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Milwaukee, WI vacation rentals
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Best Vacation rentals and Airbnb offers in Milwaukee, WI

Choose the Right Family-Friendly Vacation Rentals in Milwaukee, WI

These kid-friendly vacation rentals in Milwaukee, WI keep you close to top city attractions for a stress-free family vacation.

Family & Group-friendly Home In The Heart Of Bayview - Milwaukee, WI
10 367 reviews
Milwaukee, WI
11/12 – 11/16
$338/nighttotal: $1352 (4 )

Family & Group-friendly Home In The Heart Of Bayview

4 6
apartment , Milwaukee
The Bayview Guest Cottage is located in Milwaukee's Bayview neighborhood, just a short drive from downtown attractions and a quick bike ride to Lake Michigan. This cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is situated behind the main house, offering privacy and a shared yard. It comes with modern amenities like air conditioning, comfortable beds, and blackout curtains, making it perfect for a relaxing stay.
Chic Westown 1br Duplex With Patio Near Riverwalk - Milwaukee, WI
Milwaukee, WI
07/23 – 07/25
$417/nighttotal: $834 (2 )

Chic Westown 1br Duplex With Patio Near Riverwalk

1 2
apartment , Milwaukee
This chic Westown duplex offers a prime location near the RiverWalk, 3.7 miles from UW-Milwaukee and 3.9 miles from Miller Park.
This 800 square foot apartment features 1 bedroom, 1 bathroom, a fully equipped kitchen with a dishwasher and microwave, air conditioning, complimentary WiFi, and an outdoor seating area, accommodating up to 11 guests with full-day security and an elevator.
Rosie’s Eastside Garden Bungalow - Milwaukee, WI
9.9 109 reviews
Milwaukee, WI
09/25 – 09/27
$431/nighttotal: $862 (2 )

Rosie’s Eastside Garden Bungalow

1 6
apartment , Milwaukee
This charming 1920s bungalow is located on Milwaukee's East Side, just a short walk from the lakefront, restaurants, and nightlife on North Avenue and Brady Street. The apartment consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
This Milwaukee home offers four bedrooms and one bathroom, comfortably accommodating up to 12 guests. Enjoy modern amenities like central air conditioning, a full kitchen, a private garden, and access to a swimming pool.
Equipped For Large Groups-2 Homes- Prime Location - Milwaukee, WI
9.9 25 reviews
Milwaukee, WI
07/11 – 07/13
$995/nighttotal: $1990 (2 )

Equipped For Large Groups-2 Homes- Prime Location

1 7
apartment , Milwaukee
This Bay View, Milwaukee rental is ideally located near South Shore Park (5 minutes away), Summerfest (10 minutes away), and the Harley-Davidson Museum (10 minutes away), offering easy access to Milwaukee's top attractions.
This two-house property features seven bedrooms, four bathrooms, and can accommodate up to 14 guests, boasting fully equipped "Chef Ready" kitchens, a shared backyard with a fire pit, and pet-friendly amenities including highchairs and pack-and-plays available upon request.

Where to stay in Milwaukee?

Bay View

Located on the shores of Lake Michigan, Bay View is known for its historic Avalon Theater, built in 1929. It is also ideal for those who want to enjoy culture and fun since it is home to one of the oldest music festivals in the United States, the Bay View Bash.

East Town

East Town is the heart of Milwaukee. Here you'll find a unique blend of modern skyscrapers and historic buildings, along with a variety of trendy stores, art galleries and renowned restaurants. Within walking distance is the impressive Milwaukee Art Museum and the Pabst Mansion, a museum showcasing the origins of the famous Pabst brewery.

Walker’s Point

Walker's Point is a neighborhood known for its food scene and lively nightlife. Here you will find the Wisconsin LGBTQ+ History Museum and the Harley-Davidson Museum. Additionally, this neighborhood is just a few blocks from the Potawatomi Casino and Milwaukee Public Market.

Third Ward

Third Ward has successfully transformed itself from a former industrial district into a vibrant art and design center. The neighborhood is home to numerous art galleries, artists' studios and design stores, making it a popular destination for art and fashion lovers.

Historic Mitchell Street

Historic Mitchell Street is a commercial district located south of Walker's Point and near General Mitchell International Airport. Formerly one of the city's main commercial arteries, today it retains its historic charm with its period buildings and is known for its varied gastronomic offerings.

East Side

East Side is a university neighborhood located near Lake Michigan and the University of Wisconsin-Milwaukee. It also has the famous Milwaukee Art Museum, which is characterized by its characteristic "gull wing" that opens and closes as if they were real wings.

Best Milwaukee, WI vacation rentals with parking

Beautiful English Mansion, 1/4 Mile From Lake And Close To Arts & Entertainment - Milwaukee, WI
10 93 reviews
Milwaukee, WI
07/23 – 07/25
$1681/nighttotal: $3362 (2 )

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

4 2
apartment , Milwaukee
This stately red brick mansion is located in Milwaukee's Historic Water Tower neighborhood, just blocks from Lake Michigan and Lake Park, offering a blend of history and modern convenience. The manor house has received excellent user ratings and is perfect for families and groups.
The manor house is a spacious 7,840 square feet and can comfortably accommodate up to 20 guests. It features a fully equipped kitchen, a hot tub, a tennis court, and a private backyard, allowing for both indoor and outdoor entertainment.
Large 3-bedroom House With Outdoor Hot Tub! - Milwaukee, WI
10 5 reviews
Milwaukee, WI
07/11 – 07/13
$601/nighttotal: $1202 (2 )

Large 3-bedroom House With Outdoor Hot Tub!

3 7
apartment , Milwaukee
This Milwaukee vacation home is conveniently located near the Wisconsin State Fair Park, Milwaukee County Zoo, Fiserv Forum, and American Family Field, offering easy access to major attractions.
This three-bedroom, two-bathroom house comfortably sleeps seven guests and features amenities such as a hot tub, ample off-street parking, and provided toiletries; nearby attractions include the Harley-Davidson Museum and The Rave-Eagles Club.
Luxury Downtown Apt With Parking, Gym, And Lap Pool · Sleeps 4-5 - Milwaukee, WI
Milwaukee, WI
06/30 – 07/14
$267/nighttotal: $3738 (14 )

Luxury Downtown Apt With Parking, Gym, And Lap Pool · Sleeps 4-5

1 2
apartment , Milwaukee
This luxury downtown Milwaukee apartment is located 1.7 miles from Marquette University and 3.1 miles from the University of Wisconsin-Milwaukee, with Miller Park 4.6 miles away.
This 780 sq ft condo offers one bedroom, one bathroom, and can accommodate up to 7 guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, complimentary Wi-Fi, and access to an on-site gym and swimming pool.
Cozy, Cute, & Clean ! - Milwaukee, WI
9.9 22 reviews
Milwaukee, WI
07/17 – 07/20
$168/nighttotal: $504 (3 )

Cozy, Cute, & Clean !

1 2
apartment , Greenfield
This one-bedroom, one-bathroom suite in Greenfield offers convenient access, located 20 miles or less from Downtown Milwaukee, Lake Michigan, and major hospitals, with the Illinois border 40 miles away.
This furnished apartment, ideal for up to two guests, includes internet, air conditioning, parking, and an in-unit washer/dryer, with flexible rental rates starting at $80 per day.

Frequently Asked Questions about vacation rentals in Milwaukee, WI

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

    You'll want to check out the Milwaukee Art Museum, with its iconic Calatrava addition. The Harley-Davidson Museum is a must-see for motorcycle fans, and the Public Market is great for grabbing local eats.
  • 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 E6 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 popular choice, with its trendy shops and restaurants. Bay View is a great option for a more relaxed vibe, with its local breweries and cafes. For a more urban experience, consider the Walker's Point neighborhood.
  • 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 County Zoo is a great place to spend a day with the kids, and the Betty Brinn Children's Museum is perfect for younger children. The Discovery World science museum is another fun option for families.
  • 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?

    Summer is the most popular time to visit Milwaukee, so you'll want to book your vacation rental in advance, especially if you're traveling during the Summerfest music festival. You can often find deals on rentals during the shoulder seasons, spring and fall.
  • 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?

    Summerfest is a huge music festival that takes place every summer, and the Milwaukee Irish Fest is a popular event in August. The German Fest in July is also a big draw for visitors.
  • 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?

    Take a walk or bike ride along the Lakefront, visit the free museums like the Milwaukee Public Museum, or enjoy a picnic in one of the many parks. The Milwaukee RiverWalk is also a great place to stroll and enjoy the city's scenery.
  • What are the best restaurants with local dishes in Milwaukee, WI?

    For a taste of Wisconsin, try a classic cheese curd at one of the many local restaurants. Milwaukee is known for its German heritage, so you'll find plenty of places serving bratwurst and other German specialties. And don't forget to try some local craft beer.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a 120-mile paved trail that winds through the city and suburbs. You can also bike or walk along the Lakefront, or explore the many parks in the city.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Many of the parks and green spaces in Milwaukee are pet-friendly. You can also find pet-friendly restaurants and cafes throughout the city.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals can offer more space and privacy than a hotel, and they often come with amenities like kitchens and laundry facilities. You can also often find vacation rentals in more convenient locations, closer to the attractions you want to see.
  • What are the top sports attractions and facilities in Milwaukee, WI?

    Milwaukee is home to the Milwaukee Brewers baseball team, the Milwaukee Bucks basketball team, and the Fiserv Forum, a state-of-the-art sports and entertainment arena.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Milwaukee, WI

Start your morning right with a vacation rental in Milwaukee, WI featuring a private balcony and stunning views.

Spacious 4-bedroom House In Beautiful Milwaukee With Ac - Milwaukee, WI
Milwaukee, WI
07/16 – 07/19
$591/nighttotal: $1773 (3 )

Spacious 4-bedroom House In Beautiful Milwaukee With Ac

4 5
apartment , Milwaukee
This 4-bedroom house in Milwaukee is conveniently located within 1 mile of the Harley-Davidson Museum and Henry W. Maier Festival Park, and approximately 2 miles from the Milwaukee County Zoo.
This residence accommodates up to 8 guests with 4 bedrooms, 1 bathroom, and features air conditioning, a kitchen with a fridge, microwave, and dishwasher, as well as a terrace/balcony, garden, and parking.
Modern Walker's Point Studio With Gym And Balcony - Milwaukee, WI
Milwaukee, WI
06/24 – 06/26
$202/nighttotal: $404 (2 )

Modern Walker's Point Studio With Gym And Balcony

1 2
studio , Milwaukee
This Walker's Point apartment is located a 17-minute walk from the Eisner Museum and 0.9 miles from the Milwaukee Institute of Art and Design.
This 430 sq ft studio offers accommodation for up to 5 guests with a private balcony, air conditioning, a full kitchen, and on-site parking and fitness center.
Cozy Home Near All Milwaukee Attractions - Milwaukee, WI
9.5 25 reviews
Milwaukee, WI
10/30 – 11/02
$255/nighttotal: $765 (3 )

Cozy Home Near All Milwaukee Attractions

4 3
house , Milwaukee
Cozy Home is located in Milwaukee, just a short drive from Miller Park and Marquette University, offering convenient access to both sporting events and cultural experiences. This vacation rental has earned excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 4-bedroom house provides ample space for up to 19 guests, with a total floor area of 1190 square feet. Cozy Home features a fully equipped kitchen, a private terrace, a garden, and a jacuzzi, offering a range of amenities for relaxation and entertainment.
Great Upper Apartment - Milwaukee, WI
Milwaukee, WI
08/26 – 08/29
$399/nighttotal: $1197 (3 )

Great Upper Apartment

2 2
apartment , Milwaukee
This Milwaukee apartment rental is conveniently located within a 5–15 minute radius of several hospitals, offering easy access to public transportation, restaurants, and parks.
The 1500-square-foot, two-bedroom unit features a private, open-concept layout, a jacuzzi, and off-street parking, comfortably accommodating up to four guests and providing easy access to Brewers games, Bucks games, or Summerfest.

Neighborhoods and points of interest in Milwaukee, WI

Best Milwaukee, WI vacation rentals with air conditioning

Unique Creative Space In Great Mke Location! - Milwaukee, WI
9.4 74 reviews
Milwaukee, WI
07/23 – 07/25
$190/nighttotal: $380 (2 )

Unique Creative Space In Great Mke Location!

1 2
apartment , Milwaukee
This recently renovated Milwaukee apartment, located in the Walker's Point neighborhood, is 2.2 miles from Fiserv Forum and Summerfest, and 2.9 miles from the Milwaukee Art Museum.
The one-bedroom, one-bathroom unit sleeps two guests and features a modern kitchen, a peaceful reading loft, original pine wood details, and convenient street parking; nearby attractions include numerous restaurants and breweries.
Cozy Home - Milwaukee, WI
9.9 58 reviews
Milwaukee, WI
07/02 – 07/06
$254/nighttotal: $1016 (4 )

Cozy Home

1 2
apartment , Milwaukee
This Milwaukee apartment rental is conveniently located near St. Francis and St. Luke's Medical Centers, offering easy access to public transportation and nearby parks.
The two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and excellent guest ratings.
★Ace Location★rare Vintage Charm★2bd★quaint & Cozy - Milwaukee, WI
9.7 298 reviews
Milwaukee, WI
09/06 – 09/11
$117/nighttotal: $585 (5 )

★Ace Location★rare Vintage Charm★2bd★quaint & Cozy

1 2
apartment , Milwaukee
This two-bedroom Milwaukee apartment is conveniently located in a quiet neighborhood, just blocks from cafes, grocery stores, and bus lines, making it easy to explore the city. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has a sunroom for enjoying warm weather and features vintage decor. It comfortably sleeps four guests and comes equipped with amenities such as Wi-Fi, a Roku TV with streaming services, and a rollaway bed available upon request.
Private Apartment On The Lower Eastside - Milwaukee, WI
9.8 63 reviews
Milwaukee, WI
08/26 – 08/29
$200/nighttotal: $600 (3 )

Private Apartment On The Lower Eastside

1 2
apartment , Milwaukee
This Eastside Milwaukee rental is ideally located three blocks from Lake Michigan, two blocks from Brady Street, and one block from the Milwaukee Riverwalk, providing easy access to downtown and Fiserv Forum.
The one-bedroom, one-bathroom apartment sleeps three, features a full kitchen, private porch, shared backyard with gas grill, free Wi-Fi, laundry, and parking.
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