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

Condo ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
20/06 – 27/06
$250/nighttotal: $1750 (7 )

Condo ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Middleton
This one-bedroom apartment is conveniently located in Middleton, just a short distance from Olbrich Botanical Gardens, the University of Wisconsin-Madison, and Accuray. The apartment is close to a variety of amenities and attractions, making it an ideal choice for travellers exploring the area.
The apartment features a comfortable living space and a fully equipped kitchen, perfect for a couple or a small family. Guests can enjoy access to a range of amenities, including a swimming pool, fitness centre, and complimentary breakfast, as well as evening socials and local recommendations.
Sunny Contemporary Home With Pool Close To All - Madison, WI
9.8 46 reviews
Madison, WI
16/08 – 20/08
$1729/nighttotal: $6916 (4 )

Sunny Contemporary Home With Pool Close To All

1 4
apartment , Middleton
This spacious five-bedroom home is located in a peaceful neighbourhood in Middleton, just a short distance from the Middleton Conservancy and a 10km drive from the centre of Madison. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has four bathrooms and can comfortably accommodate up to 10 guests. Amenities include a fully equipped kitchen, air conditioning, a garden with a patio, a swimming pool, and parking.
Modern Family Home In Cozy Nbrhd Near Downtown - Madison, WI
9.9 82 reviews
Madison, WI
19/07 – 20/07
$1356/nightfor 1 night

Modern Family Home In Cozy Nbrhd Near Downtown

1 4
apartment , Madison
This charming house is located in a peaceful neighbourhood just 3km from the centre of Madison, making it easy to reach the city's attractions. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The house has two bedrooms and one bathroom, accommodating up to four guests comfortably. It features a well-equipped kitchen, a garden with outdoor seating, and a wood-burning stove for cosy evenings. Guests can also enjoy amenities like a private entrance, parking, and a range of activities including SUP yoga on Monona Bay and cycling on the Beltline.
The Dylin Hotel | Premium Four Bedroom - Madison, WI
10 1 review
Madison, WI
06/07 – 07/07
$862/nightfor 1 night

The Dylin Hotel | Premium Four Bedroom

1 2
apartment , Madison
This flat is situated in Madison's East Washington district, a short walk from Lake Mendota and Capitol Square, offering convenient access to downtown and the University of Wisconsin-Madison.
This 158 square metre residence accommodates up to 10 guests across four bedrooms, featuring a fully equipped kitchen, in-unit laundry, and onsite underground parking with EV charging available.

Best Madison, WI vacation rentals with parking

Cottage Suite Whirlpool Tub - Madison, WI
9.9 441 reviews
Madison, WI
24/07 – 01/08
$274/nighttotal: $2192 (8 )

Cottage Suite Whirlpool Tub

1 2
apartment , 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.
Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison, WI
9.8 52 reviews
Madison, WI
06/07 – 07/07
$833/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.
Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All - Madison, WI
9.8 11 reviews
Madison, WI
18/09 – 25/09
$1767/nighttotal: $12369 (7 )

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

5 2
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.
Spacious & Secluded Madison Home Near Dtwn! - Madison, WI
9.1 14 reviews
Madison, WI
13/07 – 20/07
$1425/nighttotal: $9975 (7 )

Spacious & Secluded Madison Home Near Dtwn!

5 2
apartment , Madison
This five-bedroom holiday home is situated on a secluded wooded acre, just a short drive from downtown Madison, close to the University of Wisconsin-Madison campus and the UW Arboretum. The property has received excellent ratings for location, cleanliness, and overall user experience.
The spacious home can comfortably accommodate eight guests and features a fully equipped kitchen, a game room with foosball, poker, and air hockey, a private hot tub, and a Tesla charger. Guests can enjoy the peaceful surroundings, relax in the hot tub, and explore the nearby attractions.

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
9.9 155 reviews
Madison, WI
29/11 – 18/12
$539/nighttotal: $10241 (19 )

Entire 3 Bedroom With Fireplace - Sleeps 12

3 3
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.
3-bedroom House In Fabulous Sun Prairie With Ac And Charm - Madison, WI
Madison, WI
01/12 – 24/12
$591/nighttotal: $13593 (23 )

3-bedroom House In Fabulous Sun Prairie With Ac And Charm

3 1
apartment , Sun Prairie
This family-friendly apartment in Sun Prairie is situated close to local landmarks such as the Sun Prairie Historical Library and Museum and the Barrymore Theatre, with East Towne Mall and the Dane County Farmers' Market a short drive away.
Offering accommodation for up to 8 guests, this 3-bedroom house features two bathrooms, including one with a jetted bathtub, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, providing a comfortable base for exploring nearby sporting venues like the Kohl Center and Camp Randall Stadium.
Holiday Inn Madison At The American Center By Ihg - Madison, WI
8.3 1522 reviews
Madison, WI
26/06 – 03/07
$173/nighttotal: $1211 (7 )

Holiday Inn Madison At The American Center By Ihg

1 1
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.
37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison, WI
Madison, WI
01/07 – 31/07
$238/nighttotal: $7140 (30 )

37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Madison
Vacation rental for up to 2 guests. You will be located in Madison.
Services and facilities include free parking, an iron and a garden. This apartment is ideal for families.

Best Madison, WI vacation rentals with air conditioning

Private Pool - Hot Tub - Sauna - Game Room - Pets - Madison, WI
10 12 reviews
Madison, WI
16/08 – 20/08
$2569/nighttotal: $10276 (4 )

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

5 4
apartment , Sun Prairie
This Sun Prairie holiday home, near recreational parks and the Sun Prairie Historical Library and Museum, offers convenient access to local attractions.
The 282-square-metre (3036 sq ft) property boasts five bedrooms, three bathrooms, and sleeps twenty guests, featuring a private pool, in-unit fireplace, and access to a water park, fitness centre, and game room.
Awesome Location In Monona, With Hot Tub! - Madison, WI
9.9 31 reviews
Madison, WI
02/08 – 08/08
$821/nighttotal: $4926 (6 )

Awesome Location In Monona, With Hot Tub!

1 2
apartment , Monona
This apartment is located in Monona, a short walk from three playgrounds, a library, and a community pool. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms, three bathrooms, and can comfortably accommodate up to seven guests. It offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a garden, and a basement recreation room, making it ideal for families or groups looking for a relaxing and enjoyable stay.
Capital City-3 Br With Fireplace Sleeps 12 - Madison, WI
10 49 reviews
Madison, WI
16/08 – 20/08
$696/nighttotal: $2784 (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.
Family-friendly Lake Waubesa Home: Boat + Swim! - Madison, WI
9.8 24 reviews
Madison, WI
21/07 – 28/07
$770/nighttotal: $5390 (7 )

Family-friendly Lake Waubesa Home: Boat + Swim!

3 3
apartment , McFarland
This lakeside property, situated on the shores of Lake Waubesa in McFarland, Wisconsin, offers direct access to the lake and is conveniently located near McFarland's bike trails.
The three-bedroom, three-bathroom houseboat sleeps six guests and boasts a fully equipped kitchen, sauna, gas fireplaces, a jetted tub, kayaks (seasonal), and a private boat dock and lift (seasonal).
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