Compare Vacation Rentals & Airbnb in Madison, WI

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

Best family friendly Madison, WI vacation rentals

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

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
25/06 – 25/07
$256/nighttotal: $7680 (30 )

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Vacation rental listing for 2 guests. Your accommodation will be located in Madison.
Facilities and services include a dish washer, free parking and a freeze.
Ideal Location  - Arboretum, Downtown, Lakes, Etc. - Madison, WI
10 60 reviews
Madison, WI
18/09 – 25/09
$227/nighttotal: $1589 (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.
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
$366/nighttotal: $12078 (33 )

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment rental for up to 2 people. You will be in Madison.
Facilities and services include an iron, a swimming pool and a washing machine. Enjoy a gym in this apartment in Madison!
Historic Home Near Willy Street And Capitol - Madison, WI
10 109 reviews
Madison, WI
09/10 – 17/10
$652/nighttotal: $5216 (8 )

Historic Home Near Willy Street And Capitol

1 2
apartment , Madison
The John George Ott house is a newly restored historic home located on Williamson Street, a lively area with restaurants and shops, just 2 km from the Willy Street Co-op and 1.5 km from Madison Sourdough bakery. The property has excellent ratings for location, cleanliness, and overall user experience.
The house, a 5-bedroom, 3-bathroom property, can accommodate up to 10 guests. It offers a blend of modern amenities and historic charm, including a fully equipped kitchen, a garden, and air conditioning.

Best Madison, WI vacation rentals with parking

Family-friendly Lake Waubesa Home: Boat + Swim! - Madison, WI
10 21 reviews
Madison, WI
01/12 – 24/12
$761/nighttotal: $17503 (23 )

Family-friendly Lake Waubesa Home: Boat + Swim!

3 1
apartment , McFarland
This boat is located in McFarland, Wisconsin, just a short drive from the Capital Springs State Recreation Area. It offers stunning views of Lake Waubesa and is ideal for those seeking a tranquil escape.
The boat offers 167 square metres of living space, with three bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features a well-equipped kitchen, a cosy living area, a private patio, and air conditioning for year-round comfort.
Original Cozy Farmhouse Homestead 2 Blocks From The Bike Path And - Madison, WI
10 123 reviews
Madison, WI
16/08 – 20/08
$801/nighttotal: $3204 (4 )

Original Cozy Farmhouse Homestead 2 Blocks From The Bike Path And

3 4
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.
Amazing Townhouse, Amazing Attractions, Amazing City! - Madison, WI
10 187 reviews
Madison, WI
23/07 – 25/07
$444/nighttotal: $888 (2 )

Amazing Townhouse, Amazing Attractions, Amazing City!

2 2
apartment , Monona
This executive townhouse is located in Monona, just one block from the lake and a short 5-minute drive to downtown Madison. The property benefits from a prime location close to shops, restaurants, and banks, and is highly rated by previous guests.
The property has 2 bedrooms and 1 bathroom, with a total floor area of 102 square metres, and can accommodate up to 4 guests. The property offers a range of amenities, including a fenced backyard with a fire pit, a modern kitchen, a 110-inch theatre, and off-street parking.
Entire Duplex Next To Waterfront - Madison, WI
9.3 562 reviews
Madison, WI
28/08 – 31/08
$272/nighttotal: $816 (3 )

Entire Duplex Next To Waterfront

1 3
apartment , Monona
This apartment is located in Monona, within 3km of Winnequah Park, Aldo Leopold Nature Center, and Esther Beach, making it a great base for exploring the area. It has excellent user, location, and cleanliness ratings, so you can be sure of a comfortable stay. This home sleeps up to eight people with four bedrooms and a sofa bed, making it suitable for families or groups of friends. The apartment comes with amenities such as a fully equipped kitchen, a terrace, a garden, a jacuzzi, a fitness centre, and a spa, plus parking and internet access.

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.

Destinations nearby

Best Madison, WI vacation rentals with a balcony

Entire 3 Bedroom With Fireplace - Sleeps 12 - Madison, WI
9.9 160 reviews
Madison, WI
06/07 – 07/07
$838/nightfor 1 night

Entire 3 Bedroom With Fireplace - Sleeps 12

3 2
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.
59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
26/07 – 28/08
$333/nighttotal: $10989 (33 )

59 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Apartment listing for 2 people. You will be based in Madison.
Facilities and services include a swimming pool, a fridge and a kitchen.
Holiday Inn Madison At The American Center By Ihg - Madison, WI
8.3 1523 reviews
Madison, WI
25/06 – 28/06
$231/nighttotal: $693 (3 )

Holiday Inn Madison At The American Center By Ihg

1 2
hotel , Madison
The Holiday Inn Madison At The American Center, An Ihg Hotel, is located near the East Towne Mall and a short drive from Dane County Regional Airport, making it a convenient base for exploring the city. This 3-star hotel receives very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of facilities, including a swimming pool, jacuzzi, fitness centre, and restaurant, providing guests with plenty of options for relaxation and entertainment. Guests can also enjoy a terrace or balcony, a garden, and a bar, adding to the hotel's appeal.
Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison, WI
9.8 52 reviews
Madison, WI
03/09 – 04/09
$879/nightfor 1 night

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

3 2
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 vacation rentals with air conditioning

Hot Tub With A Wooded View - Madison, WI
9.9 76 reviews
Madison, WI
14/11 – 16/11
$443/nighttotal: $886 (2 )

Hot Tub With A Wooded View

1 2
apartment , Madison
This Madison basement flat, situated in the near west side, is conveniently located 0.8km from Hildale shopping, 4km from the University of Wisconsin Hospital, and 6.4km from the city centre.
The 93-square-metre self-contained apartment features a king-size bed, a hot tub, access to 100 acres of woodland, and sleeps two guests, offering a modern open-plan living space with a Sonos sound system and a private patio.
Updated 3 Bed + Office Ranch Home Close To Downtown Madison - Madison, WI
10 21 reviews
Madison, WI
15/10 – 18/10
$1141/nighttotal: $3423 (3 )

Updated 3 Bed + Office Ranch Home Close To Downtown Madison

4 7
apartment , Monona
This apartment in Monona is conveniently located just a short distance from downtown Madison, offering easy access to the city's attractions and amenities. It is also close to Lake Monona, providing access to the lake's walking paths, parks, and water activities. The apartment has received excellent user ratings, making it a popular choice for travellers.
This spacious four-bedroom home, spanning 149 square metres, can comfortably accommodate up to eight guests. Enjoy a modern and spacious living experience with a fully remodeled kitchen and bathroom, as well as a spacious screened porch, a basement with a bedroom/office and recreation room, and amenities including a gas grill, off-street parking, laundry facilities, high-speed internet, and cable TV.
Hillcrest Homestead - Madison, WI
9.2 35 reviews
Madison, WI
26/07 – 28/08
$238/nighttotal: $7854 (33 )

Hillcrest Homestead

2 1
bungalow , Madison
This charming bungalow is located in the Sunset Village neighbourhood, just a short distance from Madison's city centre and its beautiful lakes. It has received excellent ratings for its location, cleanliness and overall experience.
The property features two bedrooms and one bathroom, offering comfortable accommodation for families or small groups. Guests can enjoy a fully equipped kitchen, a spacious garden with a screen porch, patio and fire pit, as well as ample parking.
Historic Madison Lakeside Home - Madison, WI
Madison, WI
26/07 – 28/08
$373/nighttotal: $12309 (33 )

Historic Madison Lakeside Home

1 1
apartment , Madison
This historic steel-framed flat, a unique architectural response to the Great Depression, is located in Madison's Bay Creek district, a short 300-metre walk from Lake Monona and Bernie's Beach, and conveniently close to the city centre, the University of Wisconsin campus, and major hospitals.
This three-bedroom apartment accommodates up to five guests with air conditioning, a kitchen, and internet access, offering a private backyard and ample driveway parking, with garage spaces available upon request.
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