbourhood in Sun Prairie, just 500 metres from the Sun Prairie Historical Library and Museum and Angell Park Speedway, and within 2 kilometres of Firemen's Park in the Prairie and Sun Prairie Ice Arena. The accommodation has received excellent ratings for location, cleanliness and user experience.
The apartment has two bathrooms, a washing machine and a balcony, comfortably accommodating up to five guests. It offers a fully equipped kitchen, a garden, a terrace, internet access, parking and air conditioning, as well as a TV and a smoke-free environment.
Prime Time - 3 Bedroom With Fireplace! Sleeps 12 - Madison, WI
9.9 167 reviews

Prime Time - 3 Bedroom With Fireplace! Sleeps 12

house, 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.
The Wilson - Madison, WI
9.5 15 reviews

The Wilson

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.
Game Room - King Suite - Theatre Room - Fireplace - Madison, WI
10 14 reviews

Game Room - King Suite - Theatre Room - Fireplace

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

Doty  Walk To Everything -Hotel Quality- Downtown - Madison, WI
9.8 45 reviews

Doty Walk To Everything -Hotel Quality- Downtown

apartment, Madison
This family-friendly house is conveniently located in Madison, just a 15-minute walk from Capitol Square and the University of Wisconsin-Madison. It is highly rated by guests and offers a comfortable and convenient stay.
The house has four bedrooms and one bathroom, with a floor area of 111 square metres, accommodating up to nine guests. It features a fully equipped kitchen, free Wi-Fi, a terrace, a garden, and a smoke-free environment.
Studio Flat ∙ 1 Bedroom ∙ 4 Guests - Madison, WI
No reviews

Studio Flat ∙ 1 Bedroom ∙ 4 Guests

studio, Fitchburg
This studio apartment is conveniently located in Fitchburg, just a short distance from Madison and close to attractions like the Yahara Bay Distillery, Olbrich Botanical Gardens, and a Super Target. The surrounding area offers a mix of urban amenities and green spaces, making it a great base for exploring the city and its surroundings.
The studio comfortably accommodates up to four guests and features a king-size bed, a sleeper sofa, and a flatscreen TV/DVD player. Guests can enjoy a range of amenities, including a fully equipped kitchen, a swimming pool, a fitness centre, and complimentary Wi-Fi.
Charming 3 Bedroom Near Capitol And Alliant Center - Madison, WI
9.9 354 reviews

Charming 3 Bedroom Near Capitol And Alliant Center

apartment, Madison
This three-bedroom flat is situated in a lively neighbourhood just a short distance from Madison's centre, within walking distance of the Capitol Square and the Alliant Energy Center. The apartment has received excellent ratings for its cleanliness, location and overall experience, making it a great choice for travellers.
The flat has a spacious living area and comfortably accommodates up to six guests. Enjoy modern amenities like off-street parking, Netflix, Wi-Fi, a washing machine and dryer, and a fully equipped kitchen for preparing meals.
The Dylin Hotel | One Bedroom - Madison, WI
9.8 50 reviews

The Dylin Hotel | One Bedroom

apartment, Madison
This aparthotel in Madison's Cap East district offers modern living and is situated 1.2 kilometres from the Wisconsin State Capitol Building and 800 metres from the Monona Terrace Community and Convention Center.
This one-bedroom, one-bathroom flat accommodates two guests and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, Wi-Fi, and access to an on-site fitness centre, with optional underground parking available for an additional nightly fee and pets welcome for a fee, subject to restrictions.
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