Holiday rentals in Milwaukee

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Top-rated holiday rentals in Milwaukee

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

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Guest favourite

Rental unit in Bay View

4.96 out of 5 average rating, 692 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.

Guest favourite

Guest house in Brewer's Hill

4.95 out of 5 average rating, 253 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

Guest favourite

Apartment in Walker's Point

4.98 out of 5 average rating, 189 reviews

"Perfect" | Spotless Private Studio Walker's Point

5-star reviews and SuperHost! Immaculately clean and newly renovated studio on an exciting street. Easy self check-in process. INDOOR PARKING INCLUDED A few blocks from the Harley Davidson Museum, Great Lakes Distillery and dozens of MKE's hottest restaurants breweries and night spots. Fast Uber/Lift pick-up. Walk to 3rd Ward and downtown. Bike share just outside the door. Walker's Point is an original settlement that became MKE, cool mix of industry, residential and entertainment.

Guest favourite

Guest house in Riverwest

4.91 out of 5 average rating, 101 reviews

1-bedroom guest house with river & city views

This cottage in the heart of Brewer's Hill is walking distance from Lakefront Brewery, the Milwaukee river, Brady street and lots of other Milwaukee attractions! Looking out on a city park and the Milwaukee river, it's an ideal mix of peaceful retreat and urban stay experience! Our cottage includes a comfy queen sized bed, bathroom with a walk in shower, kitchen with all the necessities for cooking or just making a quick breakfast and a pull out coach in the living room!

Guest favourite

Rental unit in Milwaukee

4.93 out of 5 average rating, 369 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

Guest favourite

Rental unit in Milwaukee

4.91 out of 5 average rating, 170 reviews

Newport House -Walk to UWM- vintage upper+garage

Enjoy this bright upper flat in the treelined Cambridge Woods neighborhood, on Milwaukee's colorful Eastside. Freshly painted and furnished, sleeps 4, with secure garage and 2nd floor deck. 3 blocks to UWM campus, 2 blocks to city bus lines, close to the Milwaukee River, Oak Leaf Trail bike path, and convenient to restaurants, pubs and shops. Magnificent Lake Michigan with its everchanging beauty is nearby. Newport House is smoke free.

Superhost

Rental unit in Lower East Side

4.85 out of 5 average rating, 157 reviews

Comfortable east side Milwaukee apartment

Clean and comfortable one bedroom apartment with queen size bed, full kitchen, and onsite coin laundry laundry. Located on the desirable east side of Milwaukee, you will find plenty of restaurants, coffee houses, and boutique type shops all within close proximity. Only 2.5 miles from the Summerfest grounds and right near Lake Michigan! Free garage parking, but accommodates vehicles that do not exceed 73" in height.

Guest favourite

Rental unit in Riverwest

4.94 out of 5 average rating, 214 reviews

Private 2BR Artist Apartment in great neighborhood

The Ski Club Artist Residence is a private apartment located above a non-profit art gallery. This apartment is complete with many common amenities and is located in the heart of the Riverwest neighborhood of Milwaukee. Riverwest has lots of great restaurants, bars, breweries and art galleries and is conveniently located only five/ten-minute drive from the Eastside, Bronzeville, Downtown and Lake Michigan.

Superhost

Rental unit in Milwaukee

4.82 out of 5 average rating, 226 reviews

Milwaukee's Favorite #249 ★Fiserv Convention Ctr★

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, high ceilings, over-sized windows. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, ample parking, and access to 3rd Street Market Hall!

Guest favourite

Rental unit in Milwaukee

4.99 out of 5 average rating, 117 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 favourite

Rental unit in Walker's Point

4.9 out of 5 average rating, 115 reviews

1BR Industrial Loft | KING Bed | on-site Parking

Discover urban living at its best in this 1BR, 1BA Walkers Point Airbnb. High ceilings, oversized windows, and historic charm meet modern elegance. The kitchen, a culinary haven with stainless steel appliances, is a highlight. Located in a renovated historic building, it's not just a stay—it's an immersion into Cream City living. Book now for a stylish and comfortable retreat!

Guest favourite

Rental unit in Bay View

4.95 out of 5 average rating, 121 reviews

Bay View Upper w/King Bed & Parking

*Parkside and centrally located: This home is located across from a popular park with walking trails and a playground. You will be blocks from restaurants and night life. Minutes from downtown and the airport. *Dog friendly: No additional pet fee. *Family friendly: The home is child proofed and includes a Pack ‘n Play, toys, and books.