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

Whole House In Bay View + Fenced-in Yard + Parking - Milwaukee, WI
10 60 reviews
Milwaukee, WI
01/07 – 31/07
NZ$495/nighttotal: NZ$14850 (30 )

Whole House In Bay View + Fenced-in Yard + Parking

1 1
house , Milwaukee
This Bay View property, seven minutes from Milwaukee's airport and downtown Milwaukee, offers easy access to the city's attractions.
The two-bedroom, one-bathroom house sleeps eight, features a fully equipped kitchen, in-unit laundry, a private garden, and fitness equipment; plus, there's a fully fenced yard and dedicated workspaces.
Luxury 8 Guest, King Bed, Garage - Milwaukee, WI
8.0 1 review
Milwaukee, WI
30/06 – 14/07
NZ$400/nighttotal: NZ$5600 (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.
Private East Side Milwaukee Flat With Fenced Yard - Milwaukee, WI
10 172 reviews
Milwaukee, WI
04/10 – 06/10
NZ$457/nighttotal: NZ$914 (2 )

Private East Side Milwaukee Flat With Fenced Yard

2 4
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.
South Shore Stay Close To Downtown - Milwaukee, WI
9.9 16 reviews
Milwaukee, WI
25/09 – 27/09
NZ$393/nighttotal: NZ$786 (2 )

South Shore Stay Close To Downtown

3 5
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.

Best Milwaukee, WI holiday rentals with parking

Beautiful Bay View Mke Flat - W/parking! - Milwaukee, WI
9.9 887 reviews
Milwaukee, WI
20/10 – 25/10
NZ$238/nighttotal: NZ$1190 (5 )

Beautiful Bay View Mke Flat - W/parking!

1 1
apartment , Milwaukee
This charming flat is located in Bay View, a vibrant Milwaukee neighbourhood, just a few kilometres from the East Side, Walker's Point and the airport. The apartment has received excellent ratings for location, cleanliness and overall experience.
The self-contained apartment has one bedroom and one bathroom, comfortably accommodating two guests. It features a modern bathroom with a walk-in shower, a kitchenette for preparing simple meals, and garage parking. Guests can also enjoy the unique "Polish Flat" style of the apartment and its proximity to restaurants, bars, and shops.
Stylish Apt In Walker's Point - Milwaukee, WI
9.9 52 reviews
Milwaukee, WI
07/08 – 09/08
NZ$695/nighttotal: NZ$1390 (2 )

Stylish Apt In Walker's Point

1 3
apartment , Milwaukee
This Milwaukee apartment rental is situated in the Walker's Point neighbourhood, a short walk from the Food Truck Park and a 3.2km drive from the Fiserv Forum.
The newly renovated flat offers a modern kitchen with stainless steel appliances and quartz countertops, one bedroom, one bathroom, sleeping up to four guests, and includes amenities such as air conditioning, parking, and internet access.
East Side 1br Wparking - Milwaukee, WI
Milwaukee, WI
26/08 – 28/08
NZ$340/nighttotal: NZ$680 (2 )

East Side 1br Wparking

1 2
apartment , Milwaukee
This East Side Milwaukee flat is 2.9 kilometres from Bradford Beach and 3.5 kilometres from Marquette University, offering convenient access to the Grohmann Museum, Marcus Center, and Milwaukee Symphony Orchestra.
This one-bedroom flat, covering 65 square metres and accommodating up to three guests, features complimentary WiFi, air conditioning, and a kitchen equipped with a fridge and microwave, with free on-site parking available.
Near To All Milwaukee Favorites/ Free Parking/wifi - Milwaukee, WI
9.9 269 reviews
Milwaukee, WI
24/10 – 26/10
NZ$218/nighttotal: NZ$436 (2 )

Near To All Milwaukee Favorites/ Free Parking/wifi

2 2
apartment , West Allis
This comfortable apartment in West Allis, just 8 kilometres from downtown Milwaukee, is conveniently located for exploring the city and its attractions, including the American Family Field and the Fiserv Forum. The two-bedroom apartment sleeps four guests and includes a fully equipped kitchen, a private balcony, and free parking.

Frequently asked questions about holiday rentals in Milwaukee, WI

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

    You've got to check out the Milwaukee Art Museum, especially its iconic quadracci pavilion. A walk along the lakefront is a must, and make sure you visit the Harley-Davidson Museum if you're a fan of motorcycles.
  • 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 great choice, with its cobblestone streets, art galleries, and trendy restaurants. If you want to be near the lakefront, consider Bay View, which has a more relaxed vibe and plenty of cafes and pubs.
  • What are the most popular Airbnbs in Milwaukee, WI?

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

    The Milwaukee County Zoo is a great option for a day out with the kids. The Discovery World science museum is also very popular, and for something a bit different, check out the Betty Brinn Children's Museum.
  • 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?

    Booking in advance is always a good idea, especially during peak season, which runs from June to August. If you want to avoid the crowds and get better deals, consider visiting in the shoulder seasons, April-May or September-October.
  • 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 that takes place over 11 days in June and July. The Milwaukee Irish Fest is a popular celebration of Irish culture held in August. And if you're a fan of craft beer, the Great Lakes Brewfest is a must-visit in September.
  • What are the best rentals or Airbnbs with a jacuzzi in Milwaukee, WI?

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

    A walk or bike ride along the lakefront is free and offers stunning views. You can also visit the Milwaukee Public Museum for a small entrance fee, and the many parks in the city offer free entertainment and relaxation.
  • What are the best restaurants with local dishes in Milwaukee, WI?

    For a taste of Milwaukee's German heritage, try the Old German Beer Hall. If you're looking for something more modern, try the restaurant at the Milwaukee Public Market, which features a variety of local vendors.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a popular paved path that runs along the lakefront for over 120 km. For a shorter walk, try the Riverwalk, which winds its way through the city centre.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Yes, the Milwaukee County Zoo is pet-friendly, as are many of the city's parks. Just be sure to keep your furry friend on a leash.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals offer more space and privacy than a hotel, and you can often find rentals with kitchens and laundry facilities, which can be very convenient for families or longer stays.
  • What are the top sports attractions and facilities in Milwaukee, WI?

    Milwaukee is home to the Milwaukee Bucks basketball team, the Milwaukee Brewers baseball team, and the Wisconsin Herd basketball team, which all have their own stadiums and arenas.

Destinations nearby

Best Milwaukee, WI holiday rentals with a balcony

Historic Elegance In Prime Location! - Milwaukee, WI
9.0 8 reviews
Milwaukee, WI
27/06 – 04/07
NZ$1199/nighttotal: NZ$8393 (7 )

Historic Elegance In Prime Location!

3 2
apartment , Milwaukee
This Milwaukee North Point holiday home is conveniently located a short walk (approx. 1.6km) from the Oriental Theatre and Lake Michigan, and 3.5km from the Fiserv Forum.
The three-bedroom, three-bathroom property sleeps six guests and boasts a fully equipped kitchen, garden, spa, balcony, arcade/game room, and on-site parking.
Unit C- New Big 2 King Bedroom Condo By Fiservforum/3rd St - Milwaukee, WI
9.8 23 reviews
Milwaukee, WI
22/08 – 23/08
NZ$1332/nightfor 1 night

Unit C- New Big 2 King Bedroom Condo By Fiservforum/3rd St

2 4
apartment , Milwaukee
This apartment is located in Westown, within a 1km walk of Turner Hall and the Milwaukee Turners, and a short distance from Fiserv Forum, Marquette University, and the Harley-Davidson Museum. It has been rated as excellent by previous guests. This two-bedroom flat can comfortably accommodate up to 8 guests and features a balcony, a garden, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher. You can also enjoy the convenience of air conditioning, internet access, and a terrace.
Brew City Boho - Wauwatosa - Milwaukee, WI
10 31 reviews
Milwaukee, WI
25/09 – 27/09
NZ$737/nighttotal: NZ$1474 (2 )

Brew City Boho - Wauwatosa

3 5
apartment , Wauwatosa
This charming 3-bedroom apartment is located in Wauwatosa, a suburb of Milwaukee, within walking distance of local attractions and just a short drive from Milwaukee's landmarks. The apartment has received excellent user ratings, making it a popular choice for travellers.
The apartment has a spacious layout and can comfortably accommodate up to six guests, making it perfect for families or groups of friends. The apartment has a recently renovated bathroom and kitchen, as well as a charming front porch with a swing, offering a comfortable and relaxing stay.
East Side Luxury 1br Apt - Near Brady And Fiserv With Balcony - Milwaukee, WI
10 1 review
Milwaukee, WI
02/09 – 10/09
NZ$302/nighttotal: NZ$2416 (8 )

East Side Luxury 1br Apt - Near Brady And Fiserv With Balcony

1 2
apartment , Milwaukee
This Milwaukee flat is located on the East Side, close to Brady Street and Fiserv Forum, with Marquette University 4 kilometres away and UW-Milwaukee 4.2 kilometres away.
This 65 square metre apartment sleeps five guests and features air conditioning, a balcony, complimentary high-speed WiFi, a fully equipped kitchen, and on-site billiards.

Best Milwaukee, WI holiday rentals with air conditioning

Stylish & Cozy Mke Retreat - Milwaukee, WI
9.7 30 reviews
Milwaukee, WI
02/08 – 08/08
NZ$328/nighttotal: NZ$1968 (6 )

Stylish & Cozy Mke Retreat

1 3
apartment , Milwaukee
This two-bedroom Milwaukee apartment, situated in a quiet neighbourhood a few kilometres from downtown, the Wisconsin State Fair Park, and American Family Field, offers convenient access to major attractions.
The self-catering flat sleeps four guests, includes free on-site parking, fast Wi-Fi, and a fully equipped kitchen with fridge, freezer, and microwave; a dedicated workspace is also provided.
Sunny Deer District Studio 1 Block To Fiserv+baird - Milwaukee, WI
10 44 reviews
Milwaukee, WI
26/06 – 27/06
NZ$1368/nightfor 1 night

Sunny Deer District Studio 1 Block To Fiserv+baird

1 2
apartment , Milwaukee
This one-bedroom apartment is located in Milwaukee's Deer District, just 100 metres from Fiserv Forum and 200 metres from the Baird Centre, placing it within easy walking distance of the Pabst Theater, Marcus Performing Arts Centre, and 3rd St. Market Hall.
Guests can enjoy modern finishes, in-unit laundry, a smart TV with Airplay, and high-speed Wi-Fi, with access to community amenities including a rooftop clubroom, game room, co-work space, and fitness centre, suitable for up to three people.
Tara House, Lower - Milwaukee, WI
9.5 36 reviews
Milwaukee, WI
04/09 – 07/09
NZ$202/nighttotal: NZ$606 (3 )

Tara House, Lower

3 3
apartment , Milwaukee
This three-bedroom Milwaukee house, a traditional German craftsman property dating back 135 years, enjoys a central location offering easy access to both Milwaukee's city centre and the beach (distances unspecified).
The 3-bedroom dwelling boasts a spacious double parlour layout sleeping up to six guests, features a well-equipped kitchen with appliances for 10, and provides access to a shared yard with a fire pit and barbecue facilities across the street.
Modern Lux Home | Sleeps 12 | Walk To Brady St Fun - Milwaukee, WI
10 3 reviews
Milwaukee, WI
12/11 – 16/11
NZ$649/nighttotal: NZ$2596 (4 )

Modern Lux Home | Sleeps 12 | Walk To Brady St Fun

4 6
apartment , Milwaukee
This newly renovated flat is situated steps from Brady Street in Milwaukee, offering direct walking access to numerous eateries, shops, and entertainment venues, with a short drive to the city centre and lakefront.
This spacious accommodation, ideal for groups of up to 12, features four bedrooms, two bathrooms, a fully equipped kitchen with modern appliances, air conditioning, high-speed WiFi, and a private outdoor patio, with Fiserv Forum and Summerfest Grounds a short drive away.
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