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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 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$682
HK$2,442 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
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$1,642 total
includes taxes & fees
30 Sept - 1 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.

3. 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
1 Oct - 2 Oct
Best location in Milwaukee! Upper Duplex Unit
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

4. 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

5. 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$1,271
HK$2,757 total
includes taxes & fees
13 Oct - 14 Oct
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

6. 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$839
HK$2,553 total
includes taxes & fees
12 Oct - 13 Oct
The Pink Lady - Stylish Walker’s Point Home
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

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

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.4 out of 10, Exceptional, (38 reviews)
"Nice location"
United States
Lyndsay K.
The price is HK$1,236
HK$3,575 total
includes taxes & fees
20 Sept - 21 Sept
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
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$1,243
HK$1,669 total
includes taxes & fees
22 Sept - 23 Sept
Three Bedroom Upper
A courtyard with a wooden fence, a gravel path, and a variety of plants.

9. 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, (74 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
The price is HK$1,405
HK$3,257 total
includes taxes & fees
22 Sept - 23 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

10. 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$706
HK$1,779 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom house with everything you need in the heart of West Allis
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

11. 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$2,691 total
includes taxes & fees
28 Sept - 29 Sept
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
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
9.8 out of 10, Exceptional, (10 reviews)
"Very nice and comfortable home."
United States
Tom L.
The price is HK$1,624
HK$2,904 total
includes taxes & fees
23 Sept - 24 Sept
Barclay House in Walker's Point
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

13. 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, (46 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is HK$2,393
HK$4,079 total
includes taxes & fees
29 Sept - 30 Sept
House in Quaint Neighborhood near Downtown Milwaukee 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.

14. 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, (12 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
The price is HK$1,234
HK$2,352 total
includes taxes & fees
21 Sept - 22 Sept
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

15. 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$1,744
HK$4,701 total
includes taxes & fees
12 Oct - 13 Oct
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

16. 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
30 Sept - 1 Oct
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A bar area with a counter, four bar stools, and a framed picture above the counter.

17. 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$2,167 total
includes taxes & fees
21 Sept - 22 Sept
King Bed • Vintage Urban Oasis • Near MKE Airport
A beach with volleyball courts and people.

18. 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$2,352 total
includes taxes & fees
21 Sept - 22 Sept
Rare East Side-2 min walk to UWM-Garage-Lake Mich
A deck with a table, chairs, and an umbrella.

19. Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
Milwaukee
The price is HK$1,263
HK$4,457 total
includes taxes & fees
20 Sept - 21 Sept
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

20. 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.
3-bedroom bungalow with WiFi vibrant Milwaukee
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

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"Property was in great location with easy access to downtown attractions and eating establishments. Staff was very helpful and friendly and rooms was clean and well stocked."
Richard 2-night trip
Posted 5 hours ago
Drury Plaza Hotel Milwaukee Downtown

Find out more about Milwaukee

Milwaukee Vacation Homes information

Number of reviews
386
Accommodation
345 Vacation Homes
Lowest Price
HK$1,321
Highest Price
HK$4,701

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