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Our top choices for Milwaukee holiday homes

Holiday Home in Bay View
KK lower · Funky 2BR in Prime Bay View - w/ Parking10.0 out of 10, Exceptional, (7)
The price is HK$560
HK$1,557 total
includes taxes & fees
14 Jan - 15 Jan 2026

Holiday Home in Downtown Milwaukee
Remodeled Home - Steps from Brady Street!10.0 out of 10, Exceptional, (5)
The price is HK$381
HK$2,062 total
includes taxes & fees
4 Jan - 5 Jan 2026

Holiday Home in Fair Park
Cozy & Quiet, dog-friendly 2-bedroom Upper in Central MilwaukeeThe price is HK$653
HK$2,420 total
includes taxes & fees
2 Jan - 3 Jan 2026

Holiday Home in Halyard Park
Exclusive Brownstone Residence10.0 out of 10, Exceptional, (1)
The price is HK$1,088
HK$1,741 total
includes taxes & fees
31 Dec - 1 Jan 2026

Holiday Home in Bay View
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking9.4 out of 10, Exceptional, (15)
The price is HK$754
HK$1,770 total
includes taxes & fees
13 Jan - 14 Jan 2026

Holiday Home in Riverwest
Vibrant Milwaukee Townhome near Downtown8.0 out of 10, Very good, (2)
The price is HK$556
HK$2,030 total
includes taxes & fees
5 Jan - 6 Jan 2026

Holiday Home in Bay View
Whole House in Bay View + Fenced-in Yard + Parking10.0 out of 10, Exceptional, (11)
The price is HK$1,063
HK$3,050 total
includes taxes & fees
2 Jan - 3 Jan 2026

Holiday Home in Downtown Milwaukee
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 610.0 out of 10, Exceptional, (1)
The price is HK$588
HK$2,196 total
includes taxes & fees
7 Jan - 8 Jan 2026
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
10/10 Excellent
Find out more about Milwaukee
Milwaukee Vacation Homes information
Number of reviews | 136 |
|---|---|
Accommodation | 408 Vacation Homes |
Lowest Price | HK$1,503 |
Highest Price | HK$3,454 |








































































