Holiday houses in Shorewood

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Top-rated holiday rentals in Shorewood

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Guest favourite

Townhouse in Shorewood

4.86 out of 5 average rating, 121 reviews

Gorgeous Shorewood stay by the Lake - Entire Flat

"This sunny 3bd lower flat is large enough to fit your whole family for your trip to Milwaukee. The bathroom is freshly renovated. We have been so lucky to meet the wonderful families and friends who have gathered here and called this space their home away from home. Walking distance to Village of Shorewood, UWM and Lake Michigan, and a short ride to the airport, Summerfest grounds, Harley Museum, the new Fiserv Forum, bars/restaurants/shopping, and much more. Baby friendly with Pack-and-play."

Guest favourite

Home in Milwaukee

4.87 out of 5 average rating, 110 reviews

Good Land Home - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath upper duplex house featuring a fully equipped kitchen, bright living space, and comfortable accommodations for 6. There's a variety of things to do in Milw including award winning dining, pro Sports, Brewery tours, endless music festivals and more! Indoors or outdoors, the opportunities are endless!

Guest favourite

Rental unit in Riverwest

4.9 out of 5 average rating, 115 reviews

Riverwest Gem w/Fenced Yard, Garage for Parking

Make this pet-friendly and kid-friendly first-floor apartment your Riverwest headquarters with its close proximity to Lake Michigan’s lakefront, Fiserv Forum, local dining, and much more. You’ll love the 1920s charm of this comfy space, featuring hardwood floors, books, and artwork throughout, merged with today’s conveniences – hi-speed Wi-Fi, laundry, and central AC. Kids and doggos will love the fenced backyard. Easy parking in garage space. Guests rave about the location close to everything.

Guest favourite

Rental unit in Wauwatosa

5 out of 5 average rating, 144 reviews

Bungalow Retreat in the Heart of Wauwatosa

Welcome to the Bungalow Retreat where you will find comfort & style throughout the cozy upper flat with private balconies. 2BR/1BA & updated kitchen, this space is perfect for families, couples, long term stays, business travelers, or weekend getaways. Nestled in the heart of Wauwatosa; grocery, restaurants/bars, shops, & parks within walking distance. Located 10min from Downtown MKE, Lake Michigan, Fiserv Forum, Summerfest; 8min to Brewers Stadium. Parking on site. DM for extended stay info.

Guest favourite

Guest suite in Upper East Side

4.97 out of 5 average rating, 180 reviews

THE JUNGALOW- a Milwaukee Craftsman Treasure!

Welcome to our 1924 Craftsman Bungalow! Marrying Prairie House style with the innovations of the Chicago Craftsman, our brick bungalow is awaiting your stay. You'll enjoy the upper suite, with private entrance, two bedrooms, kitchen, and full bath. Newly redone porcelain marbled floors inspire luxury with each step, along with the new 'Article' sectional, 50" TV with streaming, 100% Cotton bedding and towels, a kitchen full of perks and appliances, and lush greenery to keep the air clean.

Guest favourite

Townhouse in Bay View

4.95 out of 5 average rating, 384 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!

Guest favourite

Condo in Shorewood

4.93 out of 5 average rating, 274 reviews

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Guest favourite

Guesthouse in Riverwest

4.92 out of 5 average rating, 110 reviews

1-bedroom guest house with river & city views

This cottage in the heart of Brewer's Hill is walking distance from Lakefront Brewery, the Milwaukee river, Brady street and lots of other Milwaukee attractions! Looking out on a city park and the Milwaukee river, it's an ideal mix of peaceful retreat and urban stay experience! Our cottage includes a comfy queen sized bed, bathroom with a walk in shower, kitchen with all the necessities for cooking or just making a quick breakfast and a pull out coach in the living room!

Guest favourite

Rental unit in Milwaukee

4.91 out of 5 average rating, 418 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

Guest favourite

Rental unit in Upper East Side

4.96 out of 5 average rating, 289 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.

Guest favourite

Rental unit in Riverwest

4.87 out of 5 average rating, 182 reviews

Mid-century Upper in Riverwest

This 2 BR duplex upper apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

Guest favourite

Rental unit in Milwaukee

4.94 out of 5 average rating, 216 reviews

Flexhome Brewery District M4 - Fiserv+Gym+Parking

This Flexhome is situated in one of Milwaukee's most historic buildings, the old Pabst malt house. Architectural features include original Cream City brick, exposed beams, arched windows, and city skyline views. The building is fully loaded with amenities including a fitness center, theater, work/study booths, and a game lounge with darts, pool, and bags (otherwise known as cornhole).