Milwaukee Vacation Homes

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Our top choices for Milwaukee holiday homes

A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

1. Remodeled Home - Steps from Brady Street!

Downtown Milwaukee

David M.

HK$2,070 total

includes taxes & fees

14 Sept - 15 Sept

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

2. Quiet House

Milwaukee

Steven

HK$1,641 total

includes taxes & fees

14 Sept - 15 Sept

A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

3. Best location in Milwaukee! Upper Duplex Unit

Downtown Milwaukee

Janice B.

HK$1,320 total

includes taxes & fees

7 Sept - 8 Sept

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$2,017 total

includes taxes & fees

7 Sept - 8 Sept

A bar area with a counter, four bar stools, and a framed picture above the counter.

5. King Bed • Vintage Urban Oasis • Near MKE Airport

Town of Lake

HK$2,056 total

includes taxes & fees

7 Sept - 8 Sept

6. The Pink Lady - Stylish Walker’s Point Home

Fifth Ward

syed a.

HK$2,505 total

includes taxes & fees

15 Sept - 16 Sept

Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

7. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods

Dan K.

HK$2,597 total

includes taxes & fees

13 Sept - 14 Sept

8. The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

Fifth Ward

Holly B.

HK$2,208 total

includes taxes & fees

13 Sept - 14 Sept

A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

9. Charming 2-bedroom house with everything you need in the heart of West Allis

West Allis

Renee W.

HK$1,815 total

includes taxes & fees

7 Sept - 8 Sept

A beach with people walking and swimming, a lifeguard tower, and a clear sky.

10. 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

Downtown Milwaukee

Kristen M.

HK$2,897 total

includes taxes & fees

9 Sept - 10 Sept

A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

11. Three Bedroom Upper

Riverwest

Crystiana H.

HK$1,835 total

includes taxes & fees

7 Sept - 8 Sept

A courtyard with a wooden fence, a gravel path, and a variety of plants.

12. Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Lower East Side

Jenna L.

HK$3,227 total

includes taxes & fees

7 Sept - 8 Sept

A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

13. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Bay View

Pamela M.

HK$3,475 total

includes taxes & fees

29 Sept - 30 Sept

A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

14. Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Upper East Side

Mike G.

HK$2,791 total

includes taxes & fees

8 Sept - 9 Sept

A neatly made bed with white bedding, a vase with flowers, a tray with a cup and saucer, and a magazine on the bed.

15. Workspace + Fireplace + Coffee Bar + Sleeps 12

Milwaukee

Chris B.

HK$3,581 total

includes taxes & fees

8 Sept - 9 Sept

A modern kitchen with a white refrigerator, wooden cabinets, and a built-in oven.

16. Modern 4BR Retreat w/ Workspace + Coffee Bar

Milwaukee

"The condo was very clean. Had a very nice coffee bar. Beds were comfortable. The internet was terrible. We count on it for work and we could not access it for the first 5 days of our day. Contacted the management company early in our stay & they were not able to help us. The initial 2 people that I dealt with had no idea where the router was located. Very frustrating! By the time we were able to access it & reboot it is was late in our stay. Even then the signal was weak. Left a day early. If...

Joan B.

HK$3,651 total

includes taxes & fees

8 Sept - 9 Sept