Holiday Rentals in Milwaukee, WI

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Milwaukee, WI holiday rentals
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2239 Holiday rentals and Airbnb in Milwaukee, WI

Best family friendly Milwaukee, WI holiday rentals

Among the 2239 accommodations in Milwaukee, WI, here are the 4 best family friendly rentals

Bay View Gateway Retreat - Milwaukee, WI
9.0 8 reviews
Milwaukee, WI
01/08 – 03/08
269 €/nighttotal: 538 € (2 )

Bay View Gateway Retreat

2 2
apartment , Milwaukee
This Bay View house in Milwaukee is situated 3.2km from Lake Michigan, 2.4km from Ascension St. Francis Hospital, and under 5km from the Basilica of St Josaphat.
The two-bedroom, one-bathroom property sleeps four guests and includes in-house laundry facilities, plus is near Bay View's restaurants and breweries.
Equipped For Large Groups-2 Homes- Prime Location - Milwaukee, WI
9.9 25 reviews
Milwaukee, WI
11/07 – 13/07
860 €/nighttotal: 1720 € (2 )

Equipped For Large Groups-2 Homes- Prime Location

1 7
apartment , Milwaukee
This Bay View, Milwaukee duplex, situated a short distance from local bars, restaurants and coffee shops, and within a 16-27 kilometre radius of major attractions such as Summerfest and the Wisconsin Center, offers excellent value for large groups.
This seven-bedroom, four-bathroom property, comprising two houses sharing a spacious backyard with a fire pit, sleeps up to 14 guests and includes chef-ready kitchens, laundry facilities, high-speed Wi-Fi, parking and pet-friendly features such as highchairs and travel cots.
Luxury 8 Guest, King Bed, Garage - Milwaukee, WI
8.0 1 review
Milwaukee, WI
30/06 – 14/07
201 €/nighttotal: 2814 € (14 )

Luxury 8 Guest, King Bed, Garage

3 2
house , Milwaukee
This Milwaukee holiday home is conveniently located near Miller Park (12.6km), Marquette University (16.1km), and the Milwaukee Mile (5.8km), offering easy access to major attractions.
The property comprises one bedroom, three bathrooms, and can accommodate up to fifteen guests, featuring a king-size bed, fully equipped kitchen with dishwasher, free Wi-Fi, private parking, laundry facilities, and a balcony.
The Cheese House - Milwaukee, WI
9.8 369 reviews
Milwaukee, WI
04/09 – 07/09
162 €/nighttotal: 486 € (3 )

The Cheese House

1 3
apartment , West Allis
This two-bedroom apartment in West Allis is situated directly above the West Allis Cheese & Sausage Shoppe, within easy reach of attractions such as the Pettit National Ice Center, the Milwaukee County Zoo, and the Wisconsin State Fair, all within a 5 km radius.
The property offers a private patio, a fully equipped kitchen, and a private laundry, as well as breakfast sandwiches and coffee vouchers for the cheese shop cafe, accommodating up to four guests.

Best Milwaukee, WI holiday rentals with parking

325- Big Corner Condo W/2 King Bedrooms/free Parking - Milwaukee, WI
9.6 420 reviews
Milwaukee, WI
05/07 – 08/07
182 €/nighttotal: 546 € (3 )

325- Big Corner Condo W/2 King Bedrooms/free Parking

1 4
apartment , Milwaukee
This two-bedroom flat is conveniently located in Westown, a lively neighbourhood within a 15-minute walk of Riverside Theater, Fiserv Forum, and Marquette University. It has received excellent ratings for its location, cleanliness, and overall experience.
The flat can comfortably accommodate up to six guests and features a fully equipped kitchen, a washer and dryer, a sofa bed, and a dining area with a TV. It also benefits from easy access to public transport, proximity to Lake Michigan and the Milwaukee Art Museum, and a smoke-free environment with elevator access.
Skywalk To Fiserv 1br With Rooftop, Gym, And Parking - Milwaukee, WI
9.6 841 reviews
Milwaukee, WI
23/07 – 25/07
426 €/nighttotal: 852 € (2 )

Skywalk To Fiserv 1br With Rooftop, Gym, And Parking

1 3
apartment , Milwaukee
This one-bedroom flat is located in the heart of downtown Milwaukee, just 800 metres from the Milwaukee Theater and 600 metres from the U.S. Cellular Arena, offering easy access to the city's vibrant entertainment scene. The flat has received excellent ratings for its cleanliness, location, and overall user experience.
The flat features a fully equipped kitchen with a dishwasher and oven, allowing you to prepare meals and save on dining expenses. You can also enjoy a game of billiards, a fitness centre, free Wi-Fi, and parking on-site, making your stay comfortable and convenient.
Mke 2br Flat+pkg|5m To Brewers |15m To Airport - Milwaukee, WI
9.8 116 reviews
Milwaukee, WI
30/06 – 14/07
142 €/nighttotal: 1988 € (14 )

Mke 2br Flat+pkg|5m To Brewers |15m To Airport

1 2
apartment , Milwaukee
This two-bedroom flat is situated in a central Milwaukee neighbourhood, just a few kilometres from Downtown Milwaukee, American Family Field, and Fiserv Forum. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The flat is comfortably laid out and can accommodate up to six guests. It includes a fully equipped kitchen, a spacious living area, two bedrooms, a luxurious bathroom, and a private patio. Guests can enjoy amenities such as free Wi-Fi, a washer and dryer, and a range of personal hygiene products.
Modern Studio Apt With Rooftop, Gym, And Parking - Milwaukee, WI
9.2 31 reviews
Milwaukee, WI
07/08 – 09/08
966 €/nighttotal: 1932 € (2 )

Modern Studio Apt With Rooftop, Gym, And Parking

1 3
studio , Milwaukee
This Milwaukee city centre flat is located an 8-minute walk from the Milwaukee Theatre and 0.6 km from the U.S. Cellular Arena, close to Marquette University and the Milwaukee Symphony Orchestra.
The 46-square-metre apartment sleeps five, features a fully equipped kitchen, in-unit laundry, a balcony, and access to a rooftop gym; free Wi-Fi is provided.

Frequently asked questions about holiday rentals in Milwaukee, WI

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

    You definitely need to check out the Milwaukee Art Museum, with its iconic Calatrava addition. The Public Market is another must-see, with a huge variety of local produce and artisan goods. And if you're into beer, a tour of the Miller brewery is a classic Milwaukee experience.
  • What are the best Airbnb and holiday rentals in Milwaukee, WI?

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

    The Historic Third Ward is a popular choice, with its trendy shops and restaurants, right on the river. If you want something quieter, Bay View is a great option, with lots of independent businesses and a relaxed vibe.
  • What are the most popular Airbnbs in Milwaukee, WI?

  • What are the top family-friendly attractions in Milwaukee, WI?

    The Milwaukee County Zoo is always a hit with kids, and the Betty Brinn Children's Museum is a great place for interactive learning. For a bit of history, the Milwaukee Public Museum is worth a visit, with its dinosaur exhibits and cultural displays.
  • What are the best holiday rentals with a pool in Milwaukee, WI?

  • When is the best time to book a vacation rental in Milwaukee, WI?

    You'll get the best deals if you book outside of the peak season, which runs from June to August. If you're looking for a quieter experience, consider visiting in the shoulder seasons, spring or autumn, when the weather is still pleasant.
  • What are the best rentals for families and kids in Milwaukee, WI?

  • What events or festivals should visitors check out in and around Milwaukee, WI?

    The Summerfest music festival is a huge event in June and July, with a wide range of acts. For something a bit different, the Irish Fest in August is a great celebration of Irish culture.
  • What are the best rentals or Airbnbs with a jacuzzi in Milwaukee, WI?

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

    You can spend a whole day exploring the Milwaukee Riverwalk, which stretches for miles along the river. The lakefront is also great for walking, cycling, or just relaxing. And if you're looking for a cheap bite to eat, the Public Market has plenty of affordable options.
  • What are the best restaurants with local dishes in Milwaukee, WI?

    For a taste of Wisconsin, try the fried cheese curds at a local pub. Milwaukee is also known for its German heritage, so you can find plenty of traditional German restaurants, serving schnitzel and bratwurst.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a great option for both walking and cycling, with over 120 km of paved trails. For a shorter walk, the Riverwalk is a lovely spot for a stroll, with views of the river and the city skyline.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Yes, there are plenty of pet-friendly attractions in Milwaukee. The Milwaukee County Zoo welcomes well-behaved dogs on leash, and many restaurants have outdoor seating where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals offer more space and privacy than hotels, and you can often find them in more convenient locations, closer to the attractions you want to see. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Milwaukee, WI?

    Milwaukee is home to the Milwaukee Bucks, the NBA basketball team, who play at the Fiserv Forum. The city also has a minor league baseball team, the Milwaukee Brewers, who play at American Family Field.

Destinations nearby

Best Milwaukee, WI holiday rentals with a balcony

Charming Walker`s Point Apt With Balcony | Sleeps 4 - Milwaukee, WI
Milwaukee, WI
07/08 – 09/08
810 €/nighttotal: 1620 € (2 )

Charming Walker`s Point Apt With Balcony | Sleeps 4

1 3
apartment , Milwaukee
This one-bedroom flat is situated in Walker's Point, a 5-minute drive from the Third Ward and a 15-minute drive from General Mitchell International Airport (MKE), with numerous local eateries and watering holes within walking distance.
Measuring 56 square metres, this open-concept apartment offers a balcony with city views, modern appliances including a fridge, microwave oven, and dishwasher, air conditioning, in-unit laundry, and high-speed Wi-Fi, comfortably accommodating up to three guests with a queen bed and a sectional sofa, and providing access to a 24-hour fitness centre.
Sunny Upper Flat In Shorewood. Great Location, Great Community! - Milwaukee, WI
10 41 reviews
Milwaukee, WI
24/06 – 26/06
139 €/nighttotal: 278 € (2 )

Sunny Upper Flat In Shorewood. Great Location, Great Community!

2 2
apartment , Shorewood
This Shorewood property is conveniently located just under a mile from the University of Wisconsin-Milwaukee and a short drive from the shores of Lake Michigan, making it ideal for exploring the city's cultural attractions and natural beauty. It has received excellent ratings from previous guests, reflecting its comfortable and well-equipped nature.
The house has two bedrooms and one bathroom, offering a comfortable space for up to four guests. The 88 square metre property comes with a range of amenities including a fully equipped kitchen, a private balcony, a garden, and a jacuzzi, ensuring a relaxing and enjoyable stay.
Spacious 4-bedroom House In Beautiful Milwaukee With Ac - Milwaukee, WI
Milwaukee, WI
18/07 – 22/07
309 €/nighttotal: 1236 € (4 )

Spacious 4-bedroom House In Beautiful Milwaukee With Ac

4 2
apartment , Milwaukee
This four-bedroom house in Milwaukee offers convenient access to the Harley-Davidson Museum and Henry W. Maier Festival Park, as well as the Milwaukee County Zoo, all within a short distance.
This property sleeps eight guests and provides a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, and parking, ensuring a comfortable stay with year-round climate control.
Peaceful East Side-2 Min Uwm-dining-coffee-parking - Milwaukee, WI
10 7 reviews
Milwaukee, WI
19/07 – 22/07
453 €/nighttotal: 1359 € (3 )

Peaceful East Side-2 Min Uwm-dining-coffee-parking

3 2
apartment , Milwaukee
This Milwaukee apartment rental is conveniently located in the Upper East Side, a short walk from the University of Wisconsin–Milwaukee and Lake Michigan, and within 1.6km of Lake Park and the North Point Lighthouse.
The three-bedroom, one-bathroom property sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, a terrace, garden, and free parking; nearby activities include exploring Lake Park and visiting the North Point Lighthouse.

Best Milwaukee, WI holiday rentals with air conditioning

Cozy Bayview 2br | Walk To Cafes, Bars, Local Gems - Milwaukee, WI
10 84 reviews
Milwaukee, WI
07/08 – 09/08
458 €/nighttotal: 916 € (2 )

Cozy Bayview 2br | Walk To Cafes, Bars, Local Gems

1 3
apartment , Milwaukee
Bayview Belle is a two-bedroom apartment in Milwaukee's Bay View neighbourhood, less than 6.4 kilometres from Milwaukee city centre and Milwaukee Mitchell International Airport.
This self-catering flat sleeps five, features a kitchen, air conditioning, internet access, and is conveniently located near Lake Michigan and Bay View's bars and restaurants.
Mke#299 -Adventure Awaits In Downtown/3rd Ward/fis - Milwaukee, WI
9.6 124 reviews
Milwaukee, WI
30/10 – 02/11
186 €/nighttotal: 558 € (3 )

Mke#299 -Adventure Awaits In Downtown/3rd Ward/fis

2 3
apartment , Milwaukee
This Milwaukee apartment rental is superbly located in the Historic Third Ward, just a short distance from the Wisconsin Center and the theatre district.
The two-bedroom flat, sleeping up to six guests, boasts a modern kitchen with stainless steel appliances, in-unit laundry, and access to a fitness centre; nearby attractions include the Wisconsin River.
South Shore Stay Close To Downtown - Milwaukee, WI
9.9 16 reviews
Milwaukee, WI
16/10 – 18/10
198 €/nighttotal: 396 € (2 )

South Shore Stay Close To Downtown

3 3
apartment , Milwaukee
This upper duplex is located 100 metres from Lake Michigan and a short walk from South Shore Park, offering a 10-minute drive to downtown Milwaukee and the airport.
This well-equipped flat sleeps five guests and features three bedrooms, one bathroom with heated floors and a walk-in shower, a full kitchen with a breakfast nook, air conditioning, and is ideal for outdoor enthusiasts with nearby parks and trails.
Large Victorian In Perfect Location! - Milwaukee, WI
10 32 reviews
Milwaukee, WI
02/07 – 05/07
1400 €/nighttotal: 4200 € (3 )

Large Victorian In Perfect Location!

6 10
apartment , Milwaukee
This six-bedroom, five-bathroom flat is situated in Milwaukee's Downtown district, a mere 100 metres from Brady Street and 720 metres from Lakefront Brewery.
This family-friendly property accommodates up to 16 guests with air conditioning, complimentary Wi-Fi, and a fully equipped kitchen, offering convenient on-site parking and proximity to the Harley-Davidson Museum and Fiserv Forum.
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