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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Milwaukee holiday homes

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

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The Nohl | A Lake Effect Stay Near Brady Street
A modern living room with a sofa, a coffee table, and a TV with a mirror above it.

2. 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 HK$1,499
HK$2,896 total
includes taxes & fees
27 Oct - 28 Oct
Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room
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 HK$530
HK$1,670 total
includes taxes & fees
26 Oct - 27 Oct
Quiet House
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

4. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (25 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
18 Oct - 19 Oct
Best location in Milwaukee! Upper Duplex Unit
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

5. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
The price is HK$385
HK$2,082 total
includes taxes & fees
20 Oct - 21 Oct
Remodeled Home - Steps from Brady Street!
A beach with people walking and swimming, a lifeguard tower, and a clear sky.

6. 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$1,209
HK$3,063 total
includes taxes & fees
19 Oct - 20 Oct
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
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$832
HK$2,545 total
includes taxes & fees
4 Nov - 5 Nov
The Pink Lady - Stylish Walker’s Point Home
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, (106 reviews)
"Close to everything in Milwaukee"
United States
Terri E.
The price is HK$1,377
HK$1,846 total
includes taxes & fees
18 Oct - 19 Oct
Three Bedroom Upper
Private kitchen

9. 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$926
HK$2,303 total
includes taxes & fees
1 Nov - 2 Nov
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.

10. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is HK$601
HK$4,121 total
includes taxes & fees
20 Oct - 21 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.

11. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (13 reviews)
"The house was a good location, clean and perfect for our stay during Summerfest."
United States
Brianna E.
The price is HK$1,625
HK$2,989 total
includes taxes & fees
26 Oct - 27 Oct
Barclay House in Walker's Point
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

12. 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$1,804 total
includes taxes & fees
18 Oct - 19 Oct
Quiet Bay View Getaway
A dining area with a table set for two, a coffee maker, and a window with blinds.

13. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard
Fair Park
The price is HK$1,036
HK$2,961 total
includes taxes & fees
8 Nov - 9 Nov
1BR Pro Flat + Office; near Hospitals. Garage + Yard
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

14. 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
19 Oct - 20 Oct
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A single-story house with a green exterior, a front porch, and a garage.

15. 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
21 Oct - 22 Oct
King Bed • Vintage Urban Oasis • Near MKE Airport
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

16. 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$1,201
HK$2,785 total
includes taxes & fees
9 Nov - 10 Nov
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

17. 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$1,236
HK$3,604 total
includes taxes & fees
19 Oct - 20 Oct
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
A bedroom with a bed, dresser, and a window with blinds.

18. 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$2,119 total
includes taxes & fees
22 Oct - 23 Oct
Superb cozy 4-bedroom building in vibrant Milwaukee
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

19. 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$1,532
HK$4,416 total
includes taxes & fees
22 Oct - 23 Oct
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
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.

20. 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, (16 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
The price is HK$1,234
HK$2,353 total
includes taxes & fees
22 Oct - 23 Oct
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
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

Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

10/10 Excellent
"Place was really clean the room was really nice and quite the staff was very helpful and Nice! In a good area next to Marquette University."
Johnny 4-night trip
Posted 9 hours ago
Ramada by Wyndham Milwaukee

Find out more about Milwaukee

Milwaukee Vacation Homes information

Number of reviews
269
Accommodation
345 Vacation Homes
Lowest Price
HK$1,322
Highest Price
HK$4,416

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