Apartment holiday rentals in Milwaukee

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Top-rated apartment rentals in Milwaukee

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

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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, 284 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.

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.
Flat in Bay View
4.94 out of 5 average rating, 402 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.
Flat 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.

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, 300 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, 144 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.

Guest favourite
Flat in Walker's Point
4.88 out of 5 average rating, 243 reviews

Bright Corner Studio Loft | King Bed + Parking

Welcome to your stylish Milwaukee retreat! This large corner studio 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.

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, 746 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
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, 121 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 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, 210 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 spacious living area is highlighted by large windows, allowing natural light to fill the room. A cozy sofa, two chairs, and a television are arranged to create a welcoming atmosphere. Modern stainless steel appliances are visible in the kitchen area, providing convenience.
Flat in Milwaukee
4.94 out of 5 average rating, 113 reviews

MKE#210 - Explore Downtown/Fiserve/3rd ward/River

Overlook Wisconsin Avenue in stylish luxury, Experience Milwaukee at this centrally-located place. Close to everything; the Theater District just blocks from the Wisconsin Center and Convention Center. Walk along the Wisconsin River to the Infamous Third Ward or still down the skyway to the 3rd St Market. Health Club Access and free parking for one vehicle is provided.

Top guest favourite
A vibrant green artwork of towering spires symbolizes the Emerald City. LED lights outline the structure, creating a glowing effect. A winding path is depicted at the base, leading towards the entrance of this whimsical representation.
Flat in Bay View
4.92 out of 5 average rating, 117 reviews

The Emerald City

“Toto, I've a feeling we're not in Kansas anymore...” Nor in Milwaukee, for that matter; you’ve made it to The Emerald City! Enjoy a night or two is this unique apartment, newly painted and furnished by local artists to leave you feeling as relaxed and refreshed as a restuffed scarecrow, a well-buffed tin man, or a manicured lion (whichever character’s your favorite)!

Superhost
A spacious bedroom features a large bed with decorative pillows, accompanied by a circular area rug. A shelf displays neatly stacked towels. The living area contains a sectional sofa, dining table, and workspace, providing a comfortable setting for relaxation.
Flat in Lower East Side
4.75 out of 5 average rating, 126 reviews

Heart of Brady St | Smart TV’s | Full Kitchen | AC

Immerse yourself in urban chic at our stylish 1-bedroom Milwaukee home! Relax on the roomy sectional, walk to gourmet groceries, top restaurants, and vibrant nightlife. A short drive takes you to Brewers, Bucks games, and concerts. Discover unique art & design that adds character. Don't miss out—book now for an unforgettable Milwaukee experience!

Popular amenities for Milwaukee apartment rentals

When is the best time to visit Milwaukee?

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Avg. price$107 SGD$110 SGD$117 SGD$113 SGD$127 SGD$145 SGD$157 SGD$149 SGD$127 SGD$134 SGD$124 SGD$118 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 $25 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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