A calm lake with a wooden dock extending into the water, surrounded by trees and a clear sky.

Waukesha County Holiday Rentals

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Our top choices for Waukesha County holiday rentals

A modern kitchen with a large island, stainless steel sink, and pendant lights.

1. 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, (39 reviews)
"Great place and very clean"
United States
Jason d.
The price is AU$517
includes taxes & fees
28 Sept - 29 Sept
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A deck with a view of a lake, docked boats, and a covered area with a bench.

2. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is AU$986
includes taxes & fees
28 Sept - 29 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

3. 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$423
includes taxes & fees
4 Oct - 5 Oct
2-BR Suite w/ King & Double Beds + Kitchen

4. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is AU$774
includes taxes & fees
28 Sept - 29 Sept
Charming Historic Upper Walk to Downtown & Lakes
A beach with a view of the water, boats, and a distant shoreline.

5. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is AU$635
includes taxes & fees
17 Oct - 18 Oct
Spa House by the beach. Pewaukee Lake
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

6. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (40 reviews)
"Love this place"
United States
Anonymous traveller
The price is AU$124
includes taxes & fees
12 Oct - 13 Oct
1 King Bed | Non-Smoking, Kitchen
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is AU$454
includes taxes & fees
21 Oct - 22 Oct
Historic Downtown- King Bed-St Johns Acad-Shopping
A living room with a grey sofa, a white armchair, and a coffee table. There is a television on a stand, a kitchen area with white cabinets, and a dining table with chairs.

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

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (8 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is AU$416
includes taxes & fees
18 Oct - 19 Oct
Historic Downtown-Old World Charm-Dining-Coffee
A two-story house with a balcony, a front porch, and a visible garage.

9. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (29 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is AU$1,077
includes taxes & fees
30 Sept - 1 Oct
Sytlish Retreat Near Wedding Venues & Downtown
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

10. 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$480
includes taxes & fees
28 Sept - 29 Sept
Private Hot Tub • Bright Home Near Downtown
A modern kitchen with stainless steel appliances, a granite countertop, and a large window.

11. New: Tremendous 4-bedroom house on private lot in charming Brookfield

New: Tremendous 4-bedroom house on private lot in charming Brookfield
Brookfield
The price is AU$619
includes taxes & fees
28 Sept - 29 Sept
New: Tremendous 4-bedroom house on private lot in charming Brookfield
A compact kitchenette with a stove, sink, and microwave, a mirror, and a door with a notice.

12. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (24 reviews)
"I would stay here again!"
United States
Anonymous traveller
The price is AU$130
includes taxes & fees
12 Oct - 13 Oct
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
A hotel room with two beds, a television, a desk, and a window with curtains.

13. 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$128
includes taxes & fees
22 Oct - 23 Oct
2 Queen Beds | Smoking, Kitchen
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

14. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"I will definitely stay again"
United States
Anonymous traveller
The price is AU$117
includes taxes & fees
12 Oct - 13 Oct
1 Queen Bed | Non-Smoking, Kitchen
A compact kitchen with a wooden ceiling, a white door, and a window with a view.

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 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$345
includes taxes & fees
21 Oct - 22 Oct
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.

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

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is AU$403
includes taxes & fees
11 Oct - 12 Oct
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
"."
United States
Rhonda M.
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.

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is AU$275
includes taxes & fees
4 Oct - 5 Oct
Accessible 1-BR Queen Suite w/ Roll-In Shower
A hotel room with a bed, a television on a wooden dresser, a sofa, and two windows with curtains.

19. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Brookfield
The price is AU$150
includes taxes & fees
8 Oct - 9 Oct
1 Queen 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.

20. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is AU$243
includes taxes & fees
4 Oct - 5 Oct
Spacious Accessible Studio w/ Walk-In Shower
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

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Great place but the heater was not working unfortunately."
Adriana 1-night trip
Posted 2 hours ago
AmericInn by Wyndham Brookfield

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$225 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.