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

Westown 2br Retreat 10 Min To Fiserv Forum - Milwaukee, WI
No reviews

Westown 2br Retreat 10 Min To Fiserv Forum

apartment, Milwaukee
This Westown, Milwaukee flat is located 8.9 kilometres from Milwaukee Mitchell International Airport and a 10-minute drive from Fiserv Forum, with the Milwaukee Art Museum and Milwaukee Public Museum nearby.
This family-friendly flat offers 112 square metres of living space with two bedrooms, two bathrooms, and a sofa bed, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, and free WiFi, accommodating up to 15 guests.
Stunning Vintage/modern! Brady St! Tons Of Extras - Milwaukee, WI
9.7 368 reviews

Stunning Vintage/modern! Brady St! Tons Of Extras

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.
Rare East Side-2 Min Walk To Uwm-garage-lake Mich - Milwaukee, WI
10 4 reviews

Rare East Side-2 Min Walk To Uwm-garage-lake Mich

apartment, Milwaukee
This three-bedroom, one-bathroom apartment in Milwaukee's Upper East Side is situated within walking distance of the University of Wisconsin–Milwaukee and 3.2 kilometres from downtown Milwaukee, Fiserv Forum, and other city landmarks, residing in a century-old Prairie-style house.
The self-catering flat offers guests a large porch, expansive dining room, recently updated bathroom, and sleeps up to six people, with convenient access to Lake Michigan, numerous parks, and various outdoor activities including kayaking and cycling trails.
Downtown 2br Stay 4 Min To Milwaukee Public Market - Milwaukee, WI
No reviews

Downtown 2br Stay 4 Min To Milwaukee Public Market

apartment, Milwaukee
This downtown Milwaukee flat offers a prime location, a 5-minute walk to the Marcus Centre and 700 metres from the Milwaukee Theatre, placing you just 4 minutes from the Milwaukee Public Market and close to Marquette University and the Pabst Theater.
This family-friendly apartment spans 112 square metres, featuring two bedrooms, two bathrooms, and a capacity for eleven guests, with amenities including air conditioning, free Wi-Fi, a fully equipped kitchen, and building security.

Best Milwaukee, WI vacation rentals with parking

Hilltop House - Loft 
(D) 2nd Floor W/ Balcony - Milwaukee, WI
9.6 64 reviews

Hilltop House - Loft (D) 2nd Floor W/ Balcony

apartment, Milwaukee
This Milwaukee apartment, ideally located near Milwaukee's restaurants and shops, offers a convenient base for exploring the city; precise neighbourhood details are unavailable, but its proximity to attractions suggests easy access to various points of interest.
The two-bedroom, one-bathroom flat, sleeping up to four guests, features a fridge, air conditioning, parking, and excellent internet access; updated in 2024, this 1927-built property blends historical character with modern amenities.
Newly Remodeled Kozy Apartment Near Downtown Area. - Milwaukee, WI
9.9 69 reviews

Newly Remodeled Kozy Apartment Near Downtown Area.

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.
Eko Stays | Modern Luxe Near Brady & Downtown Mke - Milwaukee, WI
No reviews

Eko Stays | Modern Luxe Near Brady & Downtown Mke

apartment, Milwaukee
This EKO Stays flat is located next to Milwaukee's most iconic street, providing direct access to the city centre, just 500 meters from the Milwaukee Art Museum.
This two-bedroom flat sleeps up to five guests and features a private rooftop deck with city views, air conditioning, and Wi-Fi, making it ideal for business travellers or weekend getaways.
Charming Walker's Point Apt W/ Balcony | Sleeps 4 - Milwaukee, WI
9.0 4 reviews

Charming Walker's Point Apt W/ Balcony | Sleeps 4

apartment, Milwaukee
This Walker's Point flat offers excellent access to Milwaukee's dining, shopping, and event spaces, being a 5-kilometre drive from the historic Third Ward and a 15-kilometre drive from General Mitchell International Airport.
This well-appointed flat accommodates four guests and features an open-plan living area with a workspace, a private balcony, in-unit laundry, a fully equipped kitchen with a Keurig coffee maker, and access to a 24-hour fitness centre, with flexible parking options available.

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 Home! - Milwaukee, WI
9.8 14 reviews

Eclectic, Stylish, And Cozy Milwaukee Home!

apartment, Milwaukee
This Milwaukee vacation home, near the city centre, offers easy access to attractions such as the Harley-Davidson Museum and Fiserv Forum, and is approximately 1.6km from Lake Michigan.
This spacious two-unit property boasts 314 square metres of floor area, sleeps up to 16 guests, includes six bedrooms, five bathrooms, a private garage for four cars, and features a dedicated theatre room with an 85-inch Smart TV, NES, and arcade games.
Upscale Apartment Near Lake Michigan · Sleeps 6-7 - Milwaukee, WI
No reviews

Upscale Apartment Near Lake Michigan · Sleeps 6-7

apartment, Milwaukee
This flat offers a prime Downtown Milwaukee location, a 3-kilometre walk to the lakefront and Milwaukee Art Museum, and is a short 5-minute drive to Fiserv Forum and the Brewery District.
This 105 square metre dwelling accommodates up to 7 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, in-unit laundry, and access to building amenities including a fitness centre and outdoor terrace.
Deer District Studio - One Block To Fiserv And Baird - Milwaukee, WI
No reviews

Deer District Studio - One Block To Fiserv And Baird

studio, Milwaukee
This studio apartment is located in Milwaukee's Deer District, just one block from Fiserv Forum and the Baird Center, with the Marcus Center a 4-minute walk away.
This 44 square metre apartment accommodates up to four guests and features air conditioning, a fully equipped kitchen with a dishwasher, and a terrace, with fitness centre and parking also available.
Downtown-2 King Beds-hot Tub-double Shower-parking - Milwaukee, WI
No reviews

Downtown-2 King Beds-hot Tub-double Shower-parking

apartment, Milwaukee
This newly renovated three-bedroom flat is situated in Milwaukee's historic Brewers Hill, offering convenient access to downtown attractions with Fiserv Forum just 1.6 kilometres away.
This spacious 160 square metre dwelling accommodates up to 14 guests, featuring three bathrooms, a fully equipped kitchen, a large living room with an 86-inch smart television, and a private drive with ample parking.

Best Milwaukee, WI vacation rentals with air conditioning

East Side Luxury Studio R3 - Brady+fiserv+balcony - Milwaukee, WI
10 10 reviews

East Side Luxury Studio R3 - Brady+fiserv+balcony

apartment, Milwaukee
This flat is situated in a central district of Milwaukee, just 320 metres from the Riverwalk and close to numerous cafes, breweries, restaurants, bars, and a grocery store.
This studio apartment accommodates up to three guests and features a queen-size Murphy bed, in-unit laundry, a private balcony, high-speed WiFi, a laptop-friendly workspace, and access to a 24-hour fitness centre.
Westown Studio Apt Near Fiserv, Baird, And Theater District · Sleeps 4 - Milwaukee, WI
9.0 4 reviews

Westown Studio Apt Near Fiserv, Baird, And Theater District · Sleeps 4

studio, Milwaukee
This Westown studio apartment is ideally located in Milwaukee, a short walk from the Marcus Center for the Performing Arts and close to the Fiserv Forum.
The 65 square metre self-catering apartment sleeps five, featuring a fully equipped kitchen with dishwasher, in-unit laundry, and free Wi-Fi; nearby attractions include the Riverside Theater and Pabst Theater.
Free Parking 1 Br Near Downtown & Brady St - Milwaukee, WI
9.6 425 reviews

Free Parking 1 Br Near Downtown & Brady St

apartment, Milwaukee
This one-bedroom flat is situated in Milwaukee's Lower East Side, within easy walking distance of Veterans Park, Brady Street, and a variety of restaurants. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The flat can accommodate up to three guests and features a well-equipped kitchen with a fridge, freezer, and microwave oven. Guests can enjoy free parking on-site, complimentary Disney+ streaming, and a window air conditioning unit for those hot summer days.
Sunlit Third Ward Apt | Gym & Balcony | Sleeps 4 - Milwaukee, WI
9.6 27 reviews

Sunlit Third Ward Apt | Gym & Balcony | Sleeps 4

apartment, Milwaukee
This one-bedroom flat in Milwaukee's Third Ward is situated just 160 metres from the Summerfest grounds and within 300 metres of the Third Ward shopping district, Riverwalk, and numerous dining and entertainment venues.
Guests can enjoy a private balcony, in-unit laundry, a dedicated workspace with high-speed WiFi, and access to a community room with shuffleboard, a pool table, and bags (cornhole), accommodating up to three people with a queen bed and a sofa.
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