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

325- Big Corner Condo W/2 King Bedrooms/free Parking - Milwaukee, WI
9.6 423 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.
Deluxe Dwelling 4br, 2ba| Sunlit, Spacious, Serine - Milwaukee, WI
9.8 52 reviews
Milwaukee, WI
25/09 – 27/09
829 €/nighttotal: 1658 € (2 )

Deluxe Dwelling 4br, 2ba| Sunlit, Spacious, Serine

1 6
apartment , Milwaukee
This Milwaukee duplex, situated in a central location, offers convenient access to numerous attractions, although precise distances to specific landmarks are not provided.
The spacious property comprises four bedrooms, two bathrooms, sleeping up to ten guests, and features a third-floor game room with a multi-purpose table, Smart TVs, a well-equipped kitchen with stainless steel appliances, and a unique waterfall shower.
Bay View Designer 2br · Best Location With Balcony, Gym, And Terrace · Sleeps 6 - Milwaukee, WI
Milwaukee, WI
23/07 – 25/07
694 €/nighttotal: 1388 € (2 )

Bay View Designer 2br · Best Location With Balcony, Gym, And Terrace · Sleeps 6

3 2
apartment , Milwaukee
This apartment in Milwaukee's Bay View district is located two blocks from cafes, breweries, and restaurants, 8 kilometres from downtown Milwaukee, and 12.9 kilometres from Fiserv Forum.
This 100 square metre flat offers three bedrooms, two bathrooms, and sleeps six guests, featuring a private balcony, a dedicated workspace, in-unit laundry, and access to building amenities including a fitness centre, community lounge, game room, and outdoor terrace.
Private East Side Milwaukee Flat With Fenced Yard - Milwaukee, WI
10 172 reviews
Milwaukee, WI
02/10 – 04/10
267 €/nighttotal: 534 € (2 )

Private East Side Milwaukee Flat With Fenced Yard

1 2
apartment , Milwaukee
This Milwaukee East Side apartment, situated on the Oak Leaf Trail, offers easy access to downtown Milwaukee and its attractions, lying within easy reach of the city centre.
This two-bedroom, two-bathroom dwelling boasts a private fenced yard, private parking, a gas fireplace, 70" TV, and sleeps four guests in comfort, with proximity to the Oak Leaf Trail providing opportunities for walking and cycling.

Best Milwaukee, WI holiday rentals with parking

3 Bedroom, Cozy House In Milwaukee Near Airport - Milwaukee, WI
10 9 reviews
Milwaukee, WI
27/06 – 04/07
322 €/nighttotal: 2254 € (7 )

3 Bedroom, Cozy House In Milwaukee Near Airport

3 2
apartment , Milwaukee
This Mitchell West, Milwaukee property is a short distance from Milwaukee's airport and city centre, conveniently located a two-minute walk from a mosque.
The three-bedroom house, sleeping up to six guests, boasts a spacious layout including a basement, in-unit laundry facilities, a fenced backyard with gazebo, and attached garage; nearby attractions include the Harley-Davidson Museum and Milwaukee Art Museum.
Frank Lloyd Wright-designed House In Milwaukee, Wi, 4 Bed 2.5 Bath, Sleep10 - Milwaukee, WI
9.8 256 reviews
Milwaukee, WI
03/07 – 05/07
792 €/nighttotal: 1584 € (2 )

Frank Lloyd Wright-designed House In Milwaukee, Wi, 4 Bed 2.5 Bath, Sleep10

3 7
apartment , Milwaukee
This Milwaukee house is situated in Burnham Park, just a short drive from Forest Home Cemetery, American Family Field, and the Harley-Davidson Museum. It has received excellent user ratings, making it a popular choice for travellers.
This three-bedroom property, covering 201 square metres, comfortably accommodates up to nine guests. Enjoy a range of amenities, including a fitness centre, garden, barbecue grills, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment - Milwaukee, WI
10 93 reviews
Milwaukee, WI
04/09 – 07/09
1595 €/nighttotal: 4785 € (3 )

Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment

4 16
apartment , Milwaukee
This stately manor house is situated in Milwaukee's Historic Water Tower neighbourhood, just a short distance from Lake Michigan and Lake Park. The house is highly rated by guests, offering an excellent experience for families and groups.
This impressive property spans 728 square metres and comfortably accommodates up to 20 guests across its four bedrooms and six bathrooms. The manor house features a range of amenities, including a private garden, a hot tub, a tennis court, and a spacious entertainment area, perfect for hosting gatherings and enjoying the surrounding area's activities.
Charming 2br Unit Near Everything W/ Free Parking! - Milwaukee, WI
9.5 13 reviews
Milwaukee, WI
01/07 – 31/07
87 €/nighttotal: 2610 € (30 )

Charming 2br Unit Near Everything W/ Free Parking!

2 1
apartment , Milwaukee
This two-bedroom apartment in Milwaukee is conveniently located near the city centre, approximately 6.4 kilometres from downtown Milwaukee and close to several hospitals.
The self-catering property offers a dedicated workspace, free on-site parking, and accommodates up to four guests, with all the amenities needed for a comfortable stay.

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

Tucked Away Off Brady - 4 Beds - Milwaukee, WI
9.0 24 reviews
Milwaukee, WI
12/11 – 16/11
276 €/nighttotal: 1104 € (4 )

Tucked Away Off Brady - 4 Beds

2 6
apartment , Milwaukee
This Milwaukee Downtown condo is situated half a block from Brady Street's restaurants and bars, offering easy access to Lake Michigan, the Milwaukee Art Museum, and other city attractions.
The 109 square metre (1170 square feet) property features two bedrooms with two queen-size beds each, two bathrooms, a patio, and accommodates up to nine guests, boasting a fully equipped kitchen and free street parking.
Mke Selfie House - Milwaukee, WI
10 15 reviews
Milwaukee, WI
31/07 – 02/08
435 €/nighttotal: 870 € (2 )

Mke Selfie House

4 4
apartment , Milwaukee
This Riverwest property, a five-minute drive from Lake Michigan and Milwaukee's Summerfest, offers convenient access to downtown attractions and the Fiserv Forum.
The 178 square metre house sleeps seven, boasting four bedrooms, two bathrooms, a fully equipped kitchen, three Amazon Fire TVs, a terrace, garden, and unique 'selfie rooms', plus street parking (details of Milwaukee's overnight parking regulations provided).
Bay View Designer 1br - Prime Location With Balcony, Gym, And Terrace - Milwaukee, WI
9.0 1 review
Milwaukee, WI
26/06 – 27/06
591 €/nightfor 1 night

Bay View Designer 1br - Prime Location With Balcony, Gym, And Terrace

1 2
apartment , Milwaukee
This Bay View flat is situated 2.25 kilometres from the Modjeska Theatre and 5 kilometres from Milwaukee Mitchell International Airport, with Marquette University 5.63 kilometres away.
This 63 square metre flat offers one bedroom, one bathroom, and accommodation for up to seven guests, featuring a private balcony, on-site fitness centre, complimentary WiFi, a fully equipped kitchen with a dishwasher, and table tennis.
Walker's Point Chic Apartment With Gym And Private Balcony - Milwaukee, WI
Milwaukee, WI
02/07 – 06/07
258 €/nighttotal: 1032 € (4 )

Walker's Point Chic Apartment With Gym And Private Balcony

1 2
apartment , Milwaukee
This one-bedroom flat is located in Milwaukee's Walker's Point district, offering convenient access to downtown attractions and situated 3.7 kilometres from Marquette University and 7.4 kilometres from the University of Wisconsin-Milwaukee.
The 61 square metre flat accommodates up to five guests, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, private balcony, and access to a fitness centre, with free Wi-Fi throughout.

Best Milwaukee, WI holiday rentals with air conditioning

Sunny State Fair Sojourn! - Milwaukee, WI
9.9 228 reviews
Milwaukee, WI
22/08 – 23/08
218 €/nightfor 1 night

Sunny State Fair Sojourn!

1 4
apartment , West Allis
This two-bedroom flat is located in West Allis, less than a kilometer from the Wisconsin State Fair Park and The Milwaukee Mile, offering easy access to local bus routes. The property has received excellent ratings for cleanliness, location, and user experience.
The apartment provides ample space for four guests with a kitchen, dining area, living room, and office space. It features a private balcony, free parking, private laundry, and air conditioning, ensuring a comfortable and convenient stay.
Memoria: A Luxury Cream City Bridal Suite - Milwaukee, WI
Milwaukee, WI
27/06 – 28/06
543 €/nightfor 1 night

Memoria: A Luxury Cream City Bridal Suite

1 8
apartment , Milwaukee
This luxury bridal suite, Memoria, is located in Milwaukee's historic Third Ward, 300 metres from the Milwaukee Public Market and near the Milwaukee Riverwalk.
The apartment offers dedicated beauty stations, a private dressing room, an ensuite kitchen, and accommodates up to 15 guests, with the option for overnight lodging in The Nest and proximity to The Beacon, a separate groom's getting-ready space.
Stay At Sobelman's! - Milwaukee, WI
10 204 reviews
Milwaukee, WI
16/10 – 18/10
198 €/nighttotal: 396 € (2 )

Stay At Sobelman's!

1 3
apartment , Milwaukee
This Milwaukee apartment, situated in the Menomonee Valley, is a short 3.2km drive from the Harley-Davidson Museum, Miller Park (Brewers Stadium), and the Third Ward, conveniently located above Sobelman's Pub & Grill in a historic 1883 cream city brick building formerly owned by the Schlitz Brewing Company.
The two-bedroom, one-bathroom flat sleeps five guests, offering a queen bed, a double bed, and a leather sectional; amenities include a fully equipped kitchen, private entrance, rooftop seating with Menomonee Valley views, and parking, plus excellent guest reviews.
Bright & Quiet 2br | Parking | Airport & Bay View - Milwaukee, WI
10 7 reviews
Milwaukee, WI
02/08 – 08/08
209 €/nighttotal: 1254 € (6 )

Bright & Quiet 2br | Parking | Airport & Bay View

2 3
apartment , Milwaukee
This 2-bedroom flat in Milwaukee offers a 70s-inspired interior with modern renovations, situated in a quiet neighbourhood just a 5-minute drive from the airport and Bay View.
This stylish apartment accommodates up to 4 guests, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, fast WiFi, and convenient driveway parking.
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