Vacation rentals in Milwaukee

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Top-rated vacation rentals in Milwaukee

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.94 out of 5 average rating, 159 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Superhost
A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.
Apartment in Bay View
4.94 out of 5 average rating, 363 reviews

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Top guest favorite
A spacious back yard overlooks Lake Michigan, featuring a manicured lawn and five comfortable seating options. Sailboats are visible on the water, with a breakwater in the distance. The serene setting is framed by lush greenery, inviting relaxation and enjoyment of the scenic view.
Apartment in Bay View
4.86 out of 5 average rating, 290 reviews

Lakeside Beauty

Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

Top guest favorite
A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.
Townhouse in Bay View
4.95 out of 5 average rating, 443 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Top guest favorite
An intimate living area features a comfortable sofa adorned with decorative pillows, paired with a wooden dining table. An open kitchen area with sleek cabinetry is visible in the background. Six tall windows allow natural light to brighten the space, with a patterned rug underfoot.
Condo in Historic Third Ward
4.93 out of 5 average rating, 181 reviews

Third Ward - High End 1 Bedroom up to 6 + Parking

This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers. This building is next to local restaurants, The Hop Street Car, and the Public Market.

Top guest favorite
A spacious bed is dressed in neutral linens, complemented by a decorative striped blanket and a pillow with 'relax' text. A wooden bedside table with a lamp rests nearby, and wall art is mounted above the bed, enhancing the room's inviting ambiance.
Apartment in Wauwatosa
4.86 out of 5 average rating, 348 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Guest favorite
A cozy living area features high ceilings and large windows that allow natural light to fill the space. A sectional couch, adorned with a patterned throw, faces a wall-mounted television. Two accent chairs are positioned nearby, complemented by decorative artwork and indoor plants.
Apartment in Walker's Point
4.89 out of 5 average rating, 253 reviews

Charming 1BR Loft • Parking + Walkable Location

Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

Top guest favorite
A vibrant yellow wreath adorns a red door, leading into a welcoming space. Inside, a dining area is visible, featuring a round table surrounded by wooden chairs. A circular mirror reflects the textured wall with blue floral patterns, creating a lively and inviting atmosphere.
Bungalow in Bay View
4.96 out of 5 average rating, 321 reviews

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

Top guest favorite
A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.
Home in Wauwatosa
5 out of 5 average rating, 280 reviews

The Little Gray House

Time to plan your fall and winter getaways! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Top guest favorite
The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.
Apartment in Walker's Point
4.98 out of 5 average rating, 204 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

Top guest favorite
A spacious living area features large windows providing views of Lake Michigan. A light wood dining table is paired with white chairs, and a cozy sectional sofa invites relaxation. Artistic pieces adorn the walls, enhancing the bright and airy atmosphere.
Apartment in Milwaukee
4.99 out of 5 average rating, 190 reviews

Lakeview Downtown Milwaukee Condo

This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.

Guest favorite
A spacious living area features a comfortable sectional sofa and a mounted flat-screen TV. Natural light floods through multiple windows, revealing views of the city skyline. A cozy gas fireplace adds warmth, while a dining area can be seen in the background.
Townhouse in Riverwest
4.92 out of 5 average rating, 255 reviews

Amazing view, Modern Space

Soak your cares away in a luxurious 7-person hot tub while taking in breathtaking panoramic views of the Milwaukee skyline! This chic two-level condo, nestled on a hill above the Milwaukee River, puts you just a 10-15 minute stroll away from the vibrant energy of North Ave, Brady St, and downtown—where the action is always happening.

Popular amenities for Milwaukee vacation rentals

When is the best time to visit Milwaukee?

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Avg. priceG$21,967 GYDG$22,176 GYDG$24,059 GYDG$24,059 GYDG$25,942 GYDG$29,289 GYDG$34,520 GYDG$28,662 GYDG$25,942 GYDG$25,105 GYDG$23,850 GYDG$23,222 GYD
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All About Milwaukee

Milwaukee, Wisconsin’s largest urban area, is a vibrant Great Lakes city that retains its industrial past while pouring energy and investment into the cultural life of its distinctive neighborhoods, its charming downtown with late 19th-century buildings, and its waterfront district with views of Lake Michigan. Three rivers — the Milwaukee, the Kinnickinnic, and the Menomonee — pass through town, and you can kayak and canoe along the urban river trails. During the summer, enjoy a swim in the crisp Lake Michigan water at Bradford Beach.

The Old World Third Street Historic District is the best place to immerse yourself in Milwaukee’s German roots. You’ll want to come hungry to this area of town, home to restaurants serving Bavarian favorites like wiener schnitzel and bratwurst. The Milwaukee Public Market is an indoor marketplace with 20 local vendors selling craft cheeses, fresh seafood, and prepared foods. Just outside the city center, you can spend hours wandering through the historic neighborhoods of the Lower East Side or Murray Hill, admiring the Victorian homes.

The best time to stay in a vacation rental in Milwaukee

Milwaukee experiences extreme weather conditions, and although the temperature changes drastically throughout the year, there is plenty to do indoors and outside, making it a great year-round destination. The summer is a perfect time to visit Milwaukee’s beautiful waterfront, as the longer days are hot and, in late July through early September, humid. Spring in Wisconsin moves from melting snow and slush to wildflowers around April, and from late September through the end of November, you’ll see the city splashed with the colors of autumn leaves. Winters are cold, with freezing winds coming off the lake, so make sure you bring warm outerwear. You’ll want to browse museums then, try German beers along the Old World Third Street Historic District, or even test out your cross-country skis in the outlying parks.

Top things to do in Milwaukee

Milwaukee Public Museum

This museum of natural and human history has three floors filled with more than 4 million artifacts, making it the largest museum in Wisconsin. Experience interactive exhibits where you can walk in the footsteps of dinosaurs, stroll through the streets of Old Milwaukee, check out a recreated European village, or learn about the ancient crossroads of Europe, Africa, and Asia. You can also visit the planetarium.

Milwaukee RiverWalk

Once a thriving industrial area, the banks of the Milwaukee River are now home to a pedestrian path lined with bars, restaurants, and gardens. Starting at the historic Pierhead Lighthouse, the Milwaukee RiverWalk stretches an impressive 20 blocks through downtown. During the warmer months, the restaurant patios along the boardwalk hum with diners.

National Bobblehead Hall of Fame and Museum

Home to more than 6,500 bobbleheads that date back decades, the National Bobblehead Hall of Fame and Museum is one of the city’s quirkiest attractions. Search for bobbleheads of your favorite baseball players, actors, cartoon characters, and politicians. You can also learn about the history of bobbleheads and how they are made.

Frequently Asked Questions

  • How is the weather in Milwaukee?

    Milwaukee has a humid continental climate with hot, humid summers and cold, snowy winters. Summer temperatures range from 70°F (21°C) to 80°F (27°C), while winter can drop to 20°F (-6°C) with frequent snowfall, providing opportunities for winter activities like ice skating and snowshoeing.

  • What are some of the best things to do in Milwaukee?

    Explore the Milwaukee Art Museum, take a leisurely stroll along the Lakefront Trail, and engage with science at the Discovery World. Learn about Harley-Davidson motorcycles at the Harley-Davidson Museum, or enjoy the beauty of nature at the Mitchell Park Horticultural Conservatory.

  • What is the best time of year to visit Milwaukee?

    Many travelers visit Milwaukee between June and September when the weather is warm, around 70°F (21°C) to 80°F (27°C). The city hosts several events during this time, including Summerfest, one of the world's largest music festivals, and the Wisconsin State Fair in August.

  • What are the best places to stay in Milwaukee?

    East Town is popular for its nightlife and dining options, while the Historic Third Ward is known for its converted warehouses and boutiques. Bay View has a strong community vibe and Walker's Point is a revitalizing neighborhood with a growing food scene.

  • What are the best places to visit in Milwaukee?

    Frequently suggested places include the Milwaukee Public Museum, the historic Pabst Mansion, and the Milwaukee County Zoo. For nature lovers, Bradford Beach and the Boerner Botanical Gardens are often recommended.

  • What are some hiking trails in Milwaukee?

    The Oak Leaf Trail is a 125 miles (200 km) greenway that encircles Milwaukee County. Grant Park Trails offers a more challenging hike with beautiful views. The Seven Bridges Trail in Grant Park is also a popular option, known for its scenic surroundings.

  • What are some family activities to do in Milwaukee?

    Families can have a fun day at the Betty Brinn Children's Museum, learn about aquatic life at the Milwaukee County Zoo, or explore the natural beauty of Lake Park. The Milwaukee Public Museum is also great for families with its interactive exhibits.

  • What are some of the best day trip ideas in Milwaukee?

    Travelers can take a day trip to Madison, Wisconsin's capital, or visit the Kettle Moraine State Forest for outdoor activities. The charming town of Cedarburg, known for its well-preserved 19th-century buildings, is another option worth considering.

  • Are there vacation rentals with a dedicated workspace in Milwaukee?

    Yes! Work meets play with ease at over 1,400 vacation rentals in Milwaukee featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Milwaukee?

    Four-legged friends are welcome in Milwaukee. Choose from more than 790 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in Milwaukee

  • Total vacation rentals

    Explore 2,310 vacation rentals in Milwaukee

  • Nightly prices starting at

    Milwaukee vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 112,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,440 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 770 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    1,320 properties have a dedicated workspace

  • Wi-Fi availability

    2,270 of Milwaukee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Milwaukee rentals

  • 4.8 Average rating

    Milwaukee stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Milwaukee's top spots, include Milwaukee County Zoo, Harley-Davidson Museum, and Milwaukee Art Museum

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