Vacation rentals in Milwaukee County

A vibrant orange sectional sofa is paired with colorful accent pillows. A glass coffee table sits in front, displaying various magazines and brochures. Light enters the room, highlighting the modern artwork on the wall and the wooden doors in the background.

4.78 out of 5 average rating, 258 reviews

Private Milwaukee Home-Great Location, Entire Unit

This private upper level unit is only 3 miles from Froedtert Hospital, 1.1 miles from Mayfair Mall, and only steps away from Mount Mary University; bordering Wauwatosa, a suburb with great places to roam! This home is spacious, yet cozy. Offers a secure bedroom for 2, living room with a comfy sofa bed that sleeps one, dining area, bathroom, & full kitchen with all the necessities. A Key Less entry makes your check-in quick and easy! Minutes from the highway, making getting anywhere a breeze.

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.

4.95 out of 5 average rating, 333 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.

4.87 out of 5 average rating, 101 reviews

A well-appointed bedroom features a spacious bed adorned with soft linens and decorative pillows. A blue velvet headboard and artwork above add a touch of elegance. Natural light enters through a window draped with turquoise curtains, paired with a bedside lamp for evening ambiance.

Apartment in Wauwatosa

King Bed | Near Froedtert | Tosa Village | Parking

This apartment is perfect for medical travelers, business travelers, singles, or couples looking for a clean, affordable location close to all the action. Businesses are welcome to book for their employees. This 1 bedroom apartment has everything you need to feel at home with a location second to none. You will be staying directly on State St in the village of Wauwatosa - a wonderfully walkable neighborhood with amazing bars & restaurants, shops, and great proximity to Froedtert hospital!

4.86 out of 5 average rating, 334 reviews

A spacious bed is dressed in neutral linens, complemented by a decorative striped blanket and a pillow with 'relax' text. A wooden bedside table with a lamp rests nearby, and wall art is mounted above the bed, enhancing the room's inviting ambiance.

Apartment in Wauwatosa

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

4.88 out of 5 average rating, 17 reviews

A cozy living area features a comfortable gray sofa adorned with a welcoming cushion. A coffee table sits in the center, accompanied by decorative plants. An elegant dining space is visible in the background, highlighted by a stylish light fixture and a large mirror reflecting natural light.

Condo in Milwaukee

Hilltop House - Escape

Your cozy and convenient getaway—just minutes from the heart of the city! This comfortable, thoughtfully designed space is perfect for small groups or families. With a pull-out couch, it sleeps up to 4 guests. This is one of four private units — like a boutique hotel, but way homier and with more amenities. You’ll enjoy a stocked Keurig coffee maker, free WiFi, in-unit laundry, and a full kitchen. Whether you're here for work or play, you'll feel right at home.

A light-filled living area features large windows adorned with sheer curtains, allowing natural light to filter softly. A comfortable gray sofa and a cream chair are arranged around a mid-century style coffee table, with a cozy area rug anchoring the space. Decorative cushions add warmth.

4.98 out of 5 average rating, 40 reviews

Bright and Sunny Apartment in Washington Heights

The apartment is the 2nd floor of our duplex, located close to EVERYTHING. The neighborhood is diverse with beautiful trees, historic homes, and local businesses. The spacious apartment features 2 large bedrooms with a queen sized bed in each. There is a dining room, a charming butler's pantry, and a large deck out front for your morning coffee. It's family friendly with a secret "treehouse" for the littles. There's also a pack 'n play and booster high chair.

A spacious living area features a mix of seating options, including a leather couch and armchairs. Large windows allow natural light to brighten the room, highlighting the hardwood floors and area rug. A coffee table sits centrally, providing a functional gathering space.

4.96 out of 5 average rating, 306 reviews

East Side Home

Upper flat located on Milwaukee's Historic East Side! We hope your stay with us feels like home. Spacious layout for most any kind of group. Stones throw to UWM, Lake Park, and Historic Downer Avenue shopping. Ten minute drive to downtown Milwaukee. We have been so lucky to have great guests, and we are constantly looking to improve your time here. If there is anything you might want for your trip please ask and we will do our best to accommodate.

A bright living area showcases a cozy blue sofa adorned with patterned cushion covers. A round area rug is centered on the hardwood floor, with a plush orange armchair positioned nearby. Floor-to-ceiling curtains frame the window, creating a warm ambiance.

4.93 out of 5 average rating, 123 reviews

Swan City Cozy Boho in Bay View

Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

A spacious living area features a cozy seating arrangement with two yellow chairs and a small side table. An open kitchen can be seen in the background, accompanied by a breakfast bar with blue stools. Natural light floods in through large windows, highlighting the warm wood tones.

5 out of 5 average rating, 78 reviews

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.

4.95 out of 5 average rating, 243 reviews

A vibrant outdoor fair scene captures a large Ferris wheel with colorful passenger cabins against a twilight sky. Crowds of diverse visitors are seen walking among various food stalls, creating a lively atmosphere filled with excitement and community gatherings.

Home in West Allis

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

A cozy living area features a sectional sofa with a textured throw and decorative pillows. A wooden coffee table with a glass bowl sits in front, surrounded by windows that allow natural light to brighten the room. Warm tones are complemented by a patterned area rug.

4.99 out of 5 average rating, 77 reviews

East Side 2nd floor Gem

This brightly lit 2nd floor flat on the fashionable east side of Milwaukee offers the perfect location for fun. It is near the bike trail, a couple exits from Downtown, and not far from the Lake. It's spacious and cozy at the same time. There is outdoor deck that is surrounded by the tree canopy. There is a well appointed kitchen to make cooking an option, however you'll be close to many great restaurant options.

The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.