Waukesha County Holiday Rentals

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Our top choices for Waukesha County holiday rentals

7.8 out of 10, Good, (10)
"Awesome place!"
United States
Daniel M.
The price is AU$2,787
includes taxes & fees
23 Dec - 24 Dec
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
9.8 out of 10, Exceptional, (50)
"Wonderful property. Host was extremely responsive and helpful."
United States
joan r.
Wooded Hills/Indoor Pool/Hot Tub/Arcade
10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
United States
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Aparthotel in Lake Geneva

Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (3070)
"Very nice room and fun waterpark. "
United States
Kristi
The price is AU$297
includes taxes & fees
11 Jan - 12 Jan 2026
Timber Ridge Lodge and Waterpark

Aparthotel in Downtown Milwaukee

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is AU$244
includes taxes & fees
18 Jan - 19 Jan 2026
The Plaza Hotel

Aparthotel in Westown

Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (120)
"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

Aparthotel in Lake Geneva

Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1219)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is AU$268
includes taxes & fees
22 Dec - 23 Dec
Mill Creek Hotel

Apartment in Westown

ROVE LIVING/KL - Malt House
4.0 star property
9.0 out of 10, Wonderful, (11)
"The room was clean and spacious and very comfy the property was as well very beautiful and so much to look at … my family enjoyed the games that were in the room as well. We will definitely stay their again for our next visit "
United States
Ivan
ROVE LIVING/KL - Malt House
9.8 out of 10, Exceptional, (213)
"It was nice "
United States
Kevin C.
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
9.6 out of 10, Exceptional, (12)
"Very nice layout with lots of rooms and interesting places to be for a large group or family"
United States
Brian M.
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
2.0 star property
9.4 out of 10, Exceptional, (14)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
United States
Bret S.
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
10.0 out of 10, Exceptional, (6)
The price is AU$530
includes taxes & fees
30 Dec - 31 Dec
Lakeside Loft! Updated 2 BR condo/Close to Lodge & GN/Outdoor Pool/Free Parking

Holiday Home in Lake Geneva

THE ULTIMATE 6 BEDROOM LAKEHOUSE
9.6 out of 10, Exceptional, (40)
"Wonderful house, perfect for a weekend stay. Great views and more than enough space?"
United States
John M.
The price is AU$1,831
includes taxes & fees
4 Jan - 5 Jan 2026
THE ULTIMATE 6 BEDROOM LAKEHOUSE
9.8 out of 10, Exceptional, (109)
"Property was perfect for our group. We arrived to a clean home, everything was as advertised and hosts were very accommodating. Location was perfect, walking distance from downtown lake Geneva."
United States
David C.
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
10.0 out of 10, Exceptional, (249)
"Great weekend, thank you for the space!"
United States
Ed C.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
9.6 out of 10, Exceptional, (45)
"Stayed with a group of 14 for the weekend - property has a little bit of everything you could need while being close to downtown Lake Geneva and Delavan!"
United States
Justin S.
Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

Apartment in Lower East Side

ROVE LIVING/KB - Prospect
3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
ROVE LIVING/KB - Prospect
9.6 out of 10, Exceptional, (34)
"Great location with everything included at the condo for a wonderful stay! Exceeded our expectations and would love to stay again!"
United States
Torie G.
The price is AU$488
includes taxes & fees
29 Dec - 30 Dec
Quaint, quiet condo minutes from Lake Geneva
10.0 out of 10, Exceptional, (318)
"Well stocked house with all the amenities needed in a lakeside rental. Comfortable house and room for our group of five senior brothers and sisters. Loved the fireplace!"
United States
Linda L.
Private Beach & Pier Lake Front w/ Fireplace on Lake Como - Walk to Mars Resort!
9.0 out of 10, Wonderful, (71)
"Loved the location and accessibility to so many things. Everything we needed was there. Thank you"
United States
Jane Burden B.
The price is AU$437
includes taxes & fees
11 Jan - 12 Jan 2026
Harbor & Hearth a Modern Lakefront Condo w/ Pool, Spa & Dining On The Lake
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

Find out more about Waukesha County

Everything you need to know about Waukesha County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waukesha County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waukesha County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Waukesha County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waukesha County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waukesha County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Waukesha County holiday rentals we have chosen for you start as low as AU$244 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Waukesha County rentals

At Expedia, we put the best Waukesha County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waukesha County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waukesha County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waukesha County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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