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Search Holiday Rentals in Waukesha County

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Waukesha County Accommodation: Most Popular Cities to Stay

Milwaukee Art Museum showing modern architecture and art
Holiday RentalsHoliday Rentals

Milwaukee

Milwaukee

Our top choices for Waukesha County holiday rentals

Water park
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3090)
"The property was very nice and the customer service was excellent."
United States
Ronda
The price is ₹11,470
₹16,294 total
includes taxes & fees
11 Jan - 12 Jan 2026
Timber Ridge Lodge and Waterpark
Premier Room, 1 King Bed | Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"From check in to check out excellent stay!"
United States
Heather
The price is ₹12,530
₹14,772 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Plaza Hotel
Indoor spa tub
Mill Creek Hotel

Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1220)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is ₹14,500
₹16,458 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mill Creek Hotel
Fireplace
Kasa Westown Milwaukee

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (121)
"Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions."
United States
Melissa
Kasa Westown Milwaukee
House (4 Bedrooms) | Floor plan
Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is ₹17,688
₹66,105 total
includes taxes & fees
19 Jan - 20 Jan 2026
Large Milwaukee Home 4BR Fast Wifi
House | 4 bedrooms
Brew City Game Room Fenced Yard Sleeps 13

Brew City Game Room Fenced Yard Sleeps 13

Brew City Game Room Fenced Yard Sleeps 13
2.0 star property
Wauwatosa
10.0 out of 10, Exceptional, (1)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
The price is ₹22,487
₹49,674 total
includes taxes & fees
14 Jan - 15 Jan 2026
Brew City Game Room Fenced Yard Sleeps 13
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 Waukesha County Hotel Reviews

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"Our room was very clean. We had a great view. The location was close to the Riverwalk, Milwaukee Public Market, various restaurants, etc. I would stay here again. The food selection was great, loved having the various perks of staying at this hotel. "
Samantha 1-night trip
Posted 1 day ago
Drury Plaza Hotel Milwaukee Downtown

Find out more about Waukesha County

Holiday Apartments in Waukesha County

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