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

Holiday Rentals in Waukesha County

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Top Cities in Waukesha County

A modern architectural structure with a curved roof and glass facade.
Holiday RentalsHoliday Rentals

Milwaukee

Milwaukee

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 €328
includes taxes & fees
4 Oct - 5 Oct
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.
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 €235
includes taxes & fees
18 Oct - 19 Oct
2-BR Suite w/ King & Double Beds + Kitchen
The Blue Belle

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 €477
includes taxes & fees
1 Oct - 2 Oct
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 €401
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 €76
includes taxes & fees
15 Oct - 16 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 €286
includes taxes & fees
18 Oct - 19 Oct
Historic Downtown- King Bed-St Johns Acad-Shopping
A bedroom with a bed, bedside table, and a view of a dining area.

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 €262
includes taxes & fees
1 Oct - 2 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, (30 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is €661
includes taxes & fees
7 Oct - 8 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 €347
includes taxes & fees
12 Oct - 13 Oct
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 €404
includes taxes & fees
1 Oct - 2 Oct
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, (25 reviews)
"I would stay here again!"
United States
Anonymous traveller
The price is €80
includes taxes & fees
15 Oct - 16 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 €79
includes taxes & fees
15 Oct - 16 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 €72
includes taxes & fees
15 Oct - 16 Oct
1 Queen Bed | Non-Smoking, Kitchen
A garden with neatly trimmed hedges, a statue, and flowering plants.

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 €216
includes taxes & fees
25 Oct - 26 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 €228
includes taxes & fees
18 Oct - 19 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
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
The price is €231
includes taxes & fees
25 Oct - 26 Oct
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 €149
includes taxes & fees
18 Oct - 19 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 €82
includes taxes & fees
6 Oct - 7 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 €129
includes taxes & fees
25 Oct - 26 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
"The room was clean and comfortable."
Carla 4-night trip
Posted 5 hours ago
AmericInn by Wyndham Brookfield

Find out more about Waukesha County

Holiday Homes in Waukesha County

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