Holiday Rentals in Milwaukee

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Milwaukee holiday rentals
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Milwaukee holiday rentals: compare the best deals

Best family friendly Milwaukee holiday rentals

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

Brewers Hill Cottage, Newly Renovated Near Fiserv! - Milwaukee
9.7 150 reviews
Milwaukee
09/02 – 09/10
HK$1150/nighttotal: HK$9200 (8 )

Brewers Hill Cottage, Newly Renovated Near Fiserv!

2 2
apartment , Milwaukee
This Brewers Hill cottage in Milwaukee offers convenient access to the Upper East Side and Downtown, being within walking distance of Fiserv Forum and numerous bars and restaurants.
Sleeping four guests, this two-bedroom, one-bathroom property boasts a private backyard with a fire pit, a fully equipped kitchen including a dishwasher, air conditioning, and free internet access; professional cleaning is provided after each stay.
Lovely 3 Bed/2 Full Bath Lower Flat Newly Updated - Milwaukee
9.8 53 reviews
Milwaukee
08/22 – 08/23
HK$2688/nightfor 1 night

Lovely 3 Bed/2 Full Bath Lower Flat Newly Updated

1 4
resort , West Allis
This West Allis apartment, ideally located for exploring Milwaukee's attractions, offers easy access to local amenities.
The three-bedroom, two-bathroom dwelling sleeps six guests comfortably and features a fully equipped kitchen, dedicated workspace, and award-winning garden; laundry access is available on request.
Bayview Treehouse - Milwaukee
10 58 reviews
Milwaukee
07/19 – 07/22
HK$2759/nighttotal: HK$8277 (3 )

Bayview Treehouse

1 2
apartment , Milwaukee
This Bay View, Milwaukee flat offers stunning Lake Michigan views and is conveniently located near the Oak Leaf Trail, with downtown Milwaukee a short drive away (distances vary).
The two-bedroom, two-bathroom apartment sleeps six, boasts modern interiors, and is situated in a quiet, owner-occupied building with excellent guest reviews.
Budget Guest House #4- Private Parking Spaces. - Milwaukee
9.6 229 reviews
Milwaukee
08/01 – 08/03
HK$1223/nighttotal: HK$2446 (2 )

Budget Guest House #4- Private Parking Spaces.

3 2
apartment , Milwaukee
This three-bedroom flat is situated in a residential neighbourhood in Milwaukee, just 700 metres from Marquette University and within 1.6 kilometres of various attractions like the Harley-Davidson Museum, Miller High Life Theatre, and the Wisconsin Center. The property has received excellent ratings for location, cleanliness, and overall user experience, indicating a comfortable and enjoyable stay.
The flat can accommodate up to five guests and features a garden, a private parking space, and a patio table for outdoor relaxation. Amenities include a washing machine, dryer, microwave, fridge, and cooking utensils, making it a practical choice for longer stays.

Best Milwaukee holiday rentals with parking

Charming 2br Unit Near Everything W/ Free Parking! - Milwaukee
9.5 13 reviews
Milwaukee
07/01 – 07/31
HK$791/nighttotal: HK$23730 (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.
Stylish Apt In Walker's Point - Milwaukee
Milwaukee
08/01 – 08/31
HK$1686/nighttotal: HK$50580 (30 )

Stylish Apt In Walker's Point

2 4
apartment , Milwaukee
This one-bedroom flat is situated in Milwaukee's Walker's Point district, a 1.9 kilometre walk from the Skylight Music Theatre and within 1.9 kilometres of the Modjeska Theater.
Offering 51 square metres of living space with a private terrace and patio, this pet-friendly apartment accommodates up to seven guests and includes free parking and Wi-Fi.
Cozy 4 Bedroom On Popular Historic Brady St - Milwaukee
9.0 14 reviews
Milwaukee
06/29 – 07/01
HK$2412/nighttotal: HK$4824 (2 )

Cozy 4 Bedroom On Popular Historic Brady St

4 6
apartment , Milwaukee
This 4-bedroom home is located in Downtown Milwaukee, just 1.6km from Brady Street, Lake Michigan and the Milwaukee Art Museum. The area is lively and offers a range of shops, restaurants and nightlife options.
The property features a living room with a sofa bed, accommodating up to 8 guests. It also includes a dryer, a hair dryer and internet access for your comfort and convenience.
Stunning Vintage/modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find - Milwaukee
9.7 365 reviews
Milwaukee
10/24 – 10/26
HK$3513/nighttotal: HK$7026 (2 )

Stunning Vintage/modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

3 2
apartment , Milwaukee
This holiday home is situated in Milwaukee, just a short distance from the beach, Brady Street, Lake Michigan, and Fiserv Forum. It has received excellent ratings for location, cleanliness, and user experience.
The property offers three bedrooms and two bathrooms, accommodating up to ten guests in a spacious 161 square metre area. Amenities include a swimming pool, spa, garden, terrace, parking, and a fully equipped kitchen with modern appliances.

Frequently asked questions about holiday rentals in Milwaukee

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

    For a first-time visitor, you should definitely check out the Milwaukee Art Museum, with its iconic Calatrava addition. The Harley-Davidson Museum is a must-see for any motorcycle enthusiast, and a stroll along the lakefront at the Milwaukee RiverWalk is a great way to experience the city's charm.
  • What are the best Airbnb and vacation rentals in Milwaukee?

    Flexhome Brewery District 2br Apt M8, Flexhome Skywalk To Fiserv 1br Apt U6 and Flexhome Brady District 1br Apt E6 are the most popular Airbnb and vacation rentals in Milwaukee among travelers.

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

    The Historic Third Ward is a popular choice, with its trendy shops, restaurants, and art galleries. If you prefer a more residential feel, Bay View offers a mix of Victorian homes, local breweries, and a vibrant nightlife.
  • What are the most popular Airbnbs in Milwaukee?

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

    The Milwaukee County Zoo is a fantastic day out for families, with a wide variety of animals and interactive exhibits. The Discovery World science museum is another great option, offering hands-on learning experiences for all ages.
  • What are the best vacation rentals with a pool in Milwaukee?

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

    Booking your vacation rental during the shoulder seasons, like spring or autumn, can often mean better deals and fewer crowds. Summer is the busiest time, so book well in advance if you plan to visit during those months.
  • What are the best rentals for families and kids in Milwaukee?

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

    The Summerfest music festival in June and July is a major event, showcasing a wide range of musical acts. The Milwaukee Irish Fest in August is also a popular choice, celebrating Irish culture with music, food, and dancing.
  • What are the best rentals or Airbnbs with a jacuzzi in Milwaukee?

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

    A walk or bike ride along the Milwaukee RiverWalk is a great way to enjoy the city's scenery without spending any money. The Public Market is another budget-friendly option, offering a variety of local produce, meats, and cheeses.
  • What are the best restaurants with local dishes in Milwaukee, WI?

    For authentic Wisconsin cuisine, try the Old German Beer Hall, known for its traditional German dishes like bratwurst and sauerbraten. Milwaukee is also home to a thriving food truck scene, with options like The Taco Moto serving up delicious tacos and burritos.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a popular option for walkers and cyclists, offering over 120 kilometres of paved paths along the lakefront and through parks. The Hank Aaron State Trail is another scenic route, following the Milwaukee River through the city.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Yes, many attractions in Milwaukee are pet-friendly. The Milwaukee County Zoo welcomes well-behaved dogs on leashes, and several parks and green spaces are also dog-friendly.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.

Destinations nearby

Best Milwaukee holiday rentals with a balcony

Walker's Point Apt With Gym And Balcony - Milwaukee
Milwaukee
07/23 – 07/25
HK$3668/nighttotal: HK$7336 (2 )

Walker's Point Apt With Gym And Balcony

1 3
apartment , Milwaukee
This Walker's Point flat is situated 3.7 kilometres from Marquette University and 7.4 kilometres from the University of Wisconsin-Milwaukee, with the Eisner Museum, Milwaukee Institute Of Art And Design, and Skylight Music Theatre all within walking distance.
This 56 square metre apartment offers one bedroom, one bathroom, accommodation for up to five guests, and includes a private balcony, a fitness centre, and a fully equipped kitchen with a dishwasher and microwave.
Gorgeous Brewers Hill Victorian - Milwaukee
10 1 review
Milwaukee
07/16 – 07/19
HK$17792/nighttotal: HK$53376 (3 )

Gorgeous Brewers Hill Victorian

5 5
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.
Elegant 7 Br Home W Bonus Room - Milwaukee
10 2 reviews
Milwaukee
09/25 – 09/27
HK$19600/nighttotal: HK$39200 (2 )

Elegant 7 Br Home W Bonus Room

7 5
apartment , Milwaukee
This unique Milwaukee duplex, ideally located in the Downtown area, offers easy access to attractions such as the Fiserv Forum and American Family Field.
The 279 square metre (approximately 2,997 square feet) property comprises two self-contained units, sleeping up to 16 guests, and boasts features including game rooms with pool and ping pong tables, plus a spacious kitchen and modern bathrooms.
East Side Luxury 1br Apt - Near Brady St With Balcony And Lounge - Sleeps 4 - Milwaukee
Milwaukee
09/02 – 09/10
HK$1894/nighttotal: HK$15152 (8 )

East Side Luxury 1br Apt - Near Brady St With Balcony And Lounge - Sleeps 4

1 2
apartment , Milwaukee
This flat is situated in Milwaukee's East Side district, offering easy access to Brady Street and located 2.4 kilometres from Bradford Beach.
This 76 square metre residence accommodates up to 7 guests, featuring one bedroom, one bathroom, a fully equipped kitchen with a dishwasher and coffee machine, complimentary Wi-Fi, air conditioning, a private balcony, and access to a fitness centre and billiards room, with parking available.

Best Milwaukee holiday rentals with air conditioning

Luxe Downtown Apt W/ Parking, Gym, Pool · Sleeps 5 - Milwaukee
9.8 42 reviews
Milwaukee
06/27 – 06/28
HK$5298/nightfor 1 night

Luxe Downtown Apt W/ Parking, Gym, Pool · Sleeps 5

1 4
apartment , Milwaukee
This one-bedroom flat offers a prime location in Milwaukee's financial district, within walking distance of the historic Third Ward, its theatres, and the Milwaukee Public Market, and a short 5-minute drive from Fiserv Forum and the Milwaukee Art Museum.
This newly renovated historic building provides secure on-site garage parking, air conditioning, high-speed Wi-Fi, a dedicated workspace, and comfortably accommodates up to four guests with a queen bed and a sofa bed, alongside a full kitchen and in-unit laundry.
Casa A Solo 6 Minutos Del Centro - Milwaukee
9.4 31 reviews
Milwaukee
07/18 – 07/19
HK$2233/nightfor 1 night

Casa A Solo 6 Minutos Del Centro

1 6
apartment , Milwaukee
This three-bedroom Milwaukee house, sleeping eight, offers convenient access to the city's attractions; precise distances to landmarks are not specified, but its central location ensures easy exploration.
The property boasts a kitchen, air conditioning, parking, and one bathroom; further details regarding the dwelling's size or specific features near the house are unavailable.
Lakeview Downtown Milwaukee Condo - Milwaukee
10 221 reviews
Milwaukee
10/24 – 10/26
HK$1677/nighttotal: HK$3354 (2 )

Lakeview Downtown Milwaukee Condo

1 2
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).
Fun Comfortable Skyline Neighborhood Flat - Milwaukee
9.8 144 reviews
Milwaukee
08/01 – 08/03
HK$2057/nighttotal: HK$4114 (2 )

Fun Comfortable Skyline Neighborhood Flat

1 2
apartment , Milwaukee
This apartment is situated in a lively urban area, just 0.6 kilometres from the Lakefront Brewery and 0.5 kilometres from Brady Street, offering easy access to a range of restaurants, bars, and shops. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment features three bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a modern and stylish design with updated amenities, including a fully equipped kitchen, air conditioning, parking, and high-speed Wi-Fi, allowing guests to relax and enjoy their stay.
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