Best Holiday rentals and Airbnb offers in Milwaukee, WI
8.8 8 reviews
Milwaukee, WI
18/07 – 22/07
SG$203/nighttotal: SG$812 (4 )
Hilltop House Escape - Upper (A2)
1 2
apartment , Milwaukee
This Milwaukee flat provides a short commute to the city's central business district, offering a convenient base for business and leisure travellers. This one-bedroom, one-bathroom flat accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus in-unit laundry and complimentary WiFi.
9.9 18 reviews
Milwaukee, WI
23/07 – 25/07
SG$228/nighttotal: SG$456 (2 )
1 King Bed/ Top Location/ Free Parking/free Wifi
1 2
apartment , Milwaukee
This Milwaukee apartment, perfect for couples, boasts a central location offering easy access to Milwaukee's many attractions, though precise distances to landmarks remain unspecified. The self-catering property features one bedroom, one bathroom, a kitchen with fridge, freezer and microwave, plus air conditioning, a garden, parking and internet access, sleeping up to two guests.
9.8 26 reviews
Milwaukee, WI
12/11 – 16/11
SG$481/nighttotal: SG$1924 (4 )
Modern Luxury | Steps To Brady St
2 6
apartment , Milwaukee
This Milwaukee apartment rental is situated in the Lower East Side, close to Brady Street's restaurants and bars, and within walking distance of attractions such as the Milwaukee Art Museum and Fiserv Forum. The two-bedroom, two-bathroom flat sleeps six guests and boasts a private garden, spa, parking, and a fully equipped kitchen including a dishwasher; professional management ensures a seamless stay.
10 307 reviews
Milwaukee, WI
11/07 – 13/07
SG$815/nighttotal: SG$1630 (2 )
Beautiful Bayview 2 Story Loft W/skylights, Wetbar
1 7
apartment , Milwaukee
This four-bedroom apartment is situated in the Bayview district of Milwaukee, just a short walk from the South Shore Park and its scenic lakefront. The property, which is spread across two floors, offers a spacious living area, two bathrooms, and modern amenities such as a Nespresso coffee maker, a natural gas fireplace, and a wet bar, making it ideal for families or groups of up to eight people.
This upper-floor flat is situated in the East Tosa neighbourhood, just a short walk from North Avenue and a short drive from downtown Milwaukee, Miller Park, and Froedtert Hospital. It has received excellent ratings for its cleanliness, location, and overall experience. The apartment has two bedrooms and one bathroom, accommodating up to seven guests. It offers a range of amenities, including a fully equipped kitchen, a comfortable living area with a TV, a private garden, and secure parking.
9.7 7 reviews
Milwaukee, WI
26/06 – 27/06
SG$936/nightfor 1 night
Westown Studio Near Fiserv+baird+theater District
1 2
apartment , Milwaukee
This studio flat is located in Milwaukee's Westown district, providing excellent walkability to key attractions such as the Fiserv Forum and Pabst Theater, all within a 300-metre radius. This studio offers Wi-Fi, air conditioning, a kitchen with a fridge, freezer, microwave oven and dishwasher, and accommodates up to three guests with a queen-sized bed and a full-sized air mattress.
Milwaukee, WI
24/06 – 28/06
SG$397/nighttotal: SG$1588 (4 )
2-bedroom Townhome In Charming South Milwaukee With Ac
2 4
apartment , South Milwaukee
This townhome is centrally located in South Milwaukee, offering lake access and proximity to the Harley-Davidson Museum, Wisconsin State Fair Park, Milwaukee County Zoo, Fiserv Forum, and American Family Field. This property accommodates up to four guests in two bedrooms with two bathrooms, featuring both a bathtub and a shower, and provides essential amenities including air conditioning and heating.
Milwaukee, WI
02/07 – 05/07
SG$563/nighttotal: SG$1689 (3 )
Workspace + Fireplace + Coffee Bar + Sleeps 12
1 10
apartment , Milwaukee
This four-bedroom flat in Milwaukee offers a quiet neighbourhood setting with convenient access to the city's attractions. This pet-friendly accommodation for up to 12 guests features a dedicated workspace, a fireplace, a fully equipped kitchen with a coffee bar, and shared laundry facilities, with free driveway parking for one vehicle.
9.9 60 reviews
Milwaukee, WI
01/08 – 03/08
SG$204/nighttotal: SG$408 (2 )
Pup-friendly Bay View Home
2 2
apartment , Milwaukee
This Bay View duplex in Milwaukee is conveniently located within a 6-14 km radius of major attractions including the Fiserv Forum, Harley-Davidson Museum, and Milwaukee Art Museum. The pet-friendly apartment offers one bathroom, sleeps four guests, features a well-equipped kitchen, free parking, and is close to public transport.
10 2 reviews
Milwaukee, WI
27/06 – 28/06
SG$1007/nightfor 1 night
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.
10 1 review
Milwaukee, WI
27/06 – 28/06
SG$712/nightfor 1 night
Pop Out Creative Space
1 8
apartment , Milwaukee
This apartment is conveniently located in a central Milwaukee neighbourhood, within easy walking distance of several major attractions. It consistently receives excellent ratings for its cleanliness, location, and overall guest experience. The apartment comfortably accommodates up to 16 guests and features a versatile layout that can be transformed for various events, from intimate gatherings to larger celebrations. Amenities include air conditioning, internet access, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.
10 1 review
Milwaukee, WI
01/07 – 31/07
SG$100/nighttotal: SG$3000 (30 )
Charming 2 Bedroom Lower In Older Neighborhood
1 1
apartment , Milwaukee
This Milwaukee apartment, a lower duplex flat, offers a peaceful residential setting; its precise location within the city is undisclosed, but it could be near established areas such as the East Side or Bay View, with proximity to the lakefront and various Milwaukee neighbourhoods depending on the exact address. The two-bedroom, one-bathroom flat sleeps four guests and features a spacious layout, a fully equipped kitchen, air conditioning, parking, internet access, and allows pets.
Best family friendly Milwaukee, WI holiday rentals
Among the 2239 accommodations in Milwaukee, WI, here are the 4 best family friendly rentals
9.4 333 reviews
Milwaukee, WI
23/07 – 25/07
SG$283/nighttotal: SG$566 (2 )
Budget Guest House #2. Private Parking & Backyard!
1 3
apartment , Milwaukee
This Milwaukee apartment, ideally located one block from Marquette University and a short walk (less than 0.8 km) from the Fiserv Forum and several museums, offers easy access to I-43/I-94 and public transport. The 160 sq m (approximately 173 sq ft) three-bedroom, one-bathroom flat sleeps four, featuring a fully equipped kitchen, Wi-Fi, a private garden area, and parking (subject to availability).
9.9 109 reviews
Milwaukee, WI
25/09 – 27/09
SG$553/nighttotal: SG$1106 (2 )
Rosie’s Eastside Garden Bungalow
1 6
apartment , Milwaukee
This charming 1920s bungalow on the East Side of Milwaukee is located just 8 kilometres from Fiserv Forum and directly across from the Oak Leaf Trail, offering easy access to scenic walking and biking paths. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The property offers a variety of living spaces, including a sun porch, back deck, and a front porch, accommodating up to 12 guests. This home features a full bathroom on the main floor, a half bath in the basement, and a wet bar for entertaining, as well as a kitchen with a fridge, freezer, microwave oven, and dishwasher.
9.7 357 reviews
Milwaukee, WI
06/09 – 11/09
SG$330/nighttotal: SG$1650 (5 )
725- Big 2 Bedroom/king Beds/corner Unit/ + Parking
2 2
apartment , Milwaukee
This two-bedroom apartment is conveniently located in the Westown neighbourhood, just a 15-minute walk from the Riverside Theater, Fiserv Forum and Marquette University, and within a mile of Lake Michigan and the Milwaukee Art Museum. The apartment has received excellent ratings for its location, cleanliness and overall experience. The apartment is ideal for families or groups of up to eight people. It comes with a fully equipped kitchen, a washing machine, a coffee/tea maker, a dishwasher and a TV. The apartment is within a 10-minute walk of two streetcar stops, providing easy access to other areas of Milwaukee, and guests can enjoy scenic walks, bike rides and waterfront activities at Lake Michigan.
10 93 reviews
Milwaukee, WI
16/10 – 18/10
SG$2171/nighttotal: SG$4342 (2 )
Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment
4 3
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.
Best Milwaukee, WI holiday rentals with parking
8.3 10 reviews
Milwaukee, WI
02/10 – 04/10
SG$1141/nighttotal: SG$2282 (2 )
Timeless Beautiful Milwaukee Home Walking Distance To Downtown
3 2
house , Milwaukee
This Milwaukee house, near the city centre, offers easy walking access to downtown Milwaukee's restaurants and shops, and is within 3.7km of Marquette University and 3.9km of the University of Wisconsin–Milwaukee. This three-bedroom property boasts 186 square metres of floor space, sleeps 23 guests, includes a fully equipped kitchen with dishwasher, free Wi-Fi, and in-unit laundry facilities.
9.8 73 reviews
Milwaukee, WI
23/07 – 27/07
SG$2039/nighttotal: SG$8156 (4 )
Brewers Hill Belle • 3 Br, 3 Bath & Balcony
4 10
apartment , Milwaukee
This Brewers Hill condo, less than 1.6km from Fiserv Forum and Martin Luther King Drive, offers excellent access to Milwaukee's attractions and is approximately 2.7km from Lake Michigan. The 204 square metre property features three bedrooms, a sofa bed, three bathrooms, a fully equipped kitchen, and a private balcony, comfortably accommodating families or groups.
8.7 25 reviews
Milwaukee, WI
17/07 – 20/07
SG$305/nighttotal: SG$915 (3 )
Downtown View Near Lake Michigan Plaza Black
1 2
apartment , Milwaukee
This one-bedroom Milwaukee apartment is conveniently located near Lake Michigan Plaza, within easy walking distance of the Eisner Museum and Modjeska Theatre, and a short drive (3.4 km) from Marquette University. The self-catering flat sleeps five, boasts free Wi-Fi and private parking, a fully equipped kitchen, air conditioning, and a flat-screen TV.
9.9 407 reviews
Milwaukee, WI
19/07 – 22/07
SG$201/nighttotal: SG$603 (3 )
Bay View Mke Hideaway - With Parking!
1 2
apartment , Milwaukee
This Bayview flat is conveniently located in Milwaukee, a short walk (under 1.6 km) from Summerfest and the East Side/Third Ward, and within 8 km of Milwaukee Mitchell International Airport. The self-contained one-bedroom apartment, sleeping two guests, boasts a fully equipped kitchen, private patio, Victorian clawfoot tub, and garage parking (though space may be limited); nearby attractions include restaurants, bars, and shops.
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 6 reviews
Milwaukee, WI
30/10 – 02/11
SG$359/nighttotal: SG$1077 (3 )
Gorgeous Space With Huge Porch.
2 3
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.
Milwaukee, WI
27/06 – 04/07
SG$312/nighttotal: SG$2184 (7 )
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.
9.3 129 reviews
Milwaukee, WI
12/11 – 16/11
SG$408/nighttotal: SG$1632 (4 )
Comfortable 3 Br Craftsman Bungalow In Milwaukee's Bay View Neighborhood
3 6
house , Milwaukee
This charming Craftsman-style house is situated in Milwaukee's Bay View neighbourhood, just a short drive from Marquette University and the University of Wisconsin-Milwaukee. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. This three-bedroom bungalow offers 102 square metres of comfortable living space. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, and free Wi-Fi.
Milwaukee, WI
05/07 – 08/07
SG$180/nighttotal: SG$540 (3 )
East Side 1br Near Brady St And Fiserv With Balcony | Sleeps 4
1 2
apartment , Milwaukee
This one-bedroom flat is situated in Downtown Milwaukee, within 200 metres of the Riverwalk and a short distance from Lake Michigan, placing you two blocks from cafes, breweries, and attractions like the Fiserv Forum and Harley-Davidson Museum. This accommodation offers space for up to three guests with a queen bed and sofa, featuring a private balcony, smart TV, high-speed Wi-Fi, in-unit laundry, and a laptop-friendly workspace, with street parking available and a 24-hour fitness centre on site.
Best Milwaukee, WI holiday rentals with air conditioning
9.6 83 reviews
Milwaukee, WI
06/09 – 11/09
SG$180/nighttotal: SG$900 (5 )
On Brady St. | Parking | Hihat Lounge Lofts | Ac
1 2
apartment , Milwaukee
This Brady Street flat is situated above the HiHat Lounge, a short 0.8-kilometre walk from Lake Michigan and within minutes of the Fiserv Forum and American Family Field. The recently refurbished two-bedroom, one-bathroom dwelling sleeps five guests and offers off-street parking, Wi-Fi, and a fully equipped kitchen including a dishwasher, plus convenient access to Milwaukee's public transport.
9.0 2 reviews
Milwaukee, WI
22/08 – 23/08
SG$426/nightfor 1 night
2-bedroom King Bed, Condo With Ac-heat In Downtown Walkable Milwaukee
2 4
apartment , Milwaukee
This two-bedroom flat is situated in Downtown Milwaukee, offering convenient access to Lake Michigan, the Harley-Davidson Museum, and entertainment venues like Fiserv Forum. This accommodation provides space for up to four guests with a king bed, a sofa bed, a fully equipped kitchen, a bathroom with a bath, and year-round comfort thanks to air conditioning and heating, with parking and a balcony also available.
9.9 61 reviews
Milwaukee, WI
25/07 – 26/07
SG$698/nightfor 1 night
Modern Vintage Vibe Condo
1 3
apartment , Milwaukee
This West Town apartment, situated directly opposite Pere Marquette Park and a short distance from the Deer District and Fiserv Forum in Milwaukee, Wisconsin, offers exceptional proximity to major attractions. The 186 square metre (2000 sq ft) second-floor condo boasts one bedroom, one bathroom, sleeps six guests, and includes a gourmet kitchen with Smeg appliances, a washer/dryer, WiFi, and parking.
9.9 68 reviews
Milwaukee, WI
07/08 – 09/08
SG$494/nighttotal: SG$988 (2 )
Newly Remodeled Kozy Apartment Near Downtown Area.
1 3
apartment , Milwaukee
This Milwaukee apartment, ideally located in Wauwatosa near Washington Heights, offers easy access to attractions such as the Fiserv Forum, MillerCoors brewery, the Harley-Davidson Museum, and the Mitchell Park Horticultural Conservatory (the Domes). The three-bedroom duplex sleeps six, featuring two queen and one double bed, a fully equipped kitchen, free on-site parking, and is conveniently situated for exploring Milwaukee's attractions and local amenities.
