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

Downtown Oasis: Hot Tub, Garage, 2 King Huge Yard! - Milwaukee, WI
9.9 183 reviews
Milwaukee, WI
24/06 – 26/06
NZ$725/nighttotal: NZ$1450 (2 )

Downtown Oasis: Hot Tub, Garage, 2 King Huge Yard!

1 2
apartment , Milwaukee
This Milwaukee ranch-style house, near the city centre, is less than 1.6km from Fiserv Forum and other key attractions including the Pabst Theatre and Bradford Beach.
Sleeping up to 14 guests, this spacious 167 sq m home boasts three bedrooms, two bathrooms, a fully equipped kitchen with high-end appliances, a Jacuzzi, a large garden, parking for four cars, and two sets of laundry facilities.
The Skyline: Penthouse Suite - Milwaukee, WI
9.7 436 reviews
Milwaukee, WI
26/08 – 29/08
NZ$681/nighttotal: NZ$2043 (3 )

The Skyline: Penthouse Suite

2 2
apartment , Milwaukee
This two-bedroom apartment is situated in Milwaukee's 3rd/5th ward, just a short walk from the Milwaukee Public Market and offering stunning views of Lake Michigan. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The spacious loft comfortably accommodates up to six guests and features a fully equipped kitchen, a fireplace, and flexible sleeping arrangements. Guests can enjoy on-site amenities like a Pilates studio and a sensory deprivation tank, as well as explore nearby attractions such as the Milwaukee Art Museum and the Milwaukee Riverwalk.
Gorgeous Bayview 2story Loft W/upper Deck/firebowl - Milwaukee, WI
10 270 reviews
Milwaukee, WI
12/11 – 16/11
NZ$702/nighttotal: NZ$2808 (4 )

Gorgeous Bayview 2story Loft W/upper Deck/firebowl

4 6
apartment , Milwaukee
This stylish apartment is located in Milwaukee's Bayview neighbourhood, just 300 metres from South Shore Beach and a 6-minute drive from the city centre. It has received excellent ratings for location, cleanliness and user experience.
The apartment is a two-storey loft with two living areas, sleeping up to eight guests. Amenities include a full bar, two fireplaces, a large deck overlooking the lake, and a fully equipped kitchen with a dishwasher, fridge, freezer and microwave.
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.

Best Milwaukee, WI holiday rentals with parking

Luxury Downtown Apt With Parking, Gym, And Lap Pool - Milwaukee, WI
Milwaukee, WI
07/08 – 09/08
NZ$1434/nighttotal: NZ$2868 (2 )

Luxury Downtown Apt With Parking, Gym, And Lap Pool

1 3
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.
2 Bed Chic House | Lower East Side - Milwaukee, WI
9.9 48 reviews
Milwaukee, WI
01/07 – 31/07
NZ$721/nighttotal: NZ$21630 (30 )

2 Bed Chic House | Lower East Side

1 5
apartment , Milwaukee
This Milwaukee house rental boasts a prime location less than 1.6km from Summerfest and Brady Street, and within 2.4km of the Milwaukee Art Museum and Harley-Davidson Museum.
The two-bedroom, one-bathroom property sleeps five, features two living rooms, a fully equipped kitchen with granite worktops, a garden with a propane fire pit, and family-friendly amenities including a travel cot, high chair, and child safety gate.
Cream City Industrial Loft Near Fiserv Forum With One Free Parking Space - Milwaukee, WI
10 1 review
Milwaukee, WI
06/09 – 11/09
NZ$288/nighttotal: NZ$1440 (5 )

Cream City Industrial Loft Near Fiserv Forum With One Free Parking Space

2 2
apartment , Milwaukee
This industrial loft is located in Milwaukee's downtown district, 724 metres from the Milwaukee Public Museum and 805 metres from the Milwaukee Theater, with the University of Wisconsin-Milwaukee and Miller Park approximately 5.95 kilometres away.
This two-bedroom flat offers 68 square metres of living space, accommodates up to eight guests, and features a kitchen with a fridge and microwave oven, air conditioning, complimentary WiFi, a fitness centre, and billiards for entertainment.
Lakeview Downtown Milwaukee Condo - Milwaukee, WI
10 221 reviews
Milwaukee, WI
30/10 – 02/11
NZ$354/nighttotal: NZ$1062 (3 )

Lakeview Downtown Milwaukee Condo

1 3
apartment , Milwaukee
This Milwaukee apartment, a corner unit in the historic Knickerbocker Hotel on the East Side, offers stunning lake views and is within walking distance of Lake Michigan, Juneau Park, Brady Street, Fiserv Forum, the Milwaukee Art Museum, and the Summerfest grounds.
The one-bedroom, one-bathroom condo sleeps four guests, features a fully equipped kitchen, access to a fitness centre and laundry facilities within the hotel, plus free street parking (subject to restrictions).

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

Gorgeous Brewers Hill Victorian - Milwaukee, WI
10 1 review
Milwaukee, WI
23/07 – 27/07
NZ$3694/nighttotal: NZ$14776 (4 )

Gorgeous Brewers Hill Victorian

5 10
apartment , Milwaukee
This Brewers Hill property is situated less than 2km from Martin Luther King Drive and the Fiserv Forum, and within 5km of Lake Michigan and the Harley-Davidson Museum.
This five-bedroom, three-bathroom house sleeps ten guests and boasts a fully equipped kitchen, in-unit laundry, private balcony, and on-site parking; enjoy nearby attractions such as the lakefront and the museum.
Gorgeous Space With Huge Porch. - Milwaukee, WI
10 6 reviews
Milwaukee, WI
25/09 – 27/09
NZ$533/nighttotal: NZ$1066 (2 )

Gorgeous Space With Huge Porch.

2 6
apartment , Milwaukee
This three-bedroom flat in Milwaukee's Cambridge Woods district offers a prime east side location, situated directly opposite the Milwaukee River with access to the Oak Leaf Trail, and within walking distance of UW-Milwaukee, numerous bars, restaurants, coffee shops, the Fiserv Forum, and American Family Field.
This well-appointed lodging for up to six guests features a remodelled open-plan kitchen, a spacious living area, an enclosed porch, and amenities including air conditioning, Wi-Fi, and parking, with proximity to the Harley-Davidson Museum and Wisconsin State Fair Park.
Gorgeous Bayview 2story Loft W/upper Deck/firebowl - Milwaukee, WI
10 13 reviews
Milwaukee, WI
11/07 – 13/07
NZ$1983/nighttotal: NZ$3966 (2 )

Gorgeous Bayview 2story Loft W/upper Deck/firebowl

4 7
apartment , Milwaukee
This Bay View, Milwaukee dwelling is situated a short walk from South Shore Park and Lake Michigan, approximately 5-6 minutes' drive (8-9.6 km) from Milwaukee's city centre.
The two-story loft, offering 4 bedrooms, 2 bathrooms and sleeping up to 8 guests, boasts a 37 sq m upper-level deck, multiple fireplaces, a full bar with wine chiller, and luxury amenities including memory foam mattresses and a reverse osmosis water system, all within easy reach of restaurants, shops, and the Oak Leaf Trail.
Vintage Bayview Heaven On The Park W/secret Lounge - Milwaukee, WI
10 12 reviews
Milwaukee, WI
25/09 – 27/09
NZ$1180/nighttotal: NZ$2360 (2 )

Vintage Bayview Heaven On The Park W/secret Lounge

3 6
apartment , Milwaukee
This Bay View, Milwaukee apartment is situated a short walk from South Shore Park on Lake Michigan and Bay View's commercial area.
The three-bedroom, one-bathroom flat sleeps six, boasting a private terrace, parking, and unique vintage features including a basement lounge and heated toilet seats, plus easy access to the Oak Leaf Trail.

Best Milwaukee, WI holiday rentals with air conditioning

Brady St Oasis: Sunny Apt With Balcony | Sleeps 5 - Milwaukee, WI
10 3 reviews
Milwaukee, WI
05/07 – 08/07
NZ$208/nighttotal: NZ$624 (3 )

Brady St Oasis: Sunny Apt With Balcony | Sleeps 5

1 4
apartment , Milwaukee
This one-bedroom flat is located in the downtown Milwaukee district, within 200 metres of the Riverwalk, offering convenient access to cafes, breweries, restaurants, and bars.
This accommodation, suitable for up to three guests, features in-unit laundry, a walk-in closet, a private balcony, a dedicated workspace with high-speed WiFi, and access to a communal room with a pool table and smart TV.
Bay View Craftsman With Hot Tub Oasis | Summerfest - Milwaukee, WI
9.9 27 reviews
Milwaukee, WI
27/06 – 29/06
NZ$1903/nighttotal: NZ$3806 (2 )

Bay View Craftsman With Hot Tub Oasis | Summerfest

1 8
apartment , Milwaukee
This four-bedroom, three-bathroom apartment is situated in Milwaukee's Bay View neighbourhood on South Kinnickinnic Avenue, a short distance from Lake Michigan and various parks.
The property, suitable for up to ten guests, boasts a fully renovated Craftsman-style design, including a kitchen, air conditioning, parking, internet access, and is pet-friendly; smart locks provide convenient access.
Brew City Skyline Flat. - Milwaukee, WI
9.9 132 reviews
Milwaukee, WI
04/09 – 07/09
NZ$468/nighttotal: NZ$1404 (3 )

Brew City Skyline Flat.

3 3
apartment , Milwaukee
This apartment is situated in the Skyline neighbourhood, just a short walk from Brady Street and Lakefront Brewery, both popular destinations for dining, entertainment, and craft beer. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
This three-bedroom flat can comfortably accommodate six guests and features a modern, industrial design. It comes equipped with stainless steel appliances, a smart TV, high-speed Wi-Fi, and a private entrance with an electronic keypad.
Welcome To The Charming Stone Haven, A Beautiful Three Bedroom Property. - Milwaukee, WI
10 12 reviews
Milwaukee, WI
25/09 – 27/09
NZ$751/nighttotal: NZ$1502 (2 )

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

3 6
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.
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