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

Spacious 3 Bedroom 1.5 Bathroom - Milwaukee, WI
Milwaukee, WI
25/06 – 28/06
NZ$698/nighttotal: NZ$2094 (3 )

Spacious 3 Bedroom 1.5 Bathroom

3 3
house , Milwaukee
This Milwaukee house, sleeping six guests across three bedrooms and one bathroom, is fully furnished and offers amenities including a fitness centre, garden and parking; precise location within Milwaukee is unspecified, preventing details on proximity to landmarks.
The property features a spacious living room with a 100-inch projector TV, a well-equipped kitchen with various appliances, and a BBQ grill (seasonal availability), providing a comfortable and convenient stay for families.
That 70s Bungalow - Milwaukee, WI
9.8 148 reviews
Milwaukee, WI
08/07 – 01/08
NZ$236/nighttotal: NZ$5664 (24 )

That 70s Bungalow

1 2
apartment , Milwaukee
This Milwaukee bungalow, ideally situated for exploring the city's attractions, offers easy access to Milwaukee's events and festivities, though precise distances to specific landmarks aren't provided.
Sleeping up to six guests comfortably in one bedroom and one bathroom, this newly renovated property features two queen beds, a queen sofa bed, a fully equipped kitchen including a pizza oven, a fenced yard with a bonfire pit, and two off-street parking spaces with video monitoring.
American Fam Field Storyhill Home-walk To Stadium - Milwaukee, WI
9.9 76 reviews
Milwaukee, WI
16/07 – 20/07
NZ$439/nighttotal: NZ$1756 (4 )

American Fam Field Storyhill Home-walk To Stadium

1 4
house , Milwaukee
This Storyhill property, a short walk from American Family Field and a few minutes from Milwaukee's city centre, offers easy access to the Harley-Davidson Museum, Miller Brewery, and other attractions.
The two-bedroom house, sleeping four, includes a fully equipped kitchen, in-unit laundry, and outdoor amenities such as a fire pit and BBQ; guests can enjoy convenient digital check-in after 3 PM.
Welcome To The Charming Stone Haven, A Beautiful Three Bedroom Property. - Milwaukee, WI
10 12 reviews
Milwaukee, WI
05/07 – 08/07
NZ$422/nighttotal: NZ$1266 (3 )

Welcome To The Charming Stone Haven, A Beautiful Three Bedroom Property.

3 4
apartment , Milwaukee
This Milwaukee holiday home is conveniently located near attractions including the Milwaukee County Zoo, Wisconsin State Fair Park, and American Family Field, though precise distances are not specified.
This three-bedroom apartment, offering 104 square metres of space, sleeps six guests and features a fully equipped kitchen, garden, spa, tennis court, and parking, plus amenities such as a laundry room, game room, and barbecue facilities.

Best Milwaukee, WI holiday rentals with parking

Greenfield ‘S 96th Gradient - Milwaukee, WI
Milwaukee, WI
01/07 – 31/07
NZ$278/nighttotal: NZ$8340 (30 )

Greenfield ‘S 96th Gradient

1 5
apartment , Greenfield
This Greenfield flat is situated in Southeastern Wisconsin, a mere few minutes from local attractions, parks, and major highways.
This 102-square-metre residence offers three bedrooms, 1.5 bathrooms, and accommodates up to five guests, featuring a fully equipped kitchen, on-site laundry, and air conditioning.
Downtown View Near Lake Michigan Plaza Black - Milwaukee, WI
Milwaukee, WI
18/07 – 22/07
NZ$301/nighttotal: NZ$1204 (4 )

Downtown View Near Lake Michigan Plaza Black

1 2
apartment , Milwaukee (WI)
Apartment to rent. This accommodation is based in Milwaukee (WI).
Services and facilities: free parking, air conditioning and a washing machine.
》Central Location/ Kings Beds/free Parking/wi-fi - Milwaukee, WI
Milwaukee, WI
17/07 – 18/07
NZ$2316/nightfor 1 night

》Central Location/ Kings Beds/free Parking/wi-fi

4 4
apartment , Milwaukee
This Milwaukee Burnham Park house is situated approximately 5km from Lake Michigan and Veterans Park, offering easy access to American Family Field and The Rave – Eagles Club.
The four-bedroom, two-bathroom property sleeps eight guests and includes Wi-Fi, air conditioning, and essential amenities; nearby attractions include the Harley-Davidson Museum and Fiserv Forum.
Historic Gem|steps To Uwm|lake Mich|free Parking - Milwaukee, WI
10 167 reviews
Milwaukee, WI
16/07 – 20/07
NZ$832/nighttotal: NZ$3328 (4 )

Historic Gem|steps To Uwm|lake Mich|free Parking

1 4
house , Milwaukee
This three-bedroom Milwaukee house, situated on the East Side, is directly opposite the University of Wisconsin–Milwaukee, less than 3.2 kilometres from Fiserv Forum and within walking distance of Lake Michigan.
The property offers complete first-floor access for up to six guests, including a well-equipped kitchen, laundry facilities, a Jacuzzi, and a garden; nearby attractions include Brady Street's restaurants and Milwaukee's historic landmarks.

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

Walkers Point Designer 2br · Prime Location With Balcony And Gym - Milwaukee, WI
9.3 4 reviews
Milwaukee, WI
13/08 – 15/08
NZ$1041/nighttotal: NZ$2082 (2 )

Walkers Point Designer 2br · Prime Location With Balcony And Gym

2 3
apartment , Milwaukee
This flat is located in Milwaukee's Walkers Point district, offering convenient access to Marquette University (3.4 kilometres) and the University of Wisconsin-Milwaukee (6.4 kilometres), and is close to attractions such as the Eisner Museum, Milwaukee Institute of Art & Design, and Skylight Music Theatre.
This 96 square metre residence accommodates up to 11 guests, featuring two bedrooms, one bathroom, air conditioning, a kitchen equipped with a fridge, microwave, and dishwasher, and a balcony with city views, complemented by an on-site fitness centre and complimentary high-speed WiFi.
Spacious Third Ward Apt Near Summerfest With Balcony - Milwaukee, WI
8.7 3 reviews
Milwaukee, WI
07/08 – 09/08
NZ$1594/nighttotal: NZ$3188 (2 )

Spacious Third Ward Apt Near Summerfest With Balcony

1 3
apartment , Milwaukee
This one-bedroom flat is located in Milwaukee's historic Third Ward, a short walk from Summerfest, the Skylight Music Theatre, the Milwaukee Institute Of Art And Design, and the Eisner Museum, and is situated 3.5 kilometres from Marquette University and 5.8 kilometres from the University of Wisconsin-Milwaukee.
The 60-square-metre residence accommodates up to five guests and features a fully equipped kitchen, air conditioning, complimentary high-speed WiFi, a private balcony, and access to an on-site fitness centre, with billiards also available for entertainment.
Incredible Historic Charm And Grace - Milwaukee, WI
Milwaukee, WI
16/07 – 20/07
NZ$3049/nighttotal: NZ$12196 (4 )

Incredible Historic Charm And Grace

3 4
apartment , Milwaukee
This Brewers Hill holiday home is conveniently located less than 1.6km from Fiserv Forum and Martin Luther King Drive, and around 2.4km from Lake Michigan.
This three-bedroom property boasts 111 square metres of living space, two bathrooms, in-unit laundry facilities, a private balcony, parking, and sleeps up to six guests, offering a fully equipped kitchen and proximity to Milwaukee's attractions.
Groups - Families - Pets - Backyard - Deck - Milwaukee, WI
10 33 reviews
Milwaukee, WI
31/07 – 02/08
NZ$1634/nighttotal: NZ$3268 (2 )

Groups - Families - Pets - Backyard - Deck

3 4
apartment , Milwaukee
This Bay View holiday home, near S. Howell St and S. Kinnickinnic Ave, offers easy access to Milwaukee attractions such as Fiserv Forum and the Public Market, all within a 10-15 minute (16-24 km) drive.
This spacious 167 square metre property sleeps up to 14 guests in three bedrooms (one king, five queen beds) and two bathrooms, boasting a fenced yard with games, a deck with a fire pit, and indoor entertainment including Smart TVs and board games.

Best Milwaukee, WI holiday rentals with air conditioning

Renovated, Spacious & Cozy 2br Upper Unit In The Heart Of Milwaukee - Milwaukee, WI
10 5 reviews
Milwaukee, WI
23/07 – 25/07
NZ$546/nighttotal: NZ$1092 (2 )

Renovated, Spacious & Cozy 2br Upper Unit In The Heart Of Milwaukee

2 2
apartment , Milwaukee
This Milwaukee apartment, situated near Wilson Park in a peaceful residential area, is conveniently located within a 6-8 km radius of major attractions such as the Harley-Davidson Museum and the Milwaukee Art Museum.
The two-bedroom property, sleeping up to five guests, offers a well-equipped kitchen, in-unit laundry, a family room with SmartTV, keyless entry, and free street parking, along with a dedicated office space ideal for remote workers.
Modern 2 Bdr Upper In Riverside Park - Milwaukee, WI
Milwaukee, WI
16/07 – 20/07
NZ$589/nighttotal: NZ$2356 (4 )

Modern 2 Bdr Upper In Riverside Park

2 4
apartment , Milwaukee
This two-bedroom flat is located in Milwaukee's Riverside Park district, offering easy access to the city centre, the lakefront, and the North Avenue entertainment area, approximately 2 kilometres away.
This property accommodates up to five guests across three sleeping areas, including a king-size bed, a queen-size bed, a sofa, and an air mattress, and features air conditioning and Wi-Fi.
Luxury Downtown Apt With Parking, Gym, And Lap Pool - Milwaukee, WI
Milwaukee, WI
06/09 – 11/09
NZ$272/nighttotal: NZ$1360 (5 )

Luxury Downtown Apt With Parking, Gym, And Lap Pool

1 2
apartment , Milwaukee
This one-bedroom flat in downtown Milwaukee offers city views and is situated 2.7 kilometres from Marquette University and 5 kilometres from the University of Wisconsin-Milwaukee, with close proximity to the Pabst Theater, Grohmann Museum, and Riverside Theater.
This 72-square-metre apartment accommodates up to seven guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, free WiFi, an on-site gym, and a lap pool.
Westown Studio Near Fiserv+baird+theater District - Milwaukee, WI
9.7 54 reviews
Milwaukee, WI
26/06 – 27/06
NZ$1046/nightfor 1 night

Westown Studio Near Fiserv+baird+theater District

1 2
apartment , Milwaukee
This studio apartment is situated in central Milwaukee, within 500 metres of the Fiserv Forum and Pabst Theater, offering convenient access to the Wisconsin Center and Third Street Market Hall.
This self-contained unit provides accommodation for up to three guests, featuring a kitchenette with essential appliances, dedicated workspace, high-speed WiFi, Smart TV, and shared laundry facilities, all with radiant floor heating and a window air conditioning unit.
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