Holiday rentals in Milwaukee

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.

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!

Historic Walker’s Point Home, Garage & Yard

Welcome to The Bentley Hotel, a luxury selection of townhouses decorated with everyone in mind. We aim to provide a quality experience and memories that will last a lifetime. This townhome is finished with top of the line amenities including a 60” smart TV, board games, organic coffee and teas, a full kitchen with Caraway non-stick pans, workout mats, dumbbells and more. This is your new home away from home and the perfect place to gather whether you are in town for business or pleasure!

"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.

Lower East Side 2 Bedroom Apt.

Enjoy your stay at this Marshall Street property which has been in our family for over 100 years. Perfect location for exploring all that Milwaukee has to offer. Walk to Brady Street or hop on the Hop - only 2 blocks away - for a free ride to 3rd Ward or downtown. The apartment is spacious with a TV/living room, two bedrooms, a full kitchen, work space, and your own 2nd story porch to relax with coffee or cocktails. It's a great spot to stay while in our great city of Milwaukee!

Luxury Apartment Downtown Milwaukee

Welcome to your modern luxury retreat in the heart of Downtown Milwaukee. This stylish, high-end apartment is the perfect home base for travelers attending events, exploring the city, or enjoying a relaxing urban escape. Situated in a prime location, the apartment places you within easy walking distance of Milwaukee’s top attractions. Head to the Fiserv Forum for Bucks games, concerts, and major events, or spend the day discovering the city’s vibrant cultural scene.

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.

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 .

Luxe Brady St home, 5 min to Bucks/Marquette!

Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!

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.

Sky Suite Lux | Sleeps 8 | Modern | Free Parking

🌆 Luxury RiverView Apartment | Sleeps 8 | Balcony & Garage — Stunning 4th-floor sky suite with floor-to-ceiling windows, huge balcony with seating for 8, and breathtaking city + river views! Features include secure garage parking, modern kitchen, smart TVs, shared gym, club room & BBQ area. Perfect for family trips, group stays & upscale getaways in the heart of the city! ✨

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.