Apartment holiday rentals in Milwaukee

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Top-rated apartment rentals in Milwaukee

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Guest favourite
A well-appointed living room features a spacious sectional couch and two vintage armchairs positioned around a circular wooden coffee table. Natural light fills the space through large windows adorned with light blinds, highlighting a decorative area rug with intricate patterns.
Flat in Riverwest
4.9 out of 5 average rating, 282 reviews

Riverwest Vintage Upper

This 3 BR duplex upper apartment in a 2 unit building is located in Milwaukee's Riverwest neighborhood, with queen sized beds in two bedrooms, and also features an office with a futon for additional sleeping and work space. Centrally located just 2 miles north of downtown Milwaukee, this neighborhood is often called the "Brooklyn of Milwaukee". The residents of this neighborhood range from students to professionals. It has a particularly vibrant arts and music scene, and is sought after for its proximity to UW Milwaukee, the Milwaukee River, and downtown. This unit was completely renovated recently, including a completely remodeled kitchen and bathroom, and contains many vintage furnishings. There is a private front entrance for this unit, and there is a garage space and one off-street surface parking space available for your use during your stay. There is also ample street parking available in front of this property. This apartment has a completely open concept layout, the kitchen features granite counter tops and stainless steel appliances, there is a dining area that seats up to 6 people, and there is a large screen TV in the living room. Both bedrooms have queen sized beds. Enjoy cable and WiFi during your stay, or use the vintage stereo to stream music. There is a basement laundry room with free access to a washer and dryer. Spend some time on the private balcony, that is furnished with vintage patio furniture, if weather permits. Although completely updated, this is a two family property that was built at the turn of the twentieth century & the sound barrier is not perfect. You may be able to hear the people or pets in the lower unit or in neighboring properties from time to time, and they may be able to hear you. Thanks for being courteous to the neighbors! Riverwest is diverse, features great coffee shops, restaurants, bars, public transportation, parks, the Milwaukee River Greenway walking and bike trails - all within walking distance or a short drive. This property location is: * 8 blocks from the Brady St. entertainment district * 1 mile from the Oriental Theater - home of the Milwaukee Film Festival - as well as other entertainment options on the East Side. * 2 miles from downtown Milwaukee, Fiserv Forum, etc. * 1.5 miles (6 min by car) from the University of WI - Milwaukee * 1.5 miles from Lake Michigan The kitchen has all you need to cook, and grocery shopping is 3 blocks away. Guest access You will have access to the upper apartment in a 2 unit building, the laundry room in basement, private balcony and 1 parking space in the garage.

Superhost
The living area features large wood-framed windows dressed with blue curtains, providing ample natural light. Two patterned armchairs are positioned opposite a wooden coffee table. A television is mounted on a side table, and a wooden door adds character to the space.
Flat in Bay View
4.86 out of 5 average rating, 235 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

Superhost
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Flat in Bay View
4.94 out of 5 average rating, 870 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

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.
Flat in Riverwest
5 out of 5 average rating, 119 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.

Top guest favourite
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.
Flat in Bay View
4.86 out of 5 average rating, 299 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.

Guest favourite
A modern kitchen area features stainless steel appliances, including a large refrigerator and a gas stove. Open shelving displays colorful dishware above a sleek countertop with high stools. Light streams in through large windows, illuminating the exposed brick walls and polished wood flooring.
Flat in Historic Third Ward
4.95 out of 5 average rating, 142 reviews

Third Ward/King Bed/Free Parking

In the heart of the Third Ward, this newly renovated building has everything you need for your stay. It is located a block from the Public Market, Broadway Street, 3 blocks from Summerfest grounds, and a short walk to all kinds of shopping and restaurants. This 1000 sq foot apartment is on open concept with 1 full bathroom and 1 bedroom with a king bed and large closet. We provide a queen murphy bed in the living room and 2 fold out twin beds. Parking pass must be used at all times.

Top guest favourite
A comfortable living area is presented with two plush sofas positioned around a wooden coffee table. A decorative lamp illuminates the space, complemented by natural light filtering through the window covered with blinds. Decorative accents adorn the table, adding a homey touch.
Flat in Lower East Side
4.92 out of 5 average rating, 215 reviews

Brady St. urban oasis

Close to Brady St. and downtown with easy access to Lake Michigan, bike trails, public transportation, city festivals yet tucked into a quiet residential neighborhood. We are a two block walk to Ogden Ave. where you may board "The Hop" our newest streetcar for FREE! You'll find great choices of restaurants, bars, bakeries all within a short walk. Two bedrooms w/queen size beds plus a sofa sleeper. Fully equipped kitchen.

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.
Flat 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
Flat 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 modern kitchen features sleek cabinetry and stainless-steel appliances. A spacious island with four bar stools offers ample seating, while a bowl of fresh fruit adds a pop of color. Natural light enhances the airy atmosphere, complemented by understated lighting fixtures.
Flat in Lower East Side
4.95 out of 5 average rating, 118 reviews

*FREE PARKING*Brady Street Private Residence

Welcome to your Milwaukee home-away-from-home! Located just a short stroll from the iconic Brady Street, this spacious and thoughtfully designed unit puts you right in the heart of the city’s energy—boutiques, cafes, restaurants, nightlife, and local flavor are all just steps away Book now and experience Milwaukee like a local—with all the comfort and convenience you need to relax, recharge, and explore.

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.
Flat in Milwaukee
4.81 out of 5 average rating, 315 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.
Flat in Yankee Hill
4.99 out of 5 average rating, 206 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.

Popular amenities for Milwaukee apartment rentals

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Avg. price$108 SGD$110 SGD$118 SGD$114 SGD$128 SGD$146 SGD$158 SGD$150 SGD$128 SGD$135 SGD$125 SGD$119 SGD
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Quick stats about flat rentals in Milwaukee

  • Total holiday rentals

    Explore 770 holiday rentals in Milwaukee

  • Nightly prices starting at

    Milwaukee holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 44,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    390 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wifi availability

    770 of Milwaukee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool 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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