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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Milwaukee holiday homes

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

1. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (24 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is HK$578
HK$1,321 total
includes taxes & fees
7 Sept - 8 Sept
Best location in Milwaukee! Upper Duplex Unit
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

2. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is HK$470
HK$2,191 total
includes taxes & fees
15 Sept - 16 Sept
Remodeled Home - Steps from Brady Street!
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is HK$659
HK$2,018 total
includes taxes & fees
7 Sept - 8 Sept
The Nohl | A Lake Effect Stay Near Brady Street
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

4. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (19 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is HK$529
HK$1,641 total
includes taxes & fees
15 Sept - 16 Sept
Quiet House

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

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (9 reviews)
"Great time. Fun place to stay"
United States
syed a.
The price is HK$776
HK$2,441 total
includes taxes & fees
8 Sept - 9 Sept
The Pink Lady - Stylish Walker’s Point Home

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

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Fifth Ward
10.0 out of 10, Exceptional, (6 reviews)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
United States
Holly B.
The price is HK$925
HK$2,274 total
includes taxes & fees
13 Sept - 14 Sept
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
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!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (45 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is HK$1,200
HK$2,533 total
includes taxes & fees
9 Sept - 10 Sept
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

8. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (102 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
The price is HK$1,376
HK$1,835 total
includes taxes & fees
8 Sept - 9 Sept
Three Bedroom Upper
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

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

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Bay View
10.0 out of 10, Exceptional, (38 reviews)
"Home is immaculate and fully stocked. Hosts were so accomodating and thoughtful about treats, where things are located and making our stay stress-free."
United States
Pamela M.
The price is HK$1,411
HK$3,485 total
includes taxes & fees
7 Sept - 8 Sept
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A courtyard with a wooden fence, a gravel path, and a variety of plants.

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

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (73 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
The price is HK$1,404
HK$3,227 total
includes taxes & fees
7 Sept - 8 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A neatly made bed with white bedding, a vase with flowers, a tray with a cup and saucer, and a magazine on the bed.

11. Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
6.0 out of 10, (2 reviews)
"The house was nice and accommodated our travel greatly. Communication before and during the stay from the host, was spot on. Everything went smoothly."
United States
Chris B.
The price is HK$407
HK$3,589 total
includes taxes & fees
8 Sept - 9 Sept
Workspace + Fireplace + Coffee Bar + Sleeps 12
A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

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

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (18 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is HK$745
HK$1,815 total
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom house with everything you need in the heart of West Allis
A modern kitchen with a white refrigerator, wooden cabinets, and a built-in oven.

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

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
6.0 out of 10, (2 reviews)
"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...
United States
Joan B.
The price is HK$453
HK$3,652 total
includes taxes & fees
8 Sept - 9 Sept
Modern 4BR Retreat w/ Workspace + Coffee Bar
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

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.0 out of 10, Wonderful, (12 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
The price is HK$1,246
HK$2,792 total
includes taxes & fees
8 Sept - 9 Sept
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A beach with volleyball courts and people.

15. Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (7 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is HK$1,233
HK$2,323 total
includes taxes & fees
8 Sept - 9 Sept
Rare East Side-2 min walk to UWM-Garage-Lake Mich
A sculpture of a human figure made of interconnected metal pieces, placed on a concrete base with a view of the sunset over the sea.

16. Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (11 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
The price is HK$1,233
HK$2,323 total
includes taxes & fees
8 Sept - 9 Sept
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
A spacious living room with a large TV, a wooden coffee table, and a gray sofa. There is a dining area with a table and chairs, and a kitchen area with a fridge and a microwave.

17. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
9.8 out of 10, Exceptional, (10 reviews)
"Very nice and comfortable home."
United States
Tom L.
The price is HK$1,804
HK$3,180 total
includes taxes & fees
23 Sept - 24 Sept
Barclay House in Walker's Point
A kitchen with wooden cabinets, a dining table, and a stove.

18. Superb cozy 4-bedroom building in vibrant Milwaukee

Superb cozy 4-bedroom building in vibrant Milwaukee
Milwaukee
The price is HK$1,341
HK$2,617 total
includes taxes & fees
7 Sept - 8 Sept
Superb cozy 4-bedroom building in vibrant Milwaukee
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

19. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
The price is HK$949
HK$1,775 total
includes taxes & fees
8 Sept - 9 Sept
Quiet Bay View Getaway
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

20. Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is HK$1,569
HK$4,430 total
includes taxes & fees
7 Sept - 8 Sept
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milwaukee Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Room was clean, staff was nice. Breakfast was great!"
Jessica 2-night trip
Posted 1 hour ago
Sheraton Milwaukee Brookfield Hotel

Find out more about Milwaukee

Milwaukee Vacation Homes information

Number of reviews
336
Accommodation
345 Vacation Homes
Lowest Price
HK$1,321
Highest Price
HK$4,430

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