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House vacation rentals in Waukesha County

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Top-rated house rentals in Waukesha County

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favourite
Home in Delafield
Modern Lake Country Farmhouse in Delafield
Just a half mile outside downtown Delafield, this charming, modern farmhouse is clean, updated and well stocked. There's plenty of space to have a peaceful, relaxing stay. Easy access to golf, lakes (like Nagawicka and Upper & Lower Nemahbin), parks (like Lapham Peak State Park), hiking, biking and x-country skiing. Enjoy walking access to restaurants and shops in Delafield. Just minutes off I-94 in Lake Country, conveniently located between Milwaukee and Madison. 30 minutes from Fiserv Forum.
Dec. 13 – 20
$349 CAD per night
Guest favourite
Home in Wales
Beautifully Restored Historic Victorian
Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more
Mar. 22 – 29
$185 CAD per night
Guest favourite
Home in Oconomowoc
Black Squirrel Farmhouse - (Downtown Oconomowoc)
Downtown Oconomowoc, beach, bandshell, bars, shops, restaurants, lakes, kayak/boat rental, 2 public golf courses in town and 3 more within 10 minute drive, 31 parks including the imagination station million dollar play area!!! Lots of local hiking and bike trails through the kettle moraine, visit Lapham peak, government hill, scuppernong, and much more! Minutes to Holy Hill, from the tower you can see the beautiful Lake Country area for miles. Only 1.25 hr drive to the Devils lake state park!
Mar. 17 – 24
$329 CAD per night

Popular amenities for Waukesha County house rentals

House rentals with a pool

Guest favourite
Home in Lake Geneva
Home away from Home
Jan. 6 – 13
$899 CAD per night
Guest favourite
Home in Menomonee Falls
Your Own Spacious Place with a Pool & Peloton
Jan. 6 – 13
$313 CAD per night
Superhost
Home in Sussex
Amazing Five Bedroom Milwaukee Vacation Home!!
Dec. 15 – 22
$1,333 CAD per night
Guest favourite
Home in Delafield
Cute and cozy 2 bedroom house perfectly located!
Sep. 11 – 18
$295 CAD per night
Superhost
Home in Cudahy
Make Yourself At Home! Close to Lake & Airport!
Jun. 19 – 26
$135 CAD per night
Guest favourite
Home in Lake Geneva
Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
Apr. 19 – 26
$348 CAD per night
Guest favourite
Home in Whitewater
Nestled in the Southern Kettle Moraine Forest
Nov. 7 – 14
$450 CAD per night
Superhost
Home in Lake Geneva
Lodge Home - 2.8 Miles to Town - 3 Acres
May 4 – 11
$974 CAD per night
Guest favourite
Home in Milwaukee
Central Location w/ Skyline View
Mar. 3 – 10
$195 CAD per night
Guest favourite
Home in Milwaukee
The Gem of Brewers Hill w/hot tub & heated pool
Jul. 20 – 27
$1,071 CAD per night
Guest favourite
Home in Lake Geneva
Cabin getaway near Winter Realms and Alpine Valley
Dec. 15 – 22
$947 CAD per night
Superhost
Home in Lake Geneva
Woodhaven, a Luxury Lake Geneva Pool Estate
Oct. 14 – 21
$1,527 CAD per night

Weekly house rentals

Guest favourite
Home in Menomonee Falls
Exhale, rest
Jan. 10 – 17
$212 CAD per night
Guest favourite
Home in Pewaukee
Luxury Lake Home-Miles of Lake Views-Private Pier
Sep. 7 – 14
$1,082 CAD per night
Guest favourite
Home in Dousman
New Art House on Glacial Trail
Apr. 7 – 14
$432 CAD per night
Guest favourite
Home in Waukesha
Griffin Heights
Nov. 2 – 9
$279 CAD per night
Superhost
Home in Pewaukee
Pewaukee Lake Retreat in Beautiful Lake Country.
Jun. 29 – Jul. 6
$621 CAD per night
Guest favourite
Home in Waukesha
Convenient & Spacious Suburban Escape w/ KING BED
May 1 – 8
$372 CAD per night
Guest favourite
Home in Mukwonago
Relaxing Lake House Getaway on Phantom Lake
Dec. 15 – 22
$549 CAD per night
Guest favourite
Home in Mukwonago
The Lake House on Shady Lane
Jan. 17 – 24
$1,352 CAD per night
Guest favourite
Home in New Berlin
Cozy 2 bedroom Upper Duplex w/ Bonus Room
Jan. 8 – 15
$214 CAD per night
Guest favourite
Home in Oconomowoc
Cozy renovated historic home boasts 4 fireplaces
Nov. 1 – 8
$962 CAD per night
Superhost
Home in Waukesha
Comfortable 3 Bedroom with King bed in Waukesha
Apr. 15 – 22
$345 CAD per night
Superhost
Home in Wauwatosa
The WOWatosa suite
Sep. 9 – 16
$972 CAD per night

Private house rentals

Home in Oconomowoc
Grove Street Block Party!
Mar. 23 – 30
$165 CAD per night
Home in Waukesha
Cozy 3BR Ranch Home Away From Home
Jan. 26 – Feb. 2
$336 CAD per night
Guest favourite
Home in Nashotah
The Lily Pad on Okauchee
Oct. 14 – 21
$843 CAD per night
Guest favourite
Home in Dousman
Entirely Remodeled 5 Bedroom 3 Full Bath Lake Home
Oct. 5 – 12
$1,190 CAD per night
Home in Oconomowoc
Beautiful lake views.
Dec. 1 – 8
$482 CAD per night
Home in Nashotah
Beautiful Lake Home
Oct. 14 – 21
$622 CAD per night
Home in Oconomowoc
Lake home on Lower Nehambin Lake
May 2 – 9
$318 CAD per night
Guest favourite
Home in Oconomowoc
Lake Country Haven
Nov. 16 – 23
$446 CAD per night
Guest favourite
Home in Pewaukee
Cozy Lake House on Lelah - steps from the lake!
Aug. 5 – 12
$624 CAD per night
Guest favourite
Home in Mukwonago
Lake House w/ Amazing Views includes 6 Kayaks
May 17 – 24
$463 CAD per night
Home in Menomonee Falls
Entire furnished home in an upscale neighborhood
Apr. 23 – 30
$169 CAD per night
Home in Brookfield
Classic Brookfield Home ~ 14 Mi to Milwaukee!
Dec. 18 – 25
$723 CAD per night

Destinations to explore