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

Holiday Rentals in Waukesha County

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Top Cities in Waukesha County

Our top choices for Waukesha County holiday rentals

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 €76
includes taxes & fees
18 Nov - 19 Nov
1 Queen Bed | Non-Smoking, Kitchen

2. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
Spacious Accessible Studio w/ Walk-In Shower

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.8 out of 10, Exceptional, (11 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 €228
includes taxes & fees
15 Nov - 16 Nov
Historic Downtown Luxury-Lake-Coffee-Spa like BA

4. 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.
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (15 reviews)
"This is an incredible hidden gem in Delafield. Loved every minute of our stay!"
United States
Holly L.
The price is €286
includes taxes & fees
15 Nov - 16 Nov
Historic Downtown- King Bed-St Johns Acad-Shopping

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 €299
includes taxes & fees
15 Nov - 16 Nov
Private Hot Tub • Bright Home Near Downtown

7. Stylish Retreat Near Wedding Venues & Downtown

Stylish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (32 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is €511
includes taxes & fees
18 Nov - 19 Nov
Stylish Retreat Near Wedding Venues & Downtown

8. 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 €83
includes taxes & fees
18 Nov - 19 Nov
2 Queen Beds | Smoking, Kitchen

9. 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 €85
includes taxes & fees
25 Nov - 26 Nov
2 Queen Beds | Mobil Access Tub Nsmk Kitchen

10. 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 €80
includes taxes & fees
18 Nov - 19 Nov
1 King Bed | Non-Smoking, Kitchen

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
The price is €97
includes taxes & fees
3 Dec - 4 Dec
1 King Bed|Non-Smoking,Kitchen

12. Spacious Family Escape Near Lakes in Wisconsin

Spacious Family Escape Near Lakes in Wisconsin
Oconomowoc
The price is €526
includes taxes & fees
18 Nov - 19 Nov
Spacious Family Escape Near Lakes in Wisconsin

13. 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 €91
includes taxes & fees
22 Nov - 23 Nov
1 Queen Bed | Non-Smoking, Kitchen

14. 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.
Historic Downtown-Old World Charm-Dining-Coffee

15. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
Queen Studio Suite w/ Kitchenette in Oconomowoc

16. 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.
2-BR Suite w/ King & Double Beds + Kitchen

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
Accessible 1-BR Queen Suite w/ Roll-In Shower

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
Accessible 1-BR Suite w/ Two Double Beds

19. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
Accessible 1BR Suite | Pool & Daily Breakfast

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.
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

Find out more about Waukesha County

Holiday Homes in Waukesha County

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