Vacation rentals in Milwaukee

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Top-rated vacation rentals in Milwaukee

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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!

Superhost
The exterior of the duplex showcases a two-story structure with a modern design. Soft lighting from windows creates a welcoming ambiance, complemented by a small staircase leading to the entrance.
Townhouse in Bay View
4.79 out of 5 average rating, 154 reviews

Bay View Gem | 1BR | Steps From Lake Michigan | AC

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit dining area, perfect for enjoying your morning coffee. Vaulted ceilings in the bedroom create an expansive feel, while hardwood floors add warmth and charm. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

Top guest favorite
A spacious sleeping area is furnished with a large bed, complimented by soft white linens. A wooden dresser and a chair provide storage and seating options. Natural light filters through a nearby door, enhancing the welcoming ambiance of the room.
Bungalow in Wauwatosa
4.95 out of 5 average rating, 215 reviews

Tosa Respite (second floor, private suite)

Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

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.

Guest favorite
A bright living area showcases a cozy blue sofa adorned with patterned cushion covers. A round area rug is centered on the hardwood floor, with a plush orange armchair positioned nearby. Floor-to-ceiling curtains frame the window, creating a warm ambiance.
Home in Bay View
4.94 out of 5 average rating, 135 reviews

Swan City Cozy Boho in Bay View

Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

Guest favorite
The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.
Apartment in Milwaukee
4.91 out of 5 average rating, 709 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

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 rustic kitchen area showcases exposed brick walls and wooden beams. A dark faucet and sink are paired with light countertop surfaces. A decorative sign reads 'Welcome to Brewers Hill', adding a welcoming touch to the space.
Home in Brewer's Hill
4.98 out of 5 average rating, 252 reviews

Brew City Hideaway - Historic Brewers Hill

Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

Popular amenities for Milwaukee vacation rentals

When is the best time to visit Milwaukee?

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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 € 9 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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