A historic building with a clock tower, illuminated windows, and a sign for the 'Night at the Museum' event.

Waukesha County Holiday Rentals

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Our top choices for Waukesha County holiday rentals

A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

1. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.0 out of 10, Wonderful, (40 reviews)
"Charged a security deposit and did not refund after checkout. Their customer resolution # indicates an email address to use for refunds however the speaker does not speak clearly so you can get the email address."
United States
Laurie
The price is AU$124
includes taxes & fees
18 Nov - 19 Nov
1 Queen Bed | Non-Smoking, Kitchen
A modern kitchen with a large island, stainless steel sink, and pendant lights.

2. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (45 reviews)
"Great place and very clean"
United States
Jason d.
The price is AU$512
includes taxes & fees
18 Nov - 19 Nov
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A brick building with a sign for Riverview Lodges and a Green Door Café.

3. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is AU$359
includes taxes & fees
18 Nov - 19 Nov
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

4. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is AU$218
includes taxes & fees
22 Nov - 23 Nov
Spacious Accessible Studio w/ Walk-In Shower
A cozy room with a wooden ceiling, a black sofa with colorful cushions, a round coffee table with flowers, and a black chair.

5. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (14 reviews)
"This is an incredible hidden gem in Delafield. Loved every minute of our stay!"
United States
Holly L.
The price is AU$445
includes taxes & fees
12 Nov - 13 Nov
Historic Downtown- King Bed-St Johns Acad-Shopping
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

6. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is AU$476
includes taxes & fees
15 Nov - 16 Nov
Private Hot Tub • Bright Home Near Downtown
A compact kitchenette with a stove, sink, and microwave, a mirror, and a door with a notice.

7. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (27 reviews)
"I would stay here again!"
United States
Anonymous traveller
The price is AU$138
includes taxes & fees
25 Nov - 26 Nov
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

8. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (41 reviews)
"I’ll return for sure."
United States
William
The price is AU$131
includes taxes & fees
18 Nov - 19 Nov
1 King Bed | Non-Smoking, Kitchen
A hotel room with two beds, a television, a desk, and a window with curtains.

9. 2 Queen Beds | Smoking, Kitchen

2 Queen Beds | Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (28 reviews)
"Good place to stay,"
United States
Anonymous traveller
The price is AU$135
includes taxes & fees
18 Nov - 19 Nov
2 Queen Beds | Smoking, Kitchen
A hotel room with a bed, a television on a wooden dresser, a sofa, and two windows with curtains.

10. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Brookfield
10.0 out of 10, Exceptional, (2 reviews)
"A great stopover option that felt low-key but not cramped or noisy during my brief visit here."
United States
Anonymous traveller
The price is AU$148
includes taxes & fees
29 Nov - 30 Nov
1 Queen Bed | Non-Smoking, Kitchen
A hotel room with a large bed, two bedside lamps, a nightstand, a mirror, and a window with curtains.

11. 1 King Bed|Non-Smoking,Kitchen

1 King Bed|Non-Smoking,Kitchen
Brookfield
10.0 out of 10, Exceptional, (2 reviews)
"Connection held steady through several video calls without drops or lagging issues."
United States
Anonymous traveller
1 King Bed|Non-Smoking,Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

12. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is AU$257
includes taxes & fees
22 Nov - 23 Nov
Accessible 1BR Suite | Pool & Daily Breakfast
A brick building with a sign for Riverview Lodges and a Green Door Café.

13. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
9.8 out of 10, Exceptional, (10 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is AU$411
includes taxes & fees
18 Nov - 19 Nov
Historic Downtown-Old World Charm-Dining-Coffee
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

14. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is AU$218
includes taxes & fees
22 Nov - 23 Nov
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

15. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is AU$259
includes taxes & fees
22 Nov - 23 Nov
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

16. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is AU$259
includes taxes & fees
22 Nov - 23 Nov
Accessible 1-BR Suite w/ Two Double Beds
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

17. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
The price is AU$419
includes taxes & fees
22 Nov - 23 Nov
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

18. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
The price is AU$419
includes taxes & fees
22 Nov - 23 Nov
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

19. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is AU$431
includes taxes & fees
30 Nov - 1 Dec
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

20. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,531 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
The price is AU$263
includes taxes & fees
17 Nov - 18 Nov
Timber Ridge Lodge and Waterpark
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

8/10 Good
"The location and vibe are excellent! Comfy beds. The location is perfect for local events"
Jill 1-night trip
Posted 4 hours ago
Saint Kate - The Arts Hotel

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$200 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.