Townhome holiday rentals in Milwaukee

Riverview Flat, Skyline Views, near Downtown

Wake up to stunning views of the Milwaukee River and skyline in this spacious lower flat with another unit above. Perfect for work or play, the home features a dedicated workspace with fast WiFi, a full kitchen, and cozy living areas. The queen bedroom sleeps 2, and a fold-out sofa adds space for up to 2 more. There is a dining room table and chairs for entertaining. Relax on the backyard deck, fire up the grill, or explore nearby brewer and restaurants Parking is available in the garage in back

NEW 2Br Downtown Home w/ Garage, Yard, Walkable

Nestled in the vibrant Walker's Point neighborhood, this charming home offers the perfect urban retreat. The stylish 4-bedroom abode combines modern amenities with cozy ambiance; whether you're exploring the bustling streets or enjoying a night in, this home provides a quiet and convenient base for your Milwaukee adventures. With easy access to eclectic dining, unique shops, and lively entertainment, you'll find plenty to see and do. 5 Min to Historic Third Ward 10 Min to Milwaukee Art Museum

Boho Chic Retreat in the Heart of Wauwatosa!

Enjoy an abundance of natural light in this cozy home! Sip your coffee on the private deck, perfect for families, couples, weekend getaways, extended stays, business travelers and medical professionals. Located a short distance to Froedart and other area Hospitals. Ten minutes to downtown Milwaukee, Fiserv Forum, American Family Field or State Fairgrounds! Steps away from some of the best restaurants, bars, and coffee shops in town. It's hard to find a better location in the Milwaukee area!

Entire historic home, ideal for families & pets.

Entire cozy, historic 1938 home. No extra cleaning or guest service fee! Family & Pet Friendly. Steps from playground or historic Village Center w/shopping, fine dining, wine bar; 15 min to downtown MKE or Airport; 6 min from Rock Sports Complex or WI State Fair Park. Full kitchen; Laundry, Central AC, Hi Speed Wi-Fi; ample work space. Free off street parking. Plush towels and toiletries in bathrooms. Enjoy your visit to this historic garden community. Sleeps 7. Over 70 “5 Star” Reviews.

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

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!

*CLEAN* Cozy Lakeside Lower 2Bedrm Bungalow Duplex

Set in the heart of the most sought after neighborhood in Bay View, this 1st floor bungalow duplex offers a retreat 1 block from South Shore Park and the Lakefront. The park offers a new beer garden with breathtaking views of Lake Michigan and is connected to the Oak Leaf trail for hikes along the lakefront. Enjoy the gem of all farmer's markets in the park on Saturdays in Summer. Steps away from excellent restaurants and public transit. 8 mins to airport / 7 mins to downtown MKE.

Central, Game Room, Quiet Walkable Area

Beautiful luxurious 4 bedroom (bonus sunroom) home central to everything Milwaukee has to offer. Located in sought after quiet community due to its proximity to all main attractions while providing safety and peace for residents and visitors. Our property is less than 10mins from heart of Milwaukee, walking distance to main attractions such as Brewers stadium and state fair. We do our absolute best to be exceptional hosts so hope you decide to stay with us

Cozy 3 Bedroom Near Airport

Kick off your shoes and relax in our spacious and newly renovated private 3 bed upper unit. Just minutes from the incredible dining scene in Bay View, the gorgeous lakefront, and vibrant downtown MKE! The home is beautifully designed and furnished to meet all your needs, including a full kitchen, bathroom, 3 spacious bedrooms, living room, and even a balcony! Secure driveway parking is also included in your stay; or grab an Uber in a few minutes.

Historic Gem|Steps to UWM|Lake Mich|Free Parking

🔹 5-Star Rated | Superhost Quality | Fast Wi-Fi | Free Parking 🔹 🏡 Experience a Slice of Milwaukee’s History in a 100-Year-Old Home! Step inside this charming first-floor retreat—a beautifully preserved prairie-style home blending historic elegance with modern convenience. Located right across from UWM, this top-rated Airbnb is perfect for visiting students, faculty, families, and travelers looking for a relaxing, walkable neighborhood.

Modern 2Bed Upper In Riverside Park | King Bed

Enjoy modern living in this 2br upper unit located in Milwaukee's charming Riverside Park neighborhood. The location offers easy access to the city, beach, and a vibrant restaurant & bar scene brewing on Milwaukee’s historic North Ave. Local favorites with the convenience of Whole Foods nearby and fast access to Fiserv, theaters, + all downtown has to offer! Two bedrooms and the living room provide 3 separated sleeping spaces.