Southeast Wisconsin Vacation Homes

A modern architectural building with a unique design, featuring a prominent tower and curved structures.

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Our top choices for Southeast Wisconsin holiday homes

A modern kitchen with a large island, stainless steel sink, and pendant lights.

1. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Waukesha

Jason d.

HK$2,869 total

includes taxes & fees

25 Oct - 26 Oct

A modern bathroom with a white vanity, a mirror, and a blue rug.

2. Quiet Bay View Getaway

Town of Lake

Carl B.

HK$2,008 total

includes taxes & fees

22 Oct - 23 Oct

A dining area with a table set for two, a coffee maker, and a window with blinds.

3. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

Fair Park

HK$2,970 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

4. The Nohl | A Lake Effect Stay Near Brady Street

Lower East Side

HK$2,047 total

includes taxes & fees

25 Oct - 26 Oct

A living room with a large brown sofa, a dining area with wooden chairs, and a kitchen area with a refrigerator and microwave.

5. Be Relax House, Cozy 2BR Milwaukee Getaway, Sleeps 4

Milwaukee

A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

6. Quiet House

Milwaukee

Steven

HK$1,661 total

includes taxes & fees

3 Nov - 4 Nov

A house with a front porch, steps, and a small garden area.

7. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Kenosha

Erin

HK$748 total

includes taxes & fees

14 Nov - 15 Nov

A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

8. Private Hot Tub • Bright Home Near Downtown

Oconomowoc

Heather F.

HK$2,639 total

includes taxes & fees

27 Oct - 28 Oct

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Top Southeast Wisconsin Hotel Reviews

The Brewhouse Inn & Suites

10/10 Excellent

"Unique accommodations and a wonderful place to stay."

Hyatt Regency Milwaukee

8/10 Good

"We loved our stay at the Hyatt Regency Milwaukee! The location is hard to beat, right in the heart of downtown and within walking distance of so many great spots. We were able to walk to the Miller High Life Theatre, the Pabst Theater, the Bronze Fonz statue, and Fiserv Forum without any hassle. Another bonus? Major Goolsby’s is right across the street, making it easy to grab a bite or a drink. We loved being able to park ourselves downtown and explore so much of Milwaukee on foot. If you’re looking for a convenient home base for a Milwaukee getaway, concert, or sporting event, this hotel is in a fantastic location. We’d happily stay here again!"

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