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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Top guest favourite
A vibrant living room features a yellow sofa adorned with colorful throw pillows, paired with unique armchairs. A large mural in bold colors occupies one wall. Natural light filters through sheer curtains, illuminating plants and decorative shelves, creating an inviting atmosphere.
Home in Walker's Point
4.98 out of 5 average rating, 217 reviews

INSTA-worthy 2 Br Downtown Home Sleeps 8 Walkable!

Looking for a fun and vibrant place to stay in Milwaukee? The Pink Lady is the perfect rental for your next girl's weekend, bachelorette party, or birthday celebration. With an open-concept living space, pink kitchen, champagne bar, and private patio, you'll have everything you need for a fun-filled stay. With easy access to top restaurants, breweries, and cultural spots, come experience the best of Milwaukee with us. Book now and immerse yourself in the charm and excitement of Milwaukee!

Guest favourite
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
4.95 out of 5 average rating, 401 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 favourite
A cozy living area features a distinctive two-tone sofa facing a television. Large windows are adorned with flowing curtains, allowing natural light to brighten the space. A wooden bookshelf and a mid-century style chair complement the warm wooden flooring and charming wall decor.
Apartment in Riverwest
5 out of 5 average rating, 121 reviews

WeilHaus: A Cozy Urban Retreat

Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

Guest favourite
A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.
Condo in Riverside Park
4.98 out of 5 average rating, 163 reviews

Private East Side Milwaukee flat with fenced yard

Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Top guest favourite
A stylish living room features a combination of modern and vintage decor. A leather sofa and two vibrant red chairs are arranged around a wooden coffee table. Decorative plants and unique light fixtures add character, while floral wallpaper and a colorful dining area can be seen in the background.
Home in Walker's Point
5 out of 5 average rating, 151 reviews

Fabulous Walkers Point Mansion w/ Bar andFireplace

This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

Top guest favourite
A welcoming hallway is displayed, featuring light-colored walls and a combination of wooden and tile flooring. An ornate mirror hangs on one wall, while decorative hooks are mounted nearby. Natural light streams in through a window beside the front door, enhancing the inviting atmosphere.
Home in Riverside Park
5 out of 5 average rating, 128 reviews

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

Top guest favourite
A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.
Home in Walker's Point
4.99 out of 5 average rating, 128 reviews

Barclay House in Walker's Point

Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!

Guest favourite
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 Yankee Hill
4.91 out of 5 average rating, 745 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 favourite
Apartment in Historic Third Ward
4.95 out of 5 average rating, 217 reviews

King Bed Retreat with MKE Views + Parking

Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.

Top guest favourite
A cozy shared lounge area is furnished with a light gray sofa and a white armchair, creating a welcoming space. Large windows with adjustable blinds allow natural light, and a wooden coffee table holds magazines. A dining table is set nearby, enhancing the communal feel.
Apartment in Kilbourn Town
4.81 out of 5 average rating, 316 reviews

MKE#205 -Milwaukee's Prize near Fiserv/3rd Ward/DT

Enjoy your new home along historic Wisconsin Avenue; Just 100 feet from the river. Plankinton Clover features wood flooring, stainless steel appliances, quartz counter tops, in-unit washer and dryers, and high ceilings. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, 1 parking space provided, and access to 3rd Street Market Hall!

Top guest favourite
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 Yankee Hill
4.99 out of 5 average rating, 207 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.

Top guest favourite
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 Halyard Park
4.97 out of 5 average rating, 271 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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Frequently Asked Questions

  • What are the best places to stay in Milwaukee?

    Visitors frequently choose the Historic Third Ward for warehouse-style lofts and lively markets, while the East Side is known for walkable dining and lakefront access. The Bay View neighborhood is popular for its creative energy and local music venues.

  • What are the best things to do in Milwaukee with kids?

    Families often explore the Milwaukee County Zoo, enjoy interactive exhibits at Discovery World, or wander the Milwaukee Public Museum. Lakefront parks also have play spaces for children to enjoy.

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

    Discover the Harley-Davidson Museum, stroll through the Milwaukee Art Museum, or enjoy the Public Market in the Historic Third Ward. The city’s lakefront trails and riverwalk provide relaxing spaces to unwind.

  • How is the weather in Milwaukee?

    Milwaukee has cold winters, with temperatures often around 17–31°F (−8–−1°C) in January, and mild to warm summers, reaching 65–82°F (18–28°C) in July. Spring and fall bring moderate temperatures and changing lake breezes.

  • What are the best places to visit in Milwaukee?

    The Milwaukee Art Museum’s striking architecture, the Historic Third Ward’s shops, and the Harley-Davidson Museum are frequently suggested highlights. For fresh air, explore the city’s scenic lakefront and botanical gardens.

  • What are some hiking trails in Milwaukee?

    Explore lakeside paths in Veterans Park, wooded trails at Havenwoods State Forest, or take a walk on the Oak Leaf Trail, which loops through natural areas and neighborhoods. These trails are well-suited for both brisk walks and casual strolls.

  • What are some family activities we can do in Milwaukee?

    Families frequently visit Discovery World for hands-on science, tour the Milwaukee Public Museum, or spend time at the Milwaukee County Zoo. Outdoor playgrounds and seasonal lakefront activities also draw visitors with children.

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

    Consider exploring the lakeshore towns known for artisan shops, hiking forests just outside Milwaukee, or historic sites in nearby communities. Many travelers enjoy sunsets along Lake Michigan or excursions to local state parks.

  • Are there any pet friendly accommodations available in Milwaukee?

    Milwaukee has a variety of pet friendly rentals, especially in neighborhoods like Bay View, the East Side, and Walker’s Point. Several parks and river trails make outings with dogs accessible and enjoyable.

  • What are some local tips for visiting Milwaukee?

    Locals suggest dressing in layers due to shifting lake breezes, especially near the waterfront. Sampling local coffee, supporting neighborhood markets, and attending a fish fry are frequent recommendations for an authentic experience.

  • What is Milwaukee known for?

    Milwaukee is known for its brewing heritage, vibrant festivals, and lakefront setting. The city’s museums, longstanding German and Polish culinary influences, and motorcycle culture draw visitors with diverse interests.

  • What are the best hidden gems to explore in Milwaukee?

    Many enjoy exploring Black Cat Alley’s street art murals, smaller galleries in Riverwest, or the tranquil Lynden Sculpture Garden just outside the city. The North Point Lighthouse often attracts those interested in local history and views.

  • What are the best foods to try in Milwaukee?

    Try locally rooted dishes like cheese curds, bratwurst, and frozen custard, along with Friday night fish fry traditions found in many neighborhoods. German-inspired pastries and craft beers are also frequently suggested.

  • What should I bring for a trip to Milwaukee?

    Pack clothing for changing temperatures, including a light jacket even in summer due to lake breezes. Comfortable shoes work well for walking neighborhoods or exploring local parks, and an umbrella can come in handy during spring and autumn showers.

  • What is the nightlife in Milwaukee like?

    Milwaukee has lively venues with live music, comedy, and diverse dance floors, especially in neighborhoods like Walker’s Point and the East Side. Breweries, late-night cafés, and intimate cocktail spots add to the city’s evening atmosphere.

  • What are the most popular events or festivals in Milwaukee?

    Milwaukee’s most popular events include Summerfest in early summer, local ethnic and cultural festivals along the lakefront, and the Wisconsin State Fair in late summer. Seasonal events around major holidays and the Milwaukee Film Festival are also frequently celebrated.

  • Are there family friendly vacation rentals in Milwaukee?

    Milwaukee has many family friendly places to stay, especially in walkable neighborhoods such as the East Side, Bay View, and near the Historic Third Ward. Spaces with multiple bedrooms and access to parks are often available.

  • When is the best time to visit Milwaukee?

    Late spring through early fall is often recommended for warmer temperatures, outdoor events, and lake activities. Autumn has colorful foliage and inviting local festivals, while winter draws those interested in indoor museums or winter sports.

Quick stats about vacation rentals in Milwaukee

  • Total vacation rentals

    Explore 2,300 vacation rentals in Milwaukee

  • Nightly prices starting at

    Milwaukee vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 112,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,460 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 790 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    1,320 properties have a dedicated workspace

  • Wifi availability

    2,260 of Milwaukee vacation rentals include wifi 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

Destinations to explore

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