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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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!

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$384
HK$2,062 total
includes taxes & fees
29 Sept - 30 Sept
Remodeled Home - Steps from Brady Street!
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

2. Quiet House

Quiet House
Milwaukee
7.8 out of 10, Good, (21 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$1,642 total
includes taxes & fees
28 Sept - 29 Sept
Quiet House
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 Nohl | A Lake Effect Stay Near Brady Street

4. 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$871
HK$2,200 total
includes taxes & fees
27 Sept - 28 Sept
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

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$957
HK$2,673 total
includes taxes & fees
5 Oct - 6 Oct
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.

6. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (103 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
The price is HK$1,214
HK$1,616 total
includes taxes & fees
29 Sept - 30 Sept
Three Bedroom Upper
A modern living room with a sectional sofa, a coffee table, and a black furry rug.

7. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is HK$471
HK$3,951 total
includes taxes & fees
28 Sept - 29 Sept
Near Lake Michigan • Coffee Bar • Workspace
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

8. 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$1,166
HK$2,694 total
includes taxes & fees
28 Sept - 29 Sept
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.

9. 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, (41 reviews)
"Nice location"
United States
Lyndsay K.
The price is HK$1,440
HK$3,844 total
includes taxes & fees
28 Sept - 29 Sept
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
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
9.4 out of 10, Exceptional, (75 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
The price is HK$1,405
HK$3,228 total
includes taxes & fees
28 Sept - 29 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

11. 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$1,493
HK$4,331 total
includes taxes & fees
24 Sept - 25 Sept
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
A beach with volleyball courts and people.

12. 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
9.8 out of 10, Exceptional, (8 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is HK$1,234
HK$2,305 total
includes taxes & fees
24 Sept - 25 Sept
Rare East Side-2 min walk to UWM-Garage-Lake Mich
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, (38 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$1,412
HK$3,486 total
includes taxes & fees
6 Oct - 7 Oct
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

14. 3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property! We had a great stay!"
United States
VJ P.
The price is HK$1,286
HK$3,431 total
includes taxes & fees
24 Sept - 25 Sept
3-bedroom bungalow with WiFi vibrant Milwaukee
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

15. 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$1,785 total
includes taxes & fees
24 Sept - 25 Sept
Quiet Bay View Getaway
A bedroom with a bed, a dresser, and a door.

16. Superb cozy 4-bedroom building in vibrant Milwaukee

Superb cozy 4-bedroom building in vibrant Milwaukee
Milwaukee
9.0 out of 10, Wonderful, (2 reviews)
"Place was good, it just needs a little bit more cleaning, things where dusty"
United States
Antonio A.
The price is HK$1,454
HK$2,177 total
includes taxes & fees
3 Oct - 4 Oct
Superb cozy 4-bedroom building in vibrant Milwaukee
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.

17. 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, (13 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
The price is HK$1,234
HK$2,259 total
includes taxes & fees
27 Sept - 28 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.

18. 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.
The price is HK$1,624
HK$2,941 total
includes taxes & fees
27 Sept - 28 Sept
Barclay House in Walker's Point
A bar area with a counter, four bar stools, and a framed picture above the counter.

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

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
The price is HK$1,093
HK$2,121 total
includes taxes & fees
22 Oct - 23 Oct
King Bed • Vintage Urban Oasis • Near MKE Airport
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"We loved our stay! So fun and staff were amazing!"
Theresa 1-night trip
Posted 2 hours ago
Saint Kate - The Arts Hotel

Find out more about Milwaukee

Milwaukee Vacation Homes information

Number of reviews
286
Accommodation
345 Vacation Homes
Lowest Price
HK$1,616
Highest Price
HK$4,331

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