Compare Vacation Rentals & Airbnb in Madison, WI

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Madison, WI vacation rentals
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637 Rentals and Airbnb in Madison, WI

Best family friendly Madison, WI vacation rentals

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

Comfy 3 Bedroom Cottage - Madison, WI
9.8 126 reviews

Comfy 3 Bedroom Cottage

apartment, Monona
This property is situated in Madison, just 15 kilometres from the Alliant Energy Center, Monona Terrace, and Dane County Regional Airport, making it a convenient base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience.
The house offers three bedrooms, sleeping up to six guests, perfect for families or groups. Amenities include a fully equipped kitchen, a garden, free parking, and high-speed internet, ensuring a comfortable and enjoyable stay.
The Dylin Hotel | Two Bedroom - Madison, WI
9.8 124 reviews

The Dylin Hotel | Two Bedroom

apartment, Madison
This modern aparthotel is located in Madison's Cap East district, offering convenient access to the city's attractions.
This pet-friendly two-bedroom flat accommodates up to four guests and features a fully equipped kitchen, air conditioning, on-site parking (for an additional fee), and access to a fitness centre.
Capital City- 6 Miles From Madison With Fireplace - Madison, WI
9.8 46 reviews

Capital City- 6 Miles From Madison With Fireplace

apartment, Sun Prairie
This apartment is located in Sun Prairie, a quiet suburb just 6km from the state capital, Madison, and within easy reach of major amenities. It has received excellent user ratings and is perfect for families and groups.
The apartment has four bedrooms and three bathrooms, comfortably accommodating up to 12 guests. It offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and parking, as well as Wi-Fi and air conditioning.
Cottage Suite + Jacuzzi Bathtub & Sauna - Madison, WI
9.9 451 reviews

Cottage Suite + Jacuzzi Bathtub & Sauna

cottage, Madison
This holiday home is located in Madison, just 2 kilometres from Olbrich Botanical Gardens and Madison Area Technical College, offering a convenient base for exploring the city. The property has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom property spans 59 square metres and includes a fully equipped kitchen, a fireplace, free Wi-Fi, and a private water park. Guests can enjoy a range of amenities, including a terrace, garden, spa, and parking, as well as access to a swimming pool.

Best Madison, WI vacation rentals with parking

Entire House With Theater Room - Madison, WI
9.8 39 reviews

Entire House With Theater Room

house, Madison
This spacious four-bedroom house is located in Madison, offering a view of the city from its large back patio. The property enjoys excellent user, location and cleanliness ratings.
The house provides ample space for up to 10 guests and features a modern open-plan design. Amenities include a fully equipped kitchen, a garden, a fitness centre, air conditioning, parking, and a built-in fire pit on the patio.
One Of A Kind Vacation Rental With A View - Madison, WI
9.9 201 reviews

One Of A Kind Vacation Rental With A View

apartment, Madison
Arbor Hill House, a three-bedroom house, enjoys a hilltop location overlooking the Beltline, the University of Wisconsin Arboretum, and Madison's cityscape, offering easy access to the city's attractions.
This Madison dwelling sleeps six guests comfortably, boasting a fully equipped kitchen, two bathrooms, a sauna, two fireplaces, a screened porch, a patio with a gas grill, and four smart TVs with streaming services, plus ample parking for two cars.
Original Cozy Farmhouse Homestead 2 Blocks From The Bike Path And - Madison, WI
10 126 reviews

Original Cozy Farmhouse Homestead 2 Blocks From The Bike Path And

apartment, Madison
This three-bedroom house is located in Madison, just under 2km from Olbrich Botanical Gardens and Madison Area Technical College, offering a convenient base to explore the city. With an excellent user rating, this property is a popular choice for travellers.
The house spans 111 square metres and comfortably accommodates up to six guests. Enjoy a range of amenities including a swimming pool, spa, garden, and terrace, plus a fully equipped kitchen, air conditioning, and free Wi-Fi.
Madison East! Best Location! Close To Everything! - Madison, WI
9.5 17 reviews

Madison East! Best Location! Close To Everything!

apartment, Madison
This three-bedroom, two-bathroom flat is located in a quiet district of Madison, offering a peaceful base for exploring the city, with convenient access to key landmarks and attractions.
This family-friendly apartment accommodates up to six guests and includes a full kitchen, air conditioning, a garden, a fitness centre, and parking, with pets also welcome.

Frequently Asked Questions about vacation rentals in Madison, WI

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

    You definitely shouldn't miss the Wisconsin State Capitol building - it's a beautiful example of architecture and has some great views from the top. The University of Wisconsin-Madison campus is also worth a stroll, and you can check out the Memorial Union Terrace for a classic Madison experience.
  • What are the best Airbnb and vacation rentals in Madison, WI?

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

    If you want to be close to the action, the Capitol Square area is ideal. For a more relaxed vibe, consider the vibrant Willy Street neighbourhood, known for its independent shops and restaurants. Alternatively, the lakeside areas like Tenney-Lapham offer beautiful views.
  • 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 must-visit for families, with a wide range of animals. The Madison Children's Museum is also fantastic for kids of all ages, with interactive exhibits. For a fun day out, head to the Olbrich Botanical Gardens, which has a children's garden and a beautiful conservatory.
  • 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?

    The best time to book a vacation rental in Madison is during the shoulder seasons, like spring or autumn. You'll find lower prices and fewer crowds compared to the peak season of summer, when the city is bustling with tourists.
  • 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 Madison Farmers' Market is a great way to experience the local culture and sample some delicious food. The Wisconsin State Fair is a huge event that takes place every August, with carnival rides, live music, and food stalls.
  • 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 2 Bedroom Corporate Apartment - Heart Of Madison.

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

    A walk or bike ride along the Capital City Trail is a great way to explore the city for free. You can also enjoy the free concerts at the Overture Center, or visit the free museums like the Chazen Museum of Art.
  • 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 classic Madison restaurant. For a more casual experience, head to the Mickie's Dairy Bar, known for their famous cheese curds.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a fantastic option for both walking and cycling, offering scenic views of Lake Mendota and the city. For a more challenging ride, try the Military Ridge State Trail, which stretches for 40km.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, Madison is very pet-friendly. The Olbrich Botanical Gardens welcome dogs on leash, and many restaurants have outdoor patios where you can enjoy a meal with your furry friend. The Capital City Trail is also a great option for a walk with your dog.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with amenities like kitchens, allowing you to save money on dining out. You can also find rentals in different neighbourhoods, giving you a more local experience.
  • What are the top sports attractions and facilities in Madison, WI?

    Madison is home to the University of Wisconsin-Madison Badgers, so you can catch a game at Camp Randall Stadium for American Football. The city also has a strong hockey tradition, with the Wisconsin Badgers playing at the Kohl Center.

Popular destinations

Best Madison, WI vacation rentals with a balcony

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
No reviews

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Madison
Book this vacation rental for up to 2 people. This accommodation is based in Madison.
Services and facilities include a kitchen, free parking and a washing machine. This apartment in Madison also has a terrace!
64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
No reviews

64 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Madison
Vacation rental for up to 2 people. You will stay in Madison.
Services and facilities: an iron, air conditioning and a washing machine. Take advantage of the Free Parking with this accommodation in Madison!
Lakefront Getaway W/sunset View-4brrelax-lake Life - Madison, WI
9.9 108 reviews

Lakefront Getaway W/sunset View-4brrelax-lake Life

apartment, McFarland
This lakefront property is situated in McFarland, Wisconsin, just a short stroll from Babcock Park and a pleasant bike ride from the town's extensive network of cycle paths. The apartment has received excellent ratings for cleanliness, location and user experience, making it a popular choice for travellers.
This spacious four-bedroom dwelling spans 167 square metres and comfortably accommodates up to eight guests. The apartment offers a range of amenities, including a fully equipped kitchen, a private terrace, a garden, parking, high-speed internet, and access to a pier during the summer months.
Private Pool - Hot Tub - Sauna - Game Room - Pets - Madison, WI
No reviews

Private 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.

Best Madison, WI vacation rentals with air conditioning

Forest Townhouse - Madison, WI
No reviews

Forest Townhouse

apartment, Madison
This property is a four-bedroom, two-bathroom flat located in a tranquil district of Madison, offering a peaceful retreat with convenient access to local attractions.
This fully equipped residence accommodates up to six guests and features a cozy fireplace, air conditioning, and parking, providing a comfortable and relaxing stay with all necessary amenities.
Madison Gem: 2br Home W/ Washer/dryer, Ac, Parking - Madison, WI
No reviews

Madison Gem: 2br Home W/ Washer/dryer, Ac, Parking

apartment, Madison
This two-bedroom house offers convenient access to the Hospital, Hilldale, and the Westside Business Park, located near Madison's West Side.
This newly remodelled apartment accommodates up to four guests, featuring a king bed in the master bedroom, a queen bed in the second, in-unit laundry, a 65" Roku Smart TV, and a newly remodelled kitchen.
Wilson 3-bedroom Charming Unit - Madison, WI
9.8 9 reviews

Wilson 3-bedroom Charming Unit

apartment, Madison
This centrally located Madison apartment, a short walk or drive from the Memorial Union Terrace, the University of Wisconsin campus, State Street, Overture Center, and the Farmers' Market, offers easy access to major attractions.
The three-bedroom, one-bathroom flat sleeps five, features a fully renovated kitchen with dishwasher, air conditioning, parking, and an all-season porch, making it ideal for family stays or group travel.
The Wilson Unit F | Quiet Handcrafted Retreat - Madison, WI
10 93 reviews

The Wilson Unit F | Quiet Handcrafted Retreat

apartment, Madison
This recently renovated studio flat in downtown Madison is situated in a historic Georgian Revival building (1929), within walking distance of James Beard award-winning restaurants.
The self-catering studio offers a spacious layout, accommodating two guests, with a full kitchen (fridge, freezer, microwave), a separate dining area, and access to a shared roof deck providing views of Madison's breweries; off-street parking is available for a monthly fee (free in January and February).
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