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

Waukesha County Vacation Rentals

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Top Cities in Waukesha County

A modern architectural structure with a curved roof and glass facade.
Vacation RentalsVacation Rentals

Milwaukee

Milwaukee

Our top choices for Waukesha County vacation 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, (40 reviews)
"Great place and very clean"
United States
Jason d.
The price is CA $237
CA $526 total
includes taxes & fees
Oct 19 - Oct 20
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

2. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (40 reviews)
"I’ll return for sure."
United States
William
The price is CA $107
CA $121 total
includes taxes & fees
Nov 11 - Nov 12
1 King Bed | Non-Smoking, Kitchen
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

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 CA $193
CA $342 total
includes taxes & fees
Nov 1 - Nov 2
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

4. 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 CA $266
CA $455 total
includes taxes & fees
Nov 1 - Nov 2
Historic Downtown- King Bed-St Johns Acad-Shopping
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

5. 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 CA $319
CA $412 total
includes taxes & fees
Oct 25 - Oct 26
2-BR Suite w/ King & Double Beds + Kitchen
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 CA $254
CA $485 total
includes taxes & fees
Oct 19 - Oct 20
Private Hot Tub • Bright Home Near Downtown
A beach with a view of the water, boats, and a distant shoreline.

7. 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 CA $456
CA $718 total
includes taxes & fees
Nov 8 - Nov 9
Spa House by the beach. Pewaukee Lake
The Blue Belle

8. 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.
Charming Historic Upper Walk to Downtown & Lakes
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

9. 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 CA $101
CA $114 total
includes taxes & fees
Nov 11 - Nov 12
1 Queen Bed | Non-Smoking, Kitchen
A compact kitchenette with a stove, sink, and microwave, a mirror, and a door with a notice.

10. 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 CA $113
CA $128 total
includes taxes & fees
Nov 11 - Nov 12
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
A two-story house with a balcony, a front porch, and a visible garage.

11. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (30 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is CA $400
CA $897 total
includes taxes & fees
Oct 21 - Oct 22
Sytlish Retreat Near Wedding Venues & Downtown
A hotel room with two beds, a television, a desk, and a window with curtains.

12. 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 CA $111
CA $125 total
includes taxes & fees
Nov 11 - Nov 12
2 Queen Beds | Smoking, Kitchen
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, (9 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is CA $236
CA $415 total
includes taxes & fees
Nov 12 - Nov 13
Historic Downtown-Old World Charm-Dining-Coffee
A hotel room with a bed, a television on a wooden dresser, a sofa, and two windows with curtains.

14. 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 CA $129
CA $145 total
includes taxes & fees
Oct 18 - Oct 19
1 Queen Bed | Non-Smoking, Kitchen
A hotel lobby with a reception desk, a clock, a red wall, and a door marked 'EXIT'.

15. 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
The price is CA $136
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
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.

16. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $167
CA $221 total
includes taxes & fees
Oct 25 - Oct 26
Spacious Accessible Studio w/ Walk-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $198
CA $255 total
includes taxes & fees
Oct 25 - Oct 26
Accessible 1-BR Suite w/ Two Double Beds
A room with a patterned carpet, a large flat-screen TV mounted on the wall, and several leather recliner chairs arranged in a row.

18. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $198
CA $255 total
includes taxes & fees
Oct 25 - Oct 26
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

19. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $167
CA $221 total
includes taxes & fees
Oct 25 - Oct 26
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.

20. 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 CA $319
CA $412 total
includes taxes & fees
Oct 25 - Oct 26
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
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

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

10/10 Excellent
"Hotel room was clean. Very secure with only guests with key cards can access the hotel floors. Food in the Marketplace was casino food. Several restaurants are closed on Tuesday, but we had dinner at Riyu. Asian food. Very good, server was nice and attentive."
Heidi 1-night trip
Posted 3 hours ago
Potawatomi Hotel & Casino

Find out more about Waukesha County

Everything you need to know about Waukesha County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waukesha County vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waukesha County vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waukesha County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waukesha County vacation rentals we have selected for you start as low as CA $235 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 vacation 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 vacation.

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.