Holiday rentals in Milwaukee

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.

Adorn Abode

Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Stay at Sobelman's!

This Milwaukee escape is nestled above the classic burger and bloody mary restaurant, Sobelman's! In the heart of the Menomonee Valley, you are a quick 5-minute drive to the city's most visited spots; the Harley Davidson Museum, Brewers Stadium, the Third Ward, Public Market, and more. Start your day off with one of the Best Bloody Marys in town before venturing out to explore all that our city has to offer. We can't wait to host you!

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Welcome to our charming and cozy cottage in the heart of Milwaukee! Nestled between Milwaukee, Wauwatosa, and West Allis, the cottage is in a tranquil neighborhood located just off the freeway. Our property is an ideal retreat for those seeking a peaceful stay while remaining close to key attractions. Our cottage offers a private and inviting space and boasts great amenities - perfect for both short and longer-term stays.

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 .

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.

MKE-Spa Airbnb

Kick back and relax in this calm, stylish spa inspired space. Newly renovated, spacious with modern day gadgets and appliances. Our space is great for a comfortable and safe stay. We have created a space conducive to relaxing. We also support and practice proper sanitizing of the space. After each stay the entire unit is disinfected and sanitized for our guests’ health & safety.

Cream City Loft | King Bed | Free Parking

Welcome to your Milwaukee home base! This oversized studio loft sits on the edge of Walkers Point and the Third Ward—two of the city’s most vibrant neighborhoods. Walk to some of Milwaukee’s best restaurants, breweries, and shopping. Whether you’re here for work, a romantic weekend, or a longer stay— you’ll feel right at home.