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Milwaukee Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Milwaukee vacation homes

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

1. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
The price is CA $77
CA $366 total
includes taxes & fees
Nov 2 - Nov 3
Remodeled Home - Steps from Brady Street!
Two teal armchairs with white cushions and a vase of colorful flowers on a white table.

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

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is CA $139
CA $444 total
includes taxes & fees
Nov 2 - Nov 3
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

3. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 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 CA $94
CA $279 total
includes taxes & fees
Nov 2 - Nov 3
Quiet House
A modern living room with a large flat-screen TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

4. Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room

Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room
Westown
10.0 out of 10, Exceptional, (1 review)
"Great location. Secure building. Well maintained and clean. Responsive host via text."
United States
Irvin J.
The price is CA $252
CA $506 total
includes taxes & fees
Nov 2 - Nov 3
Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

5. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.4 out of 10, Very good, (26 reviews)
"This property couldn’t be better situated for a great stay. The surrounding neighborhood is vibrant and lively but the home is just enough off the beaten path that you have a quiet spot to enjoy. Would absolutely return. Great host."
United States
Aaron W.
The price is CA $103
CA $222 total
includes taxes & fees
Nov 2 - Nov 3
Best location in Milwaukee! Upper Duplex Unit
Private kitchen

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, (7 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 CA $141
CA $359 total
includes taxes & fees
Nov 2 - Nov 3
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Interior

7. 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 CA $141
CA $423 total
includes taxes & fees
Nov 2 - Nov 3
The Pink Lady - Stylish Walker’s Point Home
A balcony with two chairs and two potted plants.

8. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (110 reviews)
"Everything was great. Location was very good. Highly recommend!!"
United States
Michelle J.
The price is CA $195
CA $250 total
includes taxes & fees
Nov 2 - Nov 3
Three Bedroom Upper
A bedroom with a sloped ceiling, a bed with a red blanket, a bedside lamp, and a large mirror.

9. Modern Milwaukee Getaway

Modern Milwaukee Getaway
Lower East Side
The price is CA $277
CA $402 total
includes taxes & fees
Nov 2 - Nov 3
Modern Milwaukee Getaway
Settle into your cozy workspace, get a little work done, or simply plan the day’s adventures from the comfort of home.

10. Workspace • Coffee Bar • Modern 4BR • Sleeps 10

Workspace • Coffee Bar • Modern 4BR • Sleeps 10
Milwaukee
The price is CA $106
CA $697 total
includes taxes & fees
Nov 2 - Nov 3
Workspace • Coffee Bar • Modern 4BR • Sleeps 10
A living room with a large brown sofa, a dining area with wooden chairs, and a kitchen area with a refrigerator and microwave.

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

Be Relax House, Cozy 2BR Milwaukee Getaway, Sleeps 4
Milwaukee
The price is CA $175
CA $310 total
includes taxes & fees
Nov 17 - Nov 18
Be Relax House, Cozy 2BR Milwaukee Getaway, Sleeps 4
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.

12. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (14 reviews)
"The house was a good location, clean and perfect for our stay during Summerfest."
United States
Brianna E.
The price is CA $289
CA $638 total
includes taxes & fees
Nov 8 - Nov 9
Barclay House in Walker's Point
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

13. Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.6 out of 10, Exceptional, (44 reviews)
"Great location to Brady Street."
United States
Andrew C.
The price is CA $211
CA $600 total
includes taxes & fees
Nov 2 - Nov 3
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
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
9.2 out of 10, Wonderful, (13 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
The price is CA $214
CA $465 total
includes taxes & fees
Nov 11 - Nov 12
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A dining area with a table set for two, a coffee maker, and a window with blinds.

15. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard
Fair Park
The price is CA $184
CA $529 total
includes taxes & fees
Nov 8 - Nov 9
1BR Pro Flat + Office; near Hospitals. Garage + Yard
A Victorian-style house with a prominent front staircase, multiple windows, and lush greenery.

16. Classic Victorian with modern amenities in the heart of Downtown Milwaukee

Classic Victorian with modern amenities in the heart of Downtown Milwaukee
Downtown Milwaukee
8.8 out of 10, Excellent, (11 reviews)
"Perfect location had a great time "
United States
Andrew H.
The price is CA $454
CA $891 total
includes taxes & fees
Nov 2 - Nov 3
Classic Victorian with modern amenities in the heart of Downtown Milwaukee
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

17. 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, (39 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 CA $252
CA $621 total
includes taxes & fees
Nov 2 - Nov 3
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A modern bathroom with a white vanity, a mirror, and a blue rug.

18. 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 CA $169
CA $351 total
includes taxes & fees
Nov 30 - Dec 1
Quiet Bay View Getaway
A dining table set with plates, glasses, and a loaf of bread.

19. 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 CA $101
CA $690 total
includes taxes & fees
Nov 4 - Nov 5
Workspace • Fireplace • Coffee Bar • Sleeps 12
A bedroom with a bed, a dresser, a nightstand, a lamp, and a television on a dresser.

20. NEW! Comfortable 9-bedroom house near local attractions, handicap accessible

NEW! Comfortable 9-bedroom house near local attractions, handicap accessible
West Allis
The price is CA $337
CA $838 total
includes taxes & fees
Dec 1 - Dec 2
NEW! Comfortable 9-bedroom house near local attractions, handicap accessible
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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

8/10 Good
"Nice hotel, friendly staff. Only negative is that while housekeeping came to drop off more bottles of water that we would be charged for if opening, The didn't bother to even remake our bed. I didn't expect new linens, but I would at minimum expect the bed remade of they intruded into my room."
HEATHER 2-night trip
Posted 15 hours ago
Hyatt Regency Milwaukee

Find out more about Milwaukee

Milwaukee Vacation Homes information

Number of reviews
141
Accommodation
320 Vacation Homes
Lowest Price
CA $222
Highest Price
CA $891

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