Compare Vacation Rentals & Airbnb in Milwaukee, WI

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Milwaukee, WI vacation rentals
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2822 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

Cottage Near Mt. Mary College - Milwaukee, WI
10 23 reviews

Cottage Near Mt. Mary College

cottage, Milwaukee
This charming cottage is situated in Wauwatosa, just 3 kilometres from Mayfair Mall and The Mayfair Collection, offering easy access to shopping and dining. The cottage is a comfortable 3-bedroom home with 1 bathroom and a floor area of 181 square metres, accommodating up to 6 guests.
The cottage is equipped with a fully fitted kitchen, air conditioning, Wi-Fi, a smart TV, a washing machine and dryer, a garden, and parking. The cottage is ideal for families or groups of friends looking for a relaxing and comfortable stay.
Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment - Milwaukee, WI
10 101 reviews

Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment

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.
Mcw/froedtert | King Bed | Quiet Stay | Wifi | Pkg - Milwaukee, WI
9.7 409 reviews

Mcw/froedtert | King Bed | Quiet Stay | Wifi | Pkg

apartment, Wauwatosa
This apartment is conveniently located in Wauwatosa, a suburb of Milwaukee, within a 15-minute walk of the Milwaukee County Zoo and Children's Hospital of Wisconsin, offering a peaceful retreat from the city centre. It has received excellent ratings for user experience, location, and cleanliness.
This comfortable flat features one bathroom and a fully equipped kitchen with a fridge, freezer, microwave, and oven, allowing you to prepare your own meals. It also boasts free Wi-Fi, a Smart TV, a washing machine, a sofa bed, and a fitness centre, as well as parking and an elevator for your convenience.
Spotless, Walkable- Downtown, Fiserv Forum - Milwaukee, WI
10 102 reviews

Spotless, Walkable- Downtown, Fiserv Forum

apartment, Milwaukee
This Brewers Hill flat is ideally located near Milwaukee's Fiserv Forum and Milwaukee School of Engineering (MSOE), within easy walking distance of Lakefront Brewery and numerous restaurants.
The two-bedroom, two-bathroom apartment sleeps four, boasting a king and queen bed, in-unit laundry, a smart TV, and access to a shared patio with a gas grill; three free overnight parking permits are provided, with affordable weekly/monthly options available.

Best Milwaukee, WI vacation rentals with parking

Comfortable 3 Br Craftsman Bungalow In Milwaukee's Bay View Neighborhood - Milwaukee, WI
9.3 132 reviews

Comfortable 3 Br Craftsman Bungalow In Milwaukee's Bay View Neighborhood

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.
Charming 1 Bd Upper Level In Great Location! - Milwaukee, WI
9.8 149 reviews

Charming 1 Bd Upper Level In Great Location!

apartment, Milwaukee
This Milwaukee apartment rental is situated in the Walker's Point district, a historic area conveniently located 3.5 km from the Fiserv Forum and 4.7 km from the Milwaukee Art Museum.
The one-bedroom flat, sleeping two, features a restored 1800s duplex design with exposed brick, a clawfoot bath, open-plan living space, and a fully equipped kitchen including a dishwasher; free street parking is available, and numerous restaurants and breweries are within walking distance.
Bright Studio Apt With Rooftop, Gym, And Parking - Milwaukee, WI
9.7 56 reviews

Bright Studio Apt With Rooftop, Gym, And Parking

apartment, Milwaukee
This Milwaukee apartment in the Deer District offers direct skywalk access to Fiserv Forum and is a short 8 km drive from Downtown, the Third Ward, and Marquette University.
The one-bedroom, one-bathroom flat sleeps three guests and includes in-unit laundry, a private balcony, free secured parking, and access to a shared fitness centre and rooftop patio; enjoy a smart TV with AirPlay and a dedicated workspace.
The Hadley House - Milwaukee, WI
9.8 67 reviews

The Hadley House

apartment, Milwaukee
The Hadley House offers comfortable accommodation near Milwaukee Regional Medical Centre, ideal for medical visitors or those needing easy access to healthcare facilities.
This two-bedroom, one-bathroom property sleeps four guests and includes a well-equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and internet access.

Frequently Asked Questions about vacation rentals in Milwaukee, WI

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

    You have to visit the Milwaukee Art Museum, it's a real architectural gem and has a great collection of art. The Harley-Davidson Museum is also a must-see for any motorbike enthusiast. If you're looking for a bit of nature, head to the Milwaukee County Zoo, it's a great place to spend a few hours.
  • What are the best Airbnb and vacation rentals in Milwaukee, WI?

    Flexhome Brewery District 1br Apt M9, Flexhome Skywalk To Fiserv 1br Apt U6 and Flexhome Brady District 1br Apt E4 are the most popular Airbnb and vacation rentals in Milwaukee, WI among travelers.

  • What types of vacation rentals are available in Milwaukee?

    When you are visiting Milwaukee you want to look for the best accommodations that can help you stay in the city. Choosing vacation rentals can provide you with the best options and experiences. There are different types of vacation rentals when you look for one including apartments, condos, townhouses and even homes. Hence, you can choose from a variety of rental options you can find. If you are travelling solo or with your partner you can choose single-bedroom studio apartments and condos. You can choose entire homes and properties when you are with your loved ones and family in Milwaukee.
  • Which neighborhood in Milwaukee, WI should you consider for a vacation rental?

    The Historic Third Ward is a really popular choice, it's right on the Milwaukee River and has lots of shops, restaurants, and galleries. Bay View is a great option too, it's a bit more laid-back and has a vibrant arts scene. For a more residential feel, consider Shorewood, it's a lovely area with tree-lined streets and close to Lake Michigan.
  • What are the most popular Airbnbs in Milwaukee, WI?

  • What are the unmissable activities to do in Milwaukee?

    1. Have a Fun Day at Milwaukee County Zoo - With more than 2000 creatures and animals to explore visiting Milwaukee County Zoo is an experience you shouldn't miss.
    2. Explore Milwaukee Public Market - You can know a lot about the place from its market and therefore you should explore the Milwaukee Public Market where you can find local vendors selling all kinds of local food under one roof. You can pick up some local cheese and spices and baked goods from here.
    3. Walk the Milwaukee Riverwalk District - When you are in Milwaukee you need to explore the Riverwalk District where you can find plenty of nice cafes and restaurants where you can enjoy some brunch and admire the urban landscape of the city.
  • What are the top family-friendly attractions in Milwaukee, WI?

    The Milwaukee Public Museum is a classic, it's got everything from dinosaurs to Egyptian mummies. The Betty Brinn Children's Museum is also a great choice, it's designed for kids to learn through play. The Discovery World is another great option, it's a science and technology museum with interactive exhibits.
  • What are the best vacation rentals with a pool in Milwaukee, WI?

  • Where is the best place to stay in Milwaukee?

    If you are looking for the best place to stay in Milwaukee it has to be the Downtown area. This is where the majority of the action happens and therefore you want to stay here especially if you are visiting the city for the first time. This little portion of the city scores high because most of the area is good to cover on foot. You can walk through most of the local attractions and visit various galleries, parks and beaches. Also, you can find plenty of restaurants and bars and breweries here to help you with the best food and drinks. Being the city centre you can also find plenty of hotels and rental apartments here to help you with accommodation.
  • When is the best time to book a vacation rental in Milwaukee, WI?

    It really depends on what you're looking for. If you want to catch the Summerfest, you'll need to book early, as it's the biggest music festival in the US. But if you're looking for a quieter time, spring or autumn are great, with pleasant weather and fewer crowds.
  • What are the best rentals for families and kids in Milwaukee, WI?

  • What are popular theme parks near Milwaukee?

    1. Sky Trail Milwaukee Adventure Zone - If you are looking for adventure for kids you can take them to Sky Trail Milwaukee Adventure Zone. This is where kids can try various aerial adventure activities and have fun for the day. The place can also provide kids with more games and activities to ensure hours of fun.
    2. Urban Air Trampoline and Adventure Park - Located in Waukesha, Urban Air Trampoline and Adventure Park is a great space where kids can have fun on trampolines and do more bouncing activities. Adults as well can enjoy bouncing activities on these trampolines.
  • What events or festivals should visitors check out in and around Milwaukee, WI?

    The Summerfest is a must-see, it's an 11-day music festival with over 800 acts. The Milwaukee Irish Fest is another popular event, with music, dance, and food. And if you're into craft beer, the Great Lakes Brewfest is a great way to sample some local brews.
  • What are the best rentals or Airbnbs with a jacuzzi in Milwaukee, WI?

  • What are the best events in Milwaukee?

    1. Wisconsin State Fair - When you are in Wisconsin you have to attend the Wisconsin State Fair which takes place in Milwaukee. This family-friendly event is where you can enjoy delicious local food, free performances, thrilling rides, games and local vendors and a classic fair experience.
    2. Summerfest - If you are a music enthusiast Summerfest in Milwaukee is a must-visit event. This is the largest music festival with some of the top artists like Miley Cyrus, Guns n' Roses and many others participating. You can experience Summerfest with some delicious food, drinks, games and plenty of fun.
    3. Milwaukee BrewFest - It is hard to miss out on this annual festival which celebrates beer at its core. With plenty of breweries and food trucks assembling at the venue, you can have the best beers and food combined with some live entertainment.
  • What are the best budget-friendly activities in Milwaukee, WI?

    A walk along the Lakefront is a great way to spend a sunny afternoon, and it's completely free. The Milwaukee Public Market is another good option, with a variety of food stalls and shops. And if you're looking for a bit of culture, the Milwaukee Art Museum offers free admission on Tuesdays.
  • What are the best restaurants with local dishes in Milwaukee, WI?

    For a taste of Wisconsin, head to Sobelman's, they're famous for their burgers and cheese curds. Milwaukee Brat House is another classic, serving up all sorts of bratwurst dishes. And if you're looking for something a bit fancier, Sanford is a fine dining restaurant with a focus on local ingredients.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a great option for both walking and cycling, it's a 120 km paved trail that runs along the lakefront and through parks. The Hank Aaron State Trail is another good choice, it's a 10 km paved trail that follows the Milwaukee River.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Yes, there are plenty of pet-friendly attractions in Milwaukee. The Milwaukee County Zoo is dog-friendly, as long as they're on a leash. You can also take your dog for a walk along the Oak Leaf Trail, or visit the Milwaukee Public Market, which has a few pet-friendly vendors.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals offer more space and privacy than a hotel room. They're also often more affordable, especially if you're travelling with a group. And many vacation rentals come with amenities that you wouldn't find in a hotel, like a kitchen or laundry facilities.
  • What are the top sports attractions and facilities in Milwaukee, WI?

    Milwaukee is a big sports town. The Milwaukee Bucks play basketball at the Fiserv Forum, the Milwaukee Brewers play baseball at American Family Field, and the Milwaukee Admirals play hockey at the UW-Milwaukee Panther Arena.

Popular destinations

Best Milwaukee, WI vacation rentals with a balcony

Eclectic, Stylish, And Cozy Milwaukee Unit! - Milwaukee, WI
9.6 46 reviews

Eclectic, Stylish, And Cozy Milwaukee Unit!

apartment, Milwaukee
This spacious Milwaukee city centre apartment is ideally located near the Harley-Davidson Museum, Fiserv Forum, and the Milwaukee Art Museum, offering easy access to downtown attractions.
The 210 square metre dwelling boasts four bedrooms, three bathrooms, sleeping up to sixteen guests, and features an attached garage for four cars, a theatre room with an 85" Smart TV and retro games, and a terrace.
70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Milwaukee, WI
No reviews

70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Greenfield
Vacation rental for up to 2 guests. This accommodation is located in Greenfield.
Facilities and services include air conditioning, a kitchen and a fridge. Take advantage of the terrace in this apartment in Greenfield.
Charming Walker's Point Apt With Balcony | Sleeps 4 - Milwaukee, WI
9.3 6 reviews

Charming Walker's Point Apt With Balcony | Sleeps 4

apartment, Milwaukee
This Milwaukee flat is situated in Walkers Point, 1.8 kilometres from the Harley-Davidson Museum and within easy reach of Marquette University and the University of Wisconsin-Milwaukee.
This 56 square metre residence offers accommodation for up to five guests, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary Wi-Fi, and a private balcony.
Bay View Designer 1br - Best Location With Balcony, Gym, And Terrace - Sleeps 4 - Milwaukee, WI
9.0 3 reviews

Bay View Designer 1br - Best Location With Balcony, Gym, And Terrace - Sleeps 4

apartment, Milwaukee
This Bay View flat is situated 2.25 kilometres from the Modjeska Theatre and 5 kilometres from Milwaukee Mitchell International Airport, with Marquette University 5.63 kilometres away.
This 63 square metre flat offers one bedroom, one bathroom, and accommodation for up to seven guests, featuring a private balcony, on-site fitness centre, complimentary WiFi, a fully equipped kitchen with a dishwasher, and table tennis.

Best Milwaukee, WI vacation rentals with air conditioning

Amfam Field/fiserv/rave 5-9min - Milwaukee, WI
8.3 7 reviews

Amfam Field/fiserv/rave 5-9min

bungalow, Milwaukee
This Milwaukee bungalow, situated in the Martin Drive neighbourhood, offers easy access to Washington Park, Miller Valley breweries, and is less than 1.6km from downtown Milwaukee, American Family Field, and Fiserv Forum.
The two-bedroom, one-bathroom house sleeps four, features a kitchen with freezer and microwave, air conditioning, garden, parking, and excellent guest reviews, making it ideal for exploring Milwaukee's attractions.
Lyon's Lair - Milwaukee, WI
9.8 50 reviews

Lyon's Lair

apartment, Milwaukee
This Milwaukee apartment is situated in the Brady Street neighbourhood, less than 1.6km from Lake Michigan and approximately 1.6km from Fiserv Forum.
The one-bedroom flat sleeps six guests across two queen beds, a twin sofa bed in the den, and a twin sofa bed in the living room, offering a fully equipped kitchen and parking.
Fabulous 1-bedroom With Elevator, Fitness, Onsite...wifi... In Vibrant Milwaukee - Milwaukee, WI
No reviews

Fabulous 1-bedroom With Elevator, Fitness, Onsite...wifi... In Vibrant Milwaukee

apartment, Milwaukee
This downtown Milwaukee flat is situated in the central business district, within easy walking distance of attractions such as the Fiserv Forum and American Family Field.
The one-bedroom apartment, sleeping two guests, boasts stunning Lake Michigan views, a fully equipped kitchen with a dishwasher and microwave, and access to a fitness centre and beauty salon within the historic Knickerbocker building; a multi-month stay discount offers a £80 monthly credit for bookings of five months or more.
Brew City Bliss - Milwaukee, WI
9.2 13 reviews

Brew City Bliss

apartment, Milwaukee
This newly decorated three-bedroom dwelling is located in Milwaukee's Enderis Park district, a 5-minute drive from the Village of Wauwatosa and a 15-minute drive from Downtown Milwaukee.
This property accommodates eight guests and features a fun basement entertainment area with a pool table and air hockey, a fenced garden with a fire pit and grill, and is a short drive to over 30 restaurants, bars, and coffee shops.
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