Search Vacation Homes in Milwaukee
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Milwaukee holiday homes
KK lower · Funky 2BR in Prime Bay View - w/ Parking
KK lower · Funky 2BR in Prime Bay View - w/ ParkingBay View
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
Ashton G.
The price is HK$560
HK$1,557 total
includes taxes & fees
14 Jan - 15 Jan 2026
Remodeled Home - Steps from Brady Street!
Remodeled Home - Steps from Brady Street!Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
Eduardo P.
The price is HK$381
HK$2,062 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee
Cozy & Quiet, dog-friendly 2-bedroom Upper in Central MilwaukeeFair Park
The price is HK$653
HK$2,420 total
includes taxes & fees
2 Jan - 3 Jan 2026
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
Damien S.
The price is HK$1,088
HK$1,741 total
includes taxes & fees
1 Jan - 2 Jan 2026
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ ParkingBay View
9.4 out of 10, Exceptional, (15)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
Alexander H.
The price is HK$754
HK$1,770 total
includes taxes & fees
13 Jan - 14 Jan 2026
Vibrant Milwaukee Townhome near Downtown
Vibrant Milwaukee Townhome near DowntownRiverwest
8.0 out of 10, Very good, (2)
"This is a cool, fun neighborhood! It’s really central to pretty much everything and close to downtown. The property is cozy and is a nice place to hang out. We had a wonderful time! "
Thomas S.
The price is HK$556
HK$2,030 total
includes taxes & fees
18 Jan - 19 Jan 2026
Whole House in Bay View + Fenced-in Yard + Parking
Whole House in Bay View + Fenced-in Yard + ParkingBay View
10.0 out of 10, Exceptional, (11)
"was great and close to our daughter"
Nicholas S.
The price is HK$1,063
HK$3,050 total
includes taxes & fees
2 Jan - 3 Jan 2026
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"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. "
Kristen M.
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.
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$3,455 |