Holiday rentals in Milwaukee County

4.94 out of 5 average rating, 512 reviews

Loft in Milwaukee

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

4.96 out of 5 average rating, 47 reviews

Quiet 1BR Urban Retreat In Fun, Funky Riverwest

Nestled at the end of quiet street and abutting public green space, this charming 1 BR apartment offers a cozy retreat with modern comforts. The unit features a well-appointed living space, a fully equipped kitchen ideal for cooking meals, and a comfortable bedroom with ample storage. Located 1.5 miles from UW-Milwaukee, 3 Miles from Downtown convention center. Many nearby cafes, bars and restaurants. Great for solo travelers or couples and small families seeking a quiet yet convenient local.

4.95 out of 5 average rating, 816 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.

4.96 out of 5 average rating, 48 reviews

Flat in Wauwatosa

Cozy Renovated Retreat in Tosa

Welcome to our charming renovated retreat nestled in the heart of Wauwatosa! This cozy oasis is the perfect getaway for those seeking a blend of modern comfort and classic charm. Step into a thoughtfully designed space where every detail has been carefully curated to ensure a delightful stay. The small yet stylish interior boasts a seamless combination of contemporary aesthetics and historic charm, creating an inviting atmosphere that feels like home from the moment you arrive.

4.97 out of 5 average rating, 34 reviews

Flat in Wauwatosa

Oliver’s Traveler Oasis

Welcome to Oliver’s Traveler Oasis—a cozy, sunny 2BR retreat in Wauwatosa. Walk to coffee, parks, and restaurants, or drive 10 min to downtown MKE. You're also minutes away from AmFam Field and Froedtert. Enjoy a full kitchen, comfortable living and dining area, smart TV, shared backyard, gym, and laundry. We’re a friendly, active family downstairs with two sweet kids under 3. Perfect for couples, families, or work trips. Come relax, explore, and feel right at home!

4.86 out of 5 average rating, 335 reviews

Flat 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.

Superhost

Apartment in Milwaukee

4.87 out of 5 average rating, 23 reviews

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.

4.94 out of 5 average rating, 127 reviews

Home in Milwaukee

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.

4.91 out of 5 average rating, 674 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 .

4.98 out of 5 average rating, 185 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

4.92 out of 5 average rating, 209 reviews

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.