Townhome holiday rentals in Milwaukee

Sunny 4BR East Side w/ Balcony + Walkable Location

A historic home with modern flair—this stylish 4BR retreat offers a fully equipped kitchen, high-speed Wi-Fi, and a dedicated workspace. After a day of visiting UWM, cheering on the Brewers, or exploring Downtown Milwaukee, unwind on new furniture in this spacious home. Ideal for families and travelers seeking comfort with a touch of class. Step outside to a spacious private balcony, featuring lounge chairs for laying out and patio furniture—perfect for morning coffee or relaxing in the evening

3BR Bayview Oasis| Park | Deck| 5 mins to Lake

Welcome to your relaxing getaway in one of Milwaukee's best neighborhoods - Bayview! Find yourself nestled on a quiet street while being centrally located allowing you to explore all that Milwaukee has to offer with ease! The amenities will cater to all your needs and ensure an enjoyable stay. - 10 mins to downtown - Board games galore - Smart TV with streaming apps - Outdoor deck - Fully stocked kitchen - Complimentary coffee/tea - Luxury mattresses - Free off street parking - On site laundry

*CLEAN* Craftsman Lakeside 3 Bedrm Bay View Duplex

**Sparkling Clean** newly renovated historic 100 year old UPPER duplex in the highly desirable South Shore Park neighborhood of Bay View. Resembles northern Wisconsin cabin with all of the creature comforts of being close to the city of Milwaukee. Just a block off the lake/park/beach/restaurants. Super spacious living room & full size dining room with 3 separate bedrooms and a bathroom with two vanities gives all of your guests ample room to be comfortable. Pull out beds avail Sorry, no pets

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

A Charming Storyhill Home -walk to Amer Fam Field

This family-friendly home is the perfect Milwaukee getaway, especially as a Brewer's fan! Catching a game? Our 1-bdrm, loft & 1-bath home is located in the heart of Brew City within walking distance to American Family Field. No tickets? Stroll across the street to Dugout 54 SportsBar or enjoy some quality family time while you BBQ and watch the game from home! We are minutes from Harley-Davidson Museum, Miller Brewery, Bradford Beach, MKE Zoo, Historic Third Ward, Summerfest, & much more!!!

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!

500 House - Unit C

 Welcome to your modern retreat in a sustainably built property that blends comfort, style, and convenience. This thoughtfully designed unit offers a bright open floor plan, private patio, and access to beautifully shared community spaces—including a fire pit and outdoor lounge area. Whether you're here for a solo getaway, a family vacation, or a group gathering, the 500 House provides the perfect balance of privacy and connection.  Relax, explore, and feel right at home.

Spacious 3-Bedroom Townhouse

Enjoy your stay in this spacious house located just 15 minutes away from downtown Milwaukee and Summerfest, and 10 minutes away from State Fair. Including the peaceful neighborhood, you'll be within walking distance of various restaurants and shops. Within the home, you'll find a comfortable experience lounging in any of the 3 bedrooms, playing outside in the expansive yard, or relaxing in the sunroom. Provided are a 52" TV, washing and drying machine, and 570 Mbps wifi.

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

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.

Safe Riverside Park 2BR | Self Check-In + 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.