Vacation Rentals in Milwaukee, WI

2822 available vacation rental offers

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Milwaukee, WI vacation rentals
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2822 Vacation rentals and Airbnb in Milwaukee, WI

Best family friendly Milwaukee, WI vacation rentals

Among the 2822 accommodations in Milwaukee, WI, here are the 4 best family friendly rentals

Bay View Retreat - Milwaukee, WI
10 117 reviews

Bay View Retreat

apartment, Milwaukee
This Bay View flat, near the KK and Lincoln intersection in Milwaukee, Wisconsin, is a short distance (a couple of kilometres) from the city centre and within walking distance of local shops and restaurants.
The one-bedroom, one-bathroom apartment sleeps four guests and boasts a private sauna, updated kitchen and bathroom, a porch overlooking a shared patio (note: potential renovations spring/summer 2024), and street parking (nighttime parking rules provided); a washer/dryer is available on request.
Game Night Haven With Gas Fireplace - Milwaukee, WI
No reviews

Game Night Haven With Gas Fireplace

apartment, Oak Creek
This Oak Creek flat offers convenient access to Lake Michigan for boating, with Henry W. Maier Festival Park and Milwaukee County Zoo within easy reach, and American Family Field and Fiserv Forum just a short drive away.
This spacious 144 square metre flat accommodates up to 8 guests in 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, gas fireplace, complimentary Wi-Fi, and a provided baby crib, ideal for families.
Cbi Haven 1 & 2 - Milwaukee, WI
9.8 4 reviews

Cbi Haven 1 & 2

apartment, Milwaukee
CBI Haven 1 & 2 is a family-friendly apartment located in Milwaukee, situated 13.8 kilometres from Miller Park and 15.1 kilometres from Marquette University.
This apartment offers 114 square metres of space for up to 11 guests, featuring air conditioning, free WiFi, a shared kitchen, and on-site billiards, with complimentary toiletries provided in the private bathroom.
Vintage Bayview Heaven On The Park W/secret Lounge - Milwaukee, WI
10 15 reviews

Vintage Bayview Heaven On The Park W/secret Lounge

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 parking

La Quinta Inn By Wyndham Milwaukee Airport / Oak Creek - Milwaukee, WI
No reviews

La Quinta Inn By Wyndham Milwaukee Airport / Oak Creek

farm, Oak Creek
This farm, located east of I-94 exit #320 (Rawson Avenue) and a right turn on 13th Street, offers convenient access to Oak Creek, being just 10 kilometres from the Milwaukee County Zoo, Wisconsin State Fair Park, and Miller Park.
This agricultural property provides secure parking and requires government ID for check-in, making it an ideal base for exploring nearby entertainment venues like SummerFest and the Potawatomi Casino, whilst remaining close to urban amenities.
Eastside Escape -Downtown Brady St -Parking - Milwaukee, WI
9.7 7 reviews

Eastside Escape -Downtown Brady St -Parking

apartment, Milwaukee
This Milwaukee apartment is ideally located near Brady Street, Water Street, and Milwaukee's lakefront, offering easy access to downtown attractions.
The two-bedroom flat, sleeping five, boasts a private porch, off-street parking, and a fully equipped kitchen including a fridge; nearby, guests can enjoy restaurants, bars, and Lake Michigan's waterfront.
Historic Milwaukee Charm With Modern Renovations - Milwaukee, WI
10 6 reviews

Historic Milwaukee Charm With Modern Renovations

apartment, Milwaukee
This lower-level duplex is located in Milwaukee's Walker's Point district, approximately 1.6 kilometres from Summerfest, 2.4 kilometres from Fiserv Forum, and 4.8 kilometres from American Family Field, with easy access to numerous restaurants, breweries, and nightlife venues.
This 2-bedroom flat accommodates up to 6 guests and features air conditioning, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, private entrance, shared backyard access, and on-site hosts, with parking and internet provided.
4br Open Layout + Steps To Brady St + Sleeps 16 - Milwaukee, WI
9.9 117 reviews

4br Open Layout + Steps To Brady St + Sleeps 16

apartment, Milwaukee
This Brady Street house, in Milwaukee, Wisconsin, offers easy access to the area's restaurants, bars, and shops.
Sleeping up to 11 guests, this four-bedroom, two-bathroom property boasts a modern kitchen, a large open-plan living area with a 75" TV and surround sound, and parking; a garden is also available.

Frequently asked questions about holiday rentals in Milwaukee, WI

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

    For a first-timer, you can't miss the Milwaukee Art Museum, with its iconic Calatrava addition. A walk along the lakefront on the RiverWalk is a must, and the Harley-Davidson Museum is a great option for petrolheads.
  • What are the best Airbnb and vacation rentals in Milwaukee, WI?

    Flexhome Brewery District 2br Apt M8, Flexhome Skywalk To Fiserv 1br Apt U7 and Flexhome Brady District 1br Apt E4 are the most popular Airbnb and vacation rentals in Milwaukee, WI among travelers.

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

    The Historic Third Ward is a popular choice for vacation rentals, with its trendy shops, restaurants, and proximity to the lakefront. If you prefer a more residential feel, Bay View is a great option with its independent shops and cafes.
  • 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 fantastic day out for families, with over 2,000 animals from around the world. The Discovery World science museum is another great option, with interactive exhibits for all ages.
  • What are the best vacation rentals with a pool in Milwaukee, WI?

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

    The best time to book a vacation rental in Milwaukee is during the shoulder seasons, from April to May or September to October, when the weather is pleasant and the crowds are smaller.
  • What are the best rentals for families and kids in Milwaukee, WI?

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

    A walk or bike ride along the Lakefront is a free and enjoyable way to spend a day. The Milwaukee Public Museum has free admission on the first Thursday of every month.
  • 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 Milwaukee's culinary scene, head to the Milwaukee Public Market for local cheeses, sausages, and other delicacies. For a more formal dining experience, try Sanford Restaurant, known for its modern American cuisine.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a 120 km paved trail that winds through the city and suburbs, offering scenic views and access to parks and nature reserves. The RiverWalk is a great option for a shorter walk or bike ride along the Milwaukee River.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Yes, many parks and attractions in Milwaukee are pet-friendly, including the Milwaukee County Zoo, the Milwaukee Public Museum, and the RiverWalk. Check individual websites for specific policies.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals offer more space and privacy than hotels, making them a great choice for families or groups. They also often come with amenities like kitchens and laundry facilities, which can save you money.
  • What are the top sports attractions and facilities in Milwaukee, WI?

    Milwaukee is home to the Milwaukee Bucks basketball team, who play at the Fiserv Forum. The city also has a Minor League Baseball team, the Milwaukee Brewers, who play at American Family Field.

Popular destinations

Best Milwaukee, WI holiday rentals with a balcony

Third Ward Apt Near Summerfest With Gym And Balcony - Sleeps 4 - Milwaukee, WI
9.3 14 reviews

Third Ward Apt Near Summerfest With Gym And Balcony - Sleeps 4

apartment, Milwaukee
This Milwaukee apartment is situated in the Third Ward, 2.9km from Marquette University and 6.1km from the University of Wisconsin–Milwaukee, close to the Skylight Music Theatre and Milwaukee Institute of Art & Design.
The 60 square metre flat offers one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, private balcony, on-site fitness centre and billiards facilities.
The Brady Corner Suite - Near Fiserv With Balcony - Sleeps 4 - Milwaukee, WI
9.7 4 reviews

The Brady Corner Suite - Near Fiserv With Balcony - Sleeps 4

apartment, Milwaukee
This one-bedroom flat is located in Milwaukee's downtown district, offering city views from its private balcony and convenient access to the Fiserv Forum, Grohmann Museum, Milwaukee Symphony Orchestra, and Marcus Centre, situated 3.9 kilometres from Marquette University and 4.2 kilometres from the University of Wisconsin-Milwaukee.
The 45 square metre accommodation sleeps up to four guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, complimentary high-speed WiFi, a fitness centre, and table tennis for entertainment, with check-out at 11:00 AM.
East Side Studio Apt - Near Brady St And Fiserv With Balcony - Milwaukee, WI
9.2 9 reviews

East Side Studio Apt - Near Brady St And Fiserv With Balcony

studio, Milwaukee
This East Side studio apartment in Milwaukee is conveniently situated near Brady Street and the Fiserv Forum, offering easy access to Marquette University (3.9 kilometres) and UW-Milwaukee (4.2 kilometres).
This 40 square metre studio sleeps up to four guests and features a private balcony, on-site fitness centre, free Wi-Fi, a fully equipped kitchen with a dishwasher, and table tennis, with elevator access for convenience.
Eclectic Stylish And Cozy Milwaukee Unit - Milwaukee, WI
No reviews

Eclectic Stylish And Cozy Milwaukee Unit

house, Milwaukee
House. You will stay in Milwaukee.
Facilities and services include a dish washer, a washing machine and a terrace. Take advantage of the Free Parking with this accommodation.

Best Milwaukee, WI holiday rentals with air conditioning

Lovely And Cozy 1 Bedroom Private Apartment - Milwaukee, WI
9.2 144 reviews

Lovely And Cozy 1 Bedroom Private Apartment

apartment, West Milwaukee
This one-bedroom flat is conveniently located in West Milwaukee, just a short distance from the city's main attractions. It has received excellent ratings for its cleanliness, location, and overall experience.
The flat is ideal for two guests and offers a dedicated workspace with WiFi and power outlets, perfect for remote working. It also features a comfortable chair, a relaxing atmosphere, and a garden, making it a great choice for those seeking a peaceful retreat.
Luxe Downtown Apt W/ Parking, Gym, Pool · Sleeps 5 - Milwaukee, WI
9.8 55 reviews

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

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.
Cream City Industrial Loft Near Fiserv With Parking - Suite 4 - Sleeps 8 - Milwaukee, WI
9.0 6 reviews

Cream City Industrial Loft Near Fiserv With Parking - Suite 4 - Sleeps 8

apartment, Milwaukee
This industrial loft apartment is located in Milwaukee, 10.9 kilometres from the airport and a short distance from the Fiserv Forum, Marquette University, and the Milwaukee Public Museum.
This 68 square metre flat offers two bedrooms, one bathroom, a kitchen with a fridge and microwave, air conditioning, complimentary WiFi, and on-site parking and a fitness centre.
Downtown Luxe 2br Loft Apt - Prime Location - Sleeps 10 - Milwaukee, WI
No reviews

Downtown Luxe 2br Loft Apt - Prime Location - Sleeps 10

apartment, Milwaukee
This two-bedroom flat is located in downtown Milwaukee, less than 1 kilometre from the Milwaukee Art Museum and 1.9 kilometres from Marquette University.
This city apartment offers 93 square metres of living space, accommodating up to 19 guests with two bathrooms, a fully equipped kitchen, air conditioning, and WiFi, with parking available and a check-out time of 11:00 AM.
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