Compare best Airbnb in Milwaukee, WI from 100+ providers!

2822 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Milwaukee, WI vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Milwaukee, WI

Find Vacation Rentals in Downtown of Milwaukee, WI

Stay in downtown Milwaukee, WI to keep top attractions within walking distance. Browse our central vacation rentals and find your perfect base.

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
Flexhome Westown Studio offers a central Milwaukee location in the Westown district, steps from the Marcus Center for the Performing Arts and near Fiserv Forum, with easy access to other attractions like Miller Park (4.4 miles) and Milwaukee Mitchell International Airport (6.8 miles).
This 700-square-foot apartment features one bedroom, one bathroom, and can comfortably accommodate up to five guests, boasting a fully equipped kitchen with a dishwasher, in-unit laundry, and free Wi-Fi.
Upscale Apartment Near Lake Michigan · Sleeps 6-7 - Milwaukee, WI
9.4 61 reviews

Upscale Apartment Near Lake Michigan · Sleeps 6-7

apartment, Milwaukee
This Milwaukee East Side rental is conveniently located near Lake Michigan, the Milwaukee Art Museum, and downtown, offering easy access to Fiserv Forum and the Brewery District.
The two-bedroom, two-bathroom apartment sleeps five, features a balcony, in-unit laundry, and a fully equipped kitchen, plus access to a fitness center and outdoor terrace.
Luxury Downtown Apt With Parking, Gym, And Lap Pool · Sleeps 4-5 - Milwaukee, WI
9.5 4 reviews

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

apartment, Milwaukee
This luxury downtown Milwaukee apartment is located 1.7 miles from Marquette University and within 5 miles of the University of Wisconsin-Milwaukee and Miller Park, offering prime access to Pabst Theater, Marcus Center, and Riverside Theater.
This 780 square foot unit accommodates up to 7 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, complimentary Wi-Fi, an indoor swimming pool, and a fitness center.
Spacious 2 Bedroom Apartment On Brady St! - Milwaukee, WI
9.2 155 reviews

Spacious 2 Bedroom Apartment On Brady St!

apartment, Milwaukee
This 2-bedroom apartment is located in the heart of Milwaukee, surrounded by restaurants, bars, and coffee shops. It has excellent location and cleanliness ratings.
The apartment has a full kitchen, a private bathroom, and a living room with vintage arcade games and a foosball table. It can accommodate up to 7 guests, with two couches that fold into beds, a bunkbed with two full-size mattresses, and a twin-size air mattress.

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 air conditioning

Landing | Chic 1bd, Clubhouse, Gym - Milwaukee, WI
No reviews

Landing | Chic 1bd, Clubhouse, Gym

apartment, Wauwatosa
This furnished apartment is located in Wauwatosa, a Milwaukee neighborhood, offering proximity to Lake Michigan, The Rave-Eagles Club, and the Harley-Davidson Museum.
This 840 sq ft, 1-bedroom, 1-bathroom unit accommodates 2 guests and features in-unit laundry, a dedicated workspace, a 24-hour fitness center, a pet spa, and EV charging stations.
Walker's Point Studio With Gym And Balcony - Milwaukee, WI
No reviews

Walker's Point Studio With Gym And Balcony

studio, Milwaukee
Book this vacation rental. Your accommodation will be based in Milwaukee.
Services and facilities include air conditioning, an iron and a kitchen. Enjoy a gym in this apartment in Milwaukee!
Deer District Studio Apt - One Block From Fiserv And Baird - Milwaukee, WI
No reviews

Deer District Studio Apt - One Block From Fiserv And Baird

studio, Milwaukee
This studio apartment is located in Milwaukee's Deer District, a short walk from Fiserv Forum and U.S. Cellular Arena, and within one mile of Marquette University.
This 470-square-foot unit accommodates up to 5 guests and features a full kitchen with a dishwasher and microwave, air conditioning, and complimentary Wi-Fi.
Walk To Kinnickinnic Ave! Newly Updated Abode - Milwaukee, WI
10 1 review

Walk To Kinnickinnic Ave! Newly Updated Abode

house, Milwaukee
This newly updated vacation home is situated in Milwaukee, a short walk from Kinnickinnic Avenue, and offers convenient access to the University of Wisconsin-Milwaukee (6.5 miles) and Miller Park (6.6 miles).
This 1460 square foot, air-conditioned house features 3 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and coffee machine, a fireplace, and accommodates up to 15 guests with free WiFi and parking.

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.

Popular destinations

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.

Modern Studio Apt With Rooftop, Gym, And Parking - Milwaukee, WI
No reviews

Modern Studio Apt With Rooftop, Gym, And Parking

studio, Milwaukee
This studio apartment in Milwaukee's Westown district is located within 1 mile of the Harley-Davidson Museum, Wisconsin State Fair Park, Milwaukee County Zoo, Fiserv Forum, and American Family Field.
This 500 square foot unit accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a full kitchen, air conditioning, and access to a rooftop and gym, with on-site parking available.
East Side 1br Near Brady St And Fiserv With Balcony - Sleeps 4 - Milwaukee, WI
9.3 3 reviews

East Side 1br Near Brady St And Fiserv With Balcony - Sleeps 4

apartment, Milwaukee
This one-bedroom condo is located on Milwaukee's East Side, near Brady Street and the Fiserv Forum, offering proximity to the Grohmann Museum, Milwaukee Symphony Orchestra, Marcus Center, Marquette University (2.4 miles), and the University of Wisconsin-Milwaukee (2.6 miles).
This 590 square foot apartment accommodates up to 7 guests and features a fully equipped kitchen with a dishwasher, private balcony, on-site fitness center, and complimentary high-speed Wi-Fi.
Cozy Home Near All Milwaukee Attractions - Milwaukee, WI
9.5 24 reviews

Cozy Home Near All Milwaukee Attractions

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.
65 M² House ∙ 1 Bedroom ∙ 1 Guest - Milwaukee, WI
No reviews

65 M² House ∙ 1 Bedroom ∙ 1 Guest

house, Milwaukee
Vacation house to rent for up to 1 guest. This accommodation is located in Milwaukee.
Services and facilities: free parking, a fridge and a washing machine.

Neighborhoods and points of interest 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.

Apple Blossom Retreat: Cute, Cozy 2 Bedroom Rental - Milwaukee, WI
9.8 54 reviews

Apple Blossom Retreat: Cute, Cozy 2 Bedroom Rental

apartment, Glendale
This Glendale apartment is located in a quiet residential neighborhood, just minutes from shopping, downtown Milwaukee, and Lake Michigan. It has excellent user, location, and cleanliness ratings, making it a great choice for travelers. This two-bedroom, one-bathroom rental can accommodate up to six guests and offers a comfortable and welcoming atmosphere. Enjoy the private gardens, the backyard, and off-street parking, along with amenities such as air conditioning, internet, and a full kitchen.
Chic Bay View Getaway - Milwaukee, WI
9.8 50 reviews

Chic Bay View Getaway

house, Milwaukee
This Milwaukee Bay View home, a short walk from Humboldt Park and one mile from Lake Michigan, offers easy access to American Family Field and Fiserv Forum (4-6 miles).
The two-bedroom, one-bathroom rental sleeps four, features a kitchen, air conditioning, internet, parking, and mid-century modern decor, perfect for exploring Milwaukee's attractions.
Vintage Details W/ Modern Touch | Private Parking! - Milwaukee, WI
10 32 reviews

Vintage Details W/ Modern Touch | Private Parking!

apartment, Wauwatosa
This Wauwatosa rental is located in the Olde Hillcrest neighborhood, a short walk from North Avenue and Tosa Village, and a 6-minute drive from the Medical College of Wisconsin and Froedtert Hospital.
This two-bedroom, one-bathroom apartment sleeps six guests and features a king bed, a twin-over-queen bunk bed, a record player with vinyl, an electric fireplace, and a well-equipped kitchen with complimentary cookware; private off-street parking is also available.
Central Location, Newly Remodeled, Backyard, Firepit, Hot Tub, A/c, Pet-friendly - Milwaukee, WI
10 17 reviews

Central Location, Newly Remodeled, Backyard, Firepit, Hot Tub, A/c, Pet-friendly

apartment, Milwaukee
This pet-friendly, three-bedroom apartment is located in Milwaukee's historic Murray Hill/East Side neighborhood, just a 10-minute drive from downtown and attractions like the Milwaukee Art Museum, Fiserv Forum, and Summerfest Grounds. The 1,190 square foot home features a fenced backyard with an outdoor fire pit, a fully stocked kitchen, and a dedicated workspace, comfortably accommodating up to seven guests.

Best Milwaukee, WI vacation rentals with parking

Charming Walker`s Point Apt With Balcony | Sleeps 4 - Milwaukee, WI
8.0 2 reviews

Charming Walker`s Point Apt With Balcony | Sleeps 4

apartment, Milwaukee
Spacious 2 Bedroom Flat In Heart Of Milwaukee - Milwaukee, WI
9.8 220 reviews

Spacious 2 Bedroom Flat In Heart Of Milwaukee

apartment, Milwaukee
Unique Eastside Mid-century Modern Apartment - Milwaukee, WI
9.9 87 reviews

Unique Eastside Mid-century Modern Apartment

apartment, Milwaukee
Charming Upper Brady St. 2+bedroom Upper Unit - Milwaukee, WI
9.8 275 reviews

Charming Upper Brady St. 2+bedroom Upper Unit

apartment, Milwaukee

Our Favorite 5-Star Vacation Rentals in Milwaukee, WI

Experience the best of the city in a luxury vacation rental in Milwaukee, WI, where high-end design meets a prime location.

Modern Luxury Stay | Close To Everything Mke - Milwaukee, WI
9.9 22 reviews

Modern Luxury Stay | Close To Everything Mke

apartment, Milwaukee

Top-Rated Pet-Friendly Vacation Rentals in Milwaukee, WI

Stay in a pet-friendly vacation rental in Milwaukee, WI situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Landing | Incredible 2bd, Gym, Pool - Milwaukee, WI
No reviews

Landing | Incredible 2bd, Gym, Pool

apartment, Milwaukee
Modern Lux Home | Sleeps 12 | Walk To Brady St Fun - Milwaukee, WI
10 6 reviews

Modern Lux Home | Sleeps 12 | Walk To Brady St Fun

apartment, Milwaukee
Fabulous Walkers Point Mansion W/ Bar Andfireplace - Milwaukee, WI
10 161 reviews

Fabulous Walkers Point Mansion W/ Bar Andfireplace

apartment, Milwaukee
The Raven Industrial Modern 4br, 2.5ba Home - Milwaukee, WI
9.7 82 reviews

The Raven Industrial Modern 4br, 2.5ba Home

apartment, Milwaukee

Search Vacation Rentals with Swimming Pool in Milwaukee, WI

A vacation rental with a pool in Milwaukee, WI makes it easy to fit in a proper swim right in the heart of the city.

Exclusive Milwaukee Home - Milwaukee, WI
9.9 51 reviews

Exclusive Milwaukee Home

apartment, River Hills
Luxury Downtown Apt With Parking, Gym, And Lap Pool · Sleeps 4-5 - Milwaukee, WI
10 2 reviews

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

apartment, Milwaukee
Luxury Downtown Apt With Parking, Gym, And Lap Pool · Sleeps 4-5 - Milwaukee, WI
9.6 4 reviews

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

apartment, Milwaukee
Luxury Downtown Apt With Parking, Gym, And Lap Pool · Sleeps 4-5 - Milwaukee, WI
10 5 reviews

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

apartment, Milwaukee

Explore Vacation Rentals with Jacuzzi in Milwaukee, WI

Unwind in style with a Milwaukee, WI vacation rental featuring a hot tub, ideal for relaxing after a day in the city.

The Hottest Tub In Mke  Skyline Views  Sleeps 8 - Milwaukee, WI
9.9 287 reviews

The Hottest Tub In Mke Skyline Views Sleeps 8

house, Milwaukee
Group Getaway Retreat: Hot Tub, Game Room, Cinema & Firepit - Milwaukee, WI
9.4 12 reviews

Group Getaway Retreat: Hot Tub, Game Room, Cinema & Firepit

apartment, Milwaukee
Downtown Oasis Hot Tub Garage 2 King Huge Yard - Milwaukee, WI
No reviews

Downtown Oasis Hot Tub Garage 2 King Huge Yard

house, Milwaukee
Beautiful Home, 1.4 Mi To Lake, 15 Min Downtown - Milwaukee, WI
9.6 27 reviews

Beautiful Home, 1.4 Mi To Lake, 15 Min Downtown

apartment, Fox Point
©2026 cozycozy.com