Best Holiday rentals and Airbnb offers in Milwaukee, WI
9.4 19 reviews
Milwaukee, WI
23/07 – 27/07
SG$596/nighttotal: SG$2384 (4 )
Charming 4 Br Home/milwaukee
1 10
apartment , Milwaukee
This four-bedroom, two-bathroom Milwaukee apartment, ideal for groups of up to eight, boasts an excellent location offering convenient access to the city's main attractions, although precise distances remain unspecified. The property features a fully equipped kitchen (fridge, microwave), air conditioning, parking, and excellent cleanliness ratings; further details regarding the flat's size, layout, and specific amenities are unavailable.
9.8 12 reviews
Milwaukee, WI
25/06 – 28/06
SG$528/nighttotal: SG$1584 (3 )
East Side Luxe 1br Near Brady+balcony · Sleeps 4
1 2
apartment , Milwaukee
This Milwaukee flat offers a prime location within 320 metres of the Riverwalk and numerous cafes, breweries, restaurants, and bars. This one-bedroom, one-bathroom apartment accommodates up to three guests, featuring air conditioning, a private balcony, in-unit laundry, and access to a 24-hour fitness centre, with street parking available.
Milwaukee, WI
27/06 – 04/07
SG$343/nighttotal: SG$2401 (7 )
The Nohl | A Lake Effect Stay Near Brady Street
1 2
apartment , Milwaukee
The Mary Nohl Apartment, a one-bedroom flat in Milwaukee's Lower East Side, is located a short walk from Brady Street's independent establishments and Lake Michigan's Oak Leaf Trail, offering immediate access to the city's creative hub. This 57 square meter residence accommodates up to three guests with a refreshed kitchen, a walk-in closet doubling as a workspace, and a bathroom featuring a vintage clawfoot tub, all within easy reach of the Milwaukee Art Museum and Fiserv Forum.
10 12 reviews
Milwaukee, WI
07/08 – 09/08
SG$378/nighttotal: SG$756 (2 )
Rosebud - Bright Tiny Home, Steps To Brew Crew
2 3
apartment , Milwaukee
This Milwaukee flat in Bluemound Heights is situated just 100 metres from a $1 shuttle service providing access to American Family Field and Fiserv Forum. This property offers accommodation for four guests, featuring a dedicated home office, a well-equipped kitchen, a private garden with a smoker and fire pit, and in-unit laundry facilities.
10 1 review
Milwaukee, WI
11/07 – 13/07
SG$362/nighttotal: SG$724 (2 )
Silver Swan In Brewers Hill!
3 2
apartment , Milwaukee
This 3-bedroom flat in Milwaukee's Riverwest district offers proximity to the Milwaukee Art Museum (2.7 km away), the Historic Third Ward (3.5 km away), and Fiserv Forum (4.2 km away). This residence accommodates up to five guests and provides essential amenities including internet, air conditioning, and parking, with a check-out time of 11:00 AM.
9.9 77 reviews
Milwaukee, WI
17/07 – 20/07
SG$354/nighttotal: SG$1062 (3 )
American Fam Field Storyhill Home-walk To Stadium
1 2
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.
10 7 reviews
Milwaukee, WI
26/06 – 27/06
SG$3923/nightfor 1 night
Ephesians Estate
1 2
apartment , Milwaukee
This three-bedroom, two-bathroom Milwaukee apartment, ideally situated for exploring the city's attractions, offers a private backyard and walk-out basement. The property boasts ample space for six guests, including a deck and patio, plus a fitness centre and parking, all within easy reach of Milwaukee's many landmarks.
9.5 386 reviews
Milwaukee, WI
04/10 – 06/10
SG$313/nighttotal: SG$626 (2 )
225- Huge 2 Bedroom Condo King Beds-free Parking-extras
1 4
apartment , Milwaukee
This two-bedroom flat is located in Westown, Milwaukee, within a 1.6km walk of Riverside Theater and Fiserv Forum, and less than 1.6km from Lake Michigan and Marquette University. The property has received excellent ratings for user experience, location, and cleanliness. The 111 square meter flat can comfortably accommodate up to 6 guests and features a fully equipped kitchen, a washing machine, a sofa bed, a dining area, a TV, and air conditioning. It also offers a smoke-free environment and elevator access.
10 4 reviews
Milwaukee, WI
27/08 – 28/08
SG$602/nightfor 1 night
Bayview Family-friendly Stay
3 1
apartment , Milwaukee
This three-bedroom, two-bathroom apartment in Milwaukee's Bay View neighbourhood offers easy access to attractions such as the Henry W. Maier Festival Park, Harley-Davidson Museum, Wisconsin State Fair Park, and Milwaukee County Zoo, though precise distances aren't specified. The self-catering property sleeps up to 11 guests and includes a fully equipped kitchen with oven, hob, microwave, and dishwasher, in-unit laundry, free Wi-Fi, and parking; towels, an ironing board, and soap are provided.
Milwaukee, WI
27/06 – 04/07
SG$237/nighttotal: SG$1659 (7 )
Cozy 2 Bedroom
2 2
apartment , Milwaukee
This two-bedroom flat offers excellent access to Milwaukee's city centre, being just a 10-minute drive away, with the Milwaukee River, parks, and trails within easy walking distance. This apartment provides off-street parking for one vehicle, a private garden, and accommodates up to four guests, featuring air conditioning and a kitchen for your convenience.
Milwaukee, WI
26/06 – 27/06
SG$922/nightfor 1 night
East Side Luxury 1br Apt - Near Brady St With Balcony And Lounge - Sleeps 4
1 2
apartment , Milwaukee
This city flat in Downtown Milwaukee is situated a block from Brady Street and a short drive to McKinley Beach and St. Mary's Hospital. This 76 square metre flat offers accommodation for up to four guests with one bedroom, one bathroom, a private balcony, a full kitchen with bar seating, and access to building amenities including a 24-hour fitness centre and resident lounge.
9.7 181 reviews
Milwaukee, WI
05/07 – 08/07
SG$154/nighttotal: SG$462 (3 )
Mid-century Lower In Riverwest
1 4
apartment , Milwaukee
This two-bedroom duplex is located in Milwaukee's Riverwest neighbourhood, just 8 kilometres from the city centre and close to Brady Street, the University of Wisconsin-Milwaukee, and the Oriental Theatre. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The property has a private yard and garage, ideal for families or groups of up to 5 people. Guests can enjoy a fully equipped kitchen, cable TV, Wi-Fi, a vintage Hi-Fi, and laundry facilities, ensuring a comfortable and convenient stay.
Best family friendly Milwaukee, WI holiday rentals
Among the 2239 accommodations in Milwaukee, WI, here are the 4 best family friendly rentals
9.5 25 reviews
Milwaukee, WI
22/08 – 23/08
SG$465/nightfor 1 night
Cozy Home Near All Milwaukee Attractions
4 4
house , Milwaukee
This holiday home is conveniently located in Milwaukee, just 3.2 kilometres from Miller Park and 7.2 kilometres from Marquette University, offering easy access to both sporting events and cultural experiences. The property has received excellent user and location ratings and a very good cleanliness rating. This spacious 4-bedroom house can accommodate up to 19 guests and offers a comfortable 111 square metres of living space. The house features a fully equipped kitchen, a terrace with an outdoor fireplace, a garden, and a jacuzzi, along with a range of other amenities perfect for families and groups.
9.8 152 reviews
Milwaukee, WI
05/07 – 08/07
SG$208/nighttotal: SG$624 (3 )
The Bay View Boho
1 4
apartment , Milwaukee
This spacious house, in Milwaukee's Bay View neighbourhood, is minutes from downtown Milwaukee, the lakefront, and Milwaukee Mitchell International Airport. Sleeping up to 10 guests in four bedrooms and one bathroom, this renovated 1892 home offers a fully equipped kitchen, garden, parking, and excellent guest reviews; washer/dryer access is available for stays of three nights or more (upon request).
9.8 13 reviews
Milwaukee, WI
19/07 – 22/07
SG$1606/nighttotal: SG$4818 (3 )
Lake Drive Mansion ~ Downtown ~ Art Museum ~ Lakefront
6 2
apartment , Milwaukee
This six-bedroom Milwaukee house, situated in the Northpoint neighbourhood, is a short walk from the Villa Terrace Decorative Arts Museum and Lake Michigan, and approximately 3.5km from the Fiserv Forum. The property offers a fully equipped kitchen, four bathrooms, sleeps twelve guests, and includes amenities such as a fireplace, washing machine, and Smart TV, perfect for families or large groups visiting Milwaukee.
9.5 106 reviews
Milwaukee, WI
27/06 – 04/07
SG$402/nighttotal: SG$2814 (7 )
1 Bed | Sleeper Sofa | 5 Min To Adepticon
1 2
apartment , Milwaukee
This Walker's Point flat is ideally situated in Milwaukee, a short walk from the Milwaukee Art Museum and numerous bars and restaurants. The one-bedroom apartment sleeps four, features a fully equipped kitchen, in-unit laundry, and two TVs, plus amenities for families and remote workers.
Best Milwaukee, WI holiday rentals with parking
10 39 reviews
Milwaukee, WI
31/07 – 02/08
SG$628/nighttotal: SG$1256 (2 )
Cozy Pet Friendly Home W/ Private Yard & King Bed - Near Wauwatosa
3 4
apartment , Milwaukee
This pet-friendly flat is located in Milwaukee, just 6 kilometres from Miller Park and 10 kilometres from the Milwaukee County Zoo, Mitchell Park Domes, and Mayfair Mall. It has received excellent reviews from previous guests. This two-bedroom property can accommodate up to five guests. Amenities include internet access, a fully equipped kitchen, air conditioning, and private parking.
Milwaukee, WI
25/09 – 27/09
SG$451/nighttotal: SG$902 (2 )
Cozy 3-bedroom In A Great Location!
3 8
apartment , Milwaukee
This spacious three-bedroom, two-bathroom flat is situated in Milwaukee's River West district, offering a peaceful neighbourhood setting just under 1 kilometre from UW-Milwaukee and the lakefront, and approximately 5 kilometres from downtown Milwaukee. This 116 square metre residence accommodates up to eight guests and features air conditioning, internet, a microwave oven, and parking, with easy access to attractions such as the Harley-Davidson Museum, Wisconsin State Fair Park, Milwaukee County Zoo, Fiserv Forum, and American Family Field.
10 2 reviews
Milwaukee, WI
04/10 – 06/10
SG$239/nighttotal: SG$478 (2 )
Luxury Downtown Apt With Parking, Gym, And Lap Pool
1 4
apartment , Milwaukee
This city centre flat in Milwaukee offers a prime Downtown location, a 7-minute walk to the Michigan & Jackson streetcar station and within easy reach of the Pabst Theater and Marcus Center for the Performing Arts. This one-bedroom flat accommodates up to four guests and includes a fully equipped kitchen, air conditioning, Wi-Fi, an on-site covered parking space, and an in-unit washer and dryer.
9.3 3 reviews
Milwaukee, WI
27/06 – 04/07
SG$684/nighttotal: SG$4788 (7 )
The Blue Serif - 1bd, 1 Bth Cozy Dig
1 2
apartment , Milwaukee
This Milwaukee apartment, near downtown, is 2.3 kilometres from Marquette University and a 13-minute walk from the Skylight Music Theatre. The 900 square metre flat offers one bedroom, one bathroom, sleeps five, and includes free private parking, Wi-Fi, a fully equipped kitchen with dishwasher, in-unit laundry, and a private entrance.
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, it's a real stunner. The lakefront is also a must-see, with the iconic Milwaukee RiverWalk and the beautiful Lake Michigan shoreline. And for a taste of Milwaukee's history, visit the Pabst Mansion.
What are the best Airbnb and vacation 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, art galleries, and restaurants. Bay View is another great option, with a more laid-back vibe and a good selection of pubs and eateries. Or, for a more residential feel, try Shorewood.
What are the most popular Airbnbs in Milwaukee, WI?
When is the best time to book a vacation rental in Milwaukee, WI?
The best time to book is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and the prices are usually lower. Summer is a popular time to visit, so book early to secure the best deals.
What are the best vacation rentals with a pool in Milwaukee, WI?
What events or festivals should visitors check out in and around Milwaukee, WI?
The Summerfest music festival is a must-see in June and July. For a taste of German culture, head to the Oktoberfest in September. And if you're a foodie, you'll want to check out the Milwaukee Restaurant Week in March.
What are the best rentals for families and kids in Milwaukee, WI?
What are the best budget-friendly activities in Milwaukee, WI?
Take a walk or cycle along the Milwaukee RiverWalk, it's a beautiful way to see the city. Visit the Milwaukee Public Market for a taste of local produce and crafts. And for a free concert, head to the Summerfest grounds in the summer.
What are the best rentals or Airbnbs with a jacuzzi in Milwaukee, WI?
What are the best restaurants with local dishes in Milwaukee, WI?
For a taste of Wisconsin's famous cheese, try The Milwaukee Cheese Shop in the Historic Third Ward. For a classic Milwaukee dish, head to Milwaukee Brat House for a bratwurst. And for a more upscale dining experience, try The Restaurant at the Pfister Hotel for their signature dishes.
What are the best walking or cycling routes in Milwaukee, WI?
The Milwaukee RiverWalk is a great option for a scenic walk or cycle. The Oak Leaf Trail is a 120km paved trail that winds through the city and suburbs. And for a more challenging ride, try the Lakefront Bike Trail.
Are there pet-friendly attractions in Milwaukee, WI?
The Milwaukee County Zoo is pet-friendly, allowing well-behaved dogs on a leash. The Milwaukee Public Market also welcomes dogs. The Milwaukee RiverWalk is a great place for a stroll 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 kitchens and laundry facilities. You can also find rentals in different neighbourhoods to suit your interests, and they often have a more homey feel.
What are the top sports attractions and facilities in Milwaukee, WI?
The Milwaukee Bucks play at the Fiserv Forum, and the Milwaukee Brewers play at American Family Field. The Milwaukee Wave is a professional indoor soccer team, and the Milwaukee Admirals are the city's minor league hockey team.
Destinations nearby
Best Milwaukee, WI holiday rentals with a balcony
10 93 reviews
Milwaukee, WI
19/07 – 22/07
SG$1750/nighttotal: SG$5250 (3 )
Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment
4 2
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.
10 12 reviews
Milwaukee, WI
25/09 – 27/09
SG$886/nighttotal: SG$1772 (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.
10 1 review
Milwaukee, WI
05/07 – 08/07
SG$149/nighttotal: SG$447 (3 )
Modern Walker's Point Studio With Gym And Balcony
1 2
studio , Milwaukee
This apartment is situated in Walker's Point, a 17-minute walk from the Eisner Museum and 900 metres from the Milwaukee Institute of Art and Design. This studio offers 40 square metres of space for up to 5 guests, featuring air conditioning, a private balcony, a fully equipped kitchen with a dishwasher, complimentary WiFi, and on-site parking, with a fitness centre also available.
9.0 4 reviews
Milwaukee, WI
02/09 – 10/09
SG$233/nighttotal: SG$1864 (8 )
Perfectly Convenient Mke Location 2 Br Upper!
2 2
apartment , Milwaukee
This two-bedroom apartment, perfect for four guests, is situated in the Johnson Woods neighbourhood of Milwaukee, conveniently close to the Six Points area of West Allis and within a short distance of attractions such as State Fair Park and American Family Field. The property features a private deck, off-street parking for two cars, and includes amenities such as air conditioning, Wi-Fi, and a fully equipped kitchen with a fridge and microwave; nearby, numerous dining options are available in Six Points.
Best Milwaukee, WI holiday rentals with air conditioning
9.4 7 reviews
Milwaukee, WI
02/07 – 06/07
SG$124/nighttotal: SG$496 (4 )
Mke Lincoln Village Studio
1 2
apartment , Milwaukee
This Milwaukee apartment, ideal for families, offers convenient access to the city's attractions, though precise distances to landmarks such as the Milwaukee Art Museum or the Harley-Davidson Museum are unspecified. Sleeping up to two guests, this self-catering flat includes a fridge, freezer, microwave, air conditioning, and garden access, plus on-site parking; further details on size, layout, and additional amenities are unavailable.
10 17 reviews
Milwaukee, WI
24/07 – 27/07
SG$309/nighttotal: SG$927 (3 )
Modern 2br Retreat Near Downtown & Stadium
1 4
apartment , Milwaukee
This Milwaukee duplex, situated in the Valley/Piggsville neighbourhood, is minutes from American Family Field. The freshly renovated ground-floor flat offers two bedrooms, one bathroom, sleeps four, and includes a kitchen with fridge, freezer, microwave, and dishwasher, plus parking and air conditioning.
9.7 13 reviews
Milwaukee, WI
30/06 – 14/07
SG$288/nighttotal: SG$4032 (14 )
Lake Effect Club | The Sidney
1 2
apartment , Milwaukee
This two-bedroom flat is located in Milwaukee's Brady Street district, a historic 150-year-old building offering a peaceful retreat just steps from local amenities. This accommodation sleeps six guests and features two uniquely decorated bedrooms, a designer living room with a sleeper sofa, a well-equipped kitchen for cooking, and private parking, with the front porch and side deck providing outdoor relaxation space.
9.7 30 reviews
Milwaukee, WI
02/08 – 08/08
SG$245/nighttotal: SG$1470 (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.
