Find Vacation Rentals in Waukesha County

We have 1,070 properties to choose from
Anytime
Guests
Anytime
Guests

Popular Waukesha County Vacation Rentals

Find the perfect Waukesha County vacation rental

House Eagle
from $255 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(33 ratings)
Eagle, Waukesha County, Wisconsin, United States
Details
House Oconomowoc
from $212 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(53 ratings)
Oconomowoc, Waukesha County, Wisconsin, United States
Details
House Hartland
from $845 per night
House ∙ 13 guests ∙ 5 bedrooms

385 m² House

5.0
Outstanding(125 ratings)
Hartland, Waukesha County, Wisconsin, United States
Details
House New Berlin
from $1,633 per night
House ∙ 20 guests ∙ 7 bedrooms

585 m² House

3.9
Good(15 ratings)
New Berlin, Waukesha County, Wisconsin, United States
Details
Apartment Worthingtons
from $188 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

167 m² Apartment

5.0
Outstanding(48 ratings)
Worthingtons, Oconomowoc, Waukesha County
Details
House Pewaukee
from $489 per night
11 guests ∙ 6 bedrooms

House

5.0
Outstanding(84 ratings)
Pewaukee, Waukesha County, Wisconsin, United States
Details
House Bellevue
from $255 per night
House ∙ 6 guests ∙ 3 bedrooms

100 m² House

4.7
Excellent(21 ratings)
Bellevue, Pewaukee, Waukesha County
Details
House Valley Road
from $2,087 per night
House ∙ 20 guests ∙ 8 bedrooms

976 m² House

4.8
Outstanding(46 ratings)
Valley Road, Delafield, Waukesha County
Details
House Nashotah Lake
from $393 per night
House ∙ 13 guests ∙ 4 bedrooms

232 m² House

5.0
Outstanding(141 ratings)
Nashotah Lake, Summit, Waukesha County
Details
Show more

Recommended Rentals With Pools

House  Oconomowoc
from $2,353 per night
House ∙ 16 guests ∙ 8 bedrooms

994 m² House

5.0
Outstanding(3 ratings)
Oconomowoc, Waukesha County, Wisconsin, United States
Pool
Details
House  Valley Road
from $2,087 per night
House ∙ 20 guests ∙ 8 bedrooms

976 m² House

4.8
Outstanding(43 ratings)
Valley Road, Delafield, Waukesha County
Pool
Details
House  Wooded Hills
from $784 per night
House ∙ 12 guests ∙ 5 bedrooms

557 m² House

4.9
Outstanding(70 ratings)
Wooded Hills, Lannon, Waukesha County
Pool
Details
Show more

Vacation rentals with Wi-Fi

Apartment  New Berlin
from $141 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

139 m² Apartment

New Berlin, Waukesha County, Wisconsin, United States
Internet
Details
House  Village of Pewaukee
from $258 per night
House ∙ 6 guests ∙ 3 bedrooms

167 m² House

4.8
Outstanding(18 ratings)
Village of Pewaukee, Waukesha County, Wisconsin, United States
Internet
Details
House  Eagle
from $255 per night
6 guests ∙ 4 bedrooms

House

5.0
Outstanding(32 ratings)
Eagle, Waukesha County, Wisconsin, United States
Internet
Details
Show more

Pet-Friendly Homes and Apartments

House  Mukwonago
from $280 per night
House ∙ 6 guests ∙ 2 bedrooms

95 m² House

Mukwonago, Waukesha County, Wisconsin, United States
Pet-friendly
Details
Cabin  Dousman
from $135 per night
Cabin ∙ 5 guests ∙ 1 bedroom

74 m² Cabin

4.8
Outstanding(97 ratings)
Dousman, Waukesha County, Wisconsin, United States
Pet-friendly
Details
House  Oconomowoc
from $363 per night
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

5.0
Outstanding(28 ratings)
Oconomowoc, Waukesha County, Wisconsin, United States
Pet-friendly
Details
Show more

Frequently Asked Questions

Can I find cheap vacation rentals in Waukesha County?

You can book a vacation rental in Waukesha County for as little as $89 per night.

Can I book a vacation rental in Waukesha County?

On tripping.com, you will find 1,070 available vacation rental offers in Waukesha County.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Waukesha

Looking for a vacation rental in Waukesha? Tripping.com has 56 vacation rental homes available in Waukesha. You'll find 0 studios, 45 1-bedroom, 0 2-bedroom and 11 rentals with 3 or more bedrooms ranging from $47 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Waukesha is $332 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Waukesha home is $25. Wondering if you can bring your dog or cat along with you? There are 14 pet-friendly vacation rentals available in Waukesha. In addition to accommodating pets, Waukesha rentals offer a variety of amenities. In particular, 29 rentals have Internet and WiFi, 27 have TV and/or cable and 16 have a pool or hot tub. Search properties from 5 vacation rental sites in Waukesha where the top providers in that area are HRS Holidays, HomeAway, and Booking.com. There are 22 HRS Holidays rentals, 11 HomeAway short term rentals and 10 Booking.com vacation rentals.

Homes & Vacation Rentals

Where are travelers searching to stay Waukesha County?

image-tag