A city skyline with modern skyscrapers and a river in the foreground.

Search Vacation Homes in Milwaukee

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Milwaukee holiday homes

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

1. 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 HK$530
HK$1,661 total
includes taxes & fees
12 Oct - 13 Oct
Quiet House
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

2. 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$2,047 total
includes taxes & fees
12 Oct - 13 Oct
The Nohl | A Lake Effect Stay Near Brady Street
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

3. 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$542
HK$2,304 total
includes taxes & fees
19 Oct - 20 Oct
Remodeled Home - Steps from Brady Street!
A beach with people walking and swimming, a lifeguard tower, and a clear sky.

4. 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 HK$879
HK$2,619 total
includes taxes & fees
14 Oct - 15 Oct
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
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
8.6 out of 10, Excellent, (24 reviews)
"Overall good stay in a charming Milwaukee duplex. Primary bedroom could use some blackout curtains. Shower/tub is a little small."
United States
Laura R.
The price is HK$578
HK$1,322 total
includes taxes & fees
12 Oct - 13 Oct
Best location in Milwaukee! Upper Duplex Unit
A modern living room with a sofa, a coffee table, and a TV with a mirror above it.

6. 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.
Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room
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 HK$1,075
HK$2,851 total
includes taxes & fees
5 Nov - 6 Nov
The Pink Lady - Stylish Walker’s Point Home
Private kitchen

8. 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 HK$910
HK$2,275 total
includes taxes & fees
18 Oct - 19 Oct
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
A modern living room with a sofa, a coffee table, and a television mounted on the wall.

9. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is HK$649
HK$4,185 total
includes taxes & fees
19 Oct - 20 Oct
Near Lake Michigan • Coffee Bar • Workspace
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.

10. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (11 reviews)
"Very nice and comfortable home."
United States
Tom L.
Barclay House in Walker's Point
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

11. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (104 reviews)
"Close to everything in Milwaukee"
United States
Terri E.
The price is HK$1,377
HK$1,846 total
includes taxes & fees
12 Oct - 13 Oct
Three Bedroom Upper
A bedroom with a bed, dresser, and a window with blinds.

12. Superb cozy 4-bedroom building in vibrant Milwaukee

Superb cozy 4-bedroom building in vibrant Milwaukee
Milwaukee
9.4 out of 10, Exceptional, (3 reviews)
"Host was very hospitable and easy to communicate with, would definitely book again!"
United States
Kailyn M.
The price is HK$1,342
HK$2,100 total
includes taxes & fees
11 Oct - 12 Oct
Superb cozy 4-bedroom building in vibrant Milwaukee
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

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Bay View
10.0 out of 10, Exceptional, (39 reviews)
"Great place to stay in Milwaukee! The house was clean and very well stocked with everything we could need! I didn’t realize someone lived upstairs, but there wasn’t any issues with it. The neighborhood was close to many great things to do We would definitely stay here again!"
United States
Jenna H.
The price is HK$1,413
HK$3,488 total
includes taxes & fees
13 Oct - 14 Oct
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

14. 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$950
HK$1,786 total
includes taxes & fees
9 Nov - 10 Nov
Quiet Bay View Getaway
A courtyard with a wooden fence, a gravel path, and a variety of plants.

15. 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
9.4 out of 10, Exceptional, (75 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
The price is HK$1,406
HK$3,249 total
includes taxes & fees
19 Oct - 20 Oct
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

16. 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 HK$1,256
HK$3,608 total
includes taxes & fees
9 Nov - 10 Nov
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.

17. 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 HK$1,166
HK$2,677 total
includes taxes & fees
9 Nov - 10 Nov
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

18. 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.
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
A single-story house with a green exterior, a front porch, and a garage.

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

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
"Small place perfect for a solo traveler or a small family. Cute mix of old and new furnishings and decor. Updated fixtures and appliances. Had everything needed in the kitchen space to grocery shop and eat it. I was traveling for work and needed a home away from home without much fuss and this place checked at the boxes.."
United States
Rachel C.
The price is HK$1,093
HK$2,122 total
includes taxes & fees
12 Oct - 13 Oct
King Bed • Vintage Urban Oasis • Near MKE Airport
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

20. 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, (49 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is HK$1,530
HK$2,998 total
includes taxes & fees
20 Oct - 21 Oct
House in Quaint Neighborhood near Downtown Milwaukee 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Milwaukee Hotel Reviews

The Marc Hotel

The Marc Hotel

10/10 Excellent
"This was a very nice hotel in a central location in downtown Milwaukee. Rather than having a doorman and entrance, it is accessed through the adjacent garage."
Bruce 1-night trip
Posted 8 hours ago
The Marc Hotel

Find out more about Milwaukee

Milwaukee Vacation Homes information

Number of reviews
297
Accommodation
345 Vacation Homes
Lowest Price
HK$1,322
Highest Price
HK$4,185

Explore a world of travel with Expedia