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 favorite
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.
Jan 24 – 31
$186 per night
4.99 out of 5 average rating, 105 reviews
Guest favorite
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
$105 per night
4.92 out of 5 average rating, 138 reviews
Guest favorite
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
$176 per night
4.92 out of 5 average rating, 141 reviews

Popular amenities for Waukesha County house rentals

House rentals with a pool

Guest favorite
Home in Lake Geneva
Home away from Home
Sep 12 – 19
$546 per night
4.91 out of 5 average rating, 126 reviews
Guest favorite
Home in Menomonee Falls
Your Own Spacious Place with a Pool & Peloton
Feb 17 – 24
$173 per night
4.95 out of 5 average rating, 19 reviews
Superhost
Home in Sussex
Amazing Five Bedroom Milwaukee Vacation Home!!
Nov 9 – 16
$668 per night
4.84 out of 5 average rating, 75 reviews
Guest favorite
Home in Delafield
Cute and cozy 2 bedroom house perfectly located!
Mar 17 – 24
$148 per night
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Cudahy
Make Yourself At Home! Close to Lake & Airport!
Nov 26 – Dec 3
$55 per night
4.79 out of 5 average rating, 95 reviews
Guest favorite
Home in Whitewater
Nestled in the Southern Kettle Moraine Forest
Nov 17 – 24
$278 per night
5.0 out of 5 average rating, 63 reviews
Guest favorite
Home in Lake Geneva
Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
Sep 16 – 23
$194 per night
5.0 out of 5 average rating, 29 reviews
Superhost
Home in Lake Geneva
Lodge Home - 2.8 Miles to Town - 3 Acres
Jan 16 – 23
$786 per night
4.76 out of 5 average rating, 25 reviews
Superhost
Home in Lake Geneva
Woodhaven, a Luxury Lake Geneva Pool Estate
Oct 30 – Nov 6
$762 per night
4.8 out of 5 average rating, 5 reviews
Guest favorite
Home in Milwaukee
The Gem of Brewers Hill w/hot tub & heated pool
Jun 14 – 21
$303 per night
4.93 out of 5 average rating, 74 reviews
Guest favorite
Home in Lake Geneva
Cabin getaway near Winter Realms and Alpine Valley
Dec 25 – Jan 1
$588 per night
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Lake Geneva
Newly Updated Modern Lake Condo
Oct 19 – 26
$230 per night
5.0 out of 5 average rating, 4 reviews

Weekly house rentals

Guest favorite
Home in Menomonee Falls
Exhale, rest
Sep 20 – 27
$118 per night
4.92 out of 5 average rating, 63 reviews
Guest favorite
Home in Dousman
New Art House on Glacial Trail
Apr 24 – May 1
$250 per night
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Pewaukee
Pewaukee Lake Retreat in Beautiful Lake Country.
Apr 25 – May 2
$184 per night
4.88 out of 5 average rating, 17 reviews
Guest favorite
Home in Waukesha
Griffin Heights
Jun 22 – 29
$150 per night
4.8 out of 5 average rating, 10 reviews
Guest favorite
Home in Pewaukee
Luxury Lake Home-Miles of Lake Views-Private Pier
Aug 26 – Sep 2
$899 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Mukwonago
Relaxing Lake House Getaway on Phantom Lake
Nov 6 – 13
$305 per night
4.94 out of 5 average rating, 33 reviews
Guest favorite
Home in Waukesha
Convenient & Spacious Suburban Escape w/ KING BED
May 31 – Jun 7
$211 per night
5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in Oconomowoc
The Paddle House
May 1 – 8
$201 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Home in New Berlin
Cozy 2 bedroom Upper Duplex w/ Bonus Room
Jan 18 – 25
$98 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Mukwonago
The Lake House on Shady Lane
Nov 15 – 22
$795 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Home in Oconomowoc
Cozy renovated historic home boasts 4 fireplaces
Oct 16 – 23
$540 per night
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Waukesha
Comfortable 3 Bedroom with King bed in Waukesha
May 19 – 26
$241 per night
4.75 out of 5 average rating, 24 reviews

Private house rentals

Home in Oconomowoc
Quiet Lake Country Retreat
Jan 21 – 28
$225 per night
4.82 out of 5 average rating, 140 reviews
Home in Oconomowoc
Grove Street Block Party!
Nov 12 – 19
$88 per night
4.7 out of 5 average rating, 43 reviews
Home in Oconomowoc
Lake home on Lower Nehambin Lake
Apr 20 – 27
$162 per night
4.86 out of 5 average rating, 21 reviews
Home in Waukesha
Cozy 3BR Ranch Home Away From Home
Feb 5 – 12
$172 per night
4.85 out of 5 average rating, 39 reviews
Guest favorite
Home in Pewaukee
Cozy Lake House on Lelah - steps from the lake!
Jun 25 – Jul 2
$341 per night
5.0 out of 5 average rating, 5 reviews
Home in Nashotah
Beautiful Lake Home
Nov 21 – 28
$360 per night
5.0 out of 5 average rating, 6 reviews
Home in Oconomowoc
Beautiful lake views.
Oct 11 – 18
$270 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Nashotah
The Lily Pad on Okauchee
Oct 10 – 17
$497 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Mukwonago
Lake House w/ Amazing Views includes 6 Kayaks
Apr 26 – May 3
$211 per night
4.96 out of 5 average rating, 23 reviews
Home in Oconomowoc
NEW Luxury Lake Home - Hidden Gem w Sunset Views
Oct 11 – 18
$713 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Oconomowoc
Lake Country Haven
Sep 17 – 24
$257 per night
4.86 out of 5 average rating, 7 reviews
Guest favorite
Home in Dousman
Entirely Remodeled 5 Bedroom 3 Full Bath Lake Home
May 1 – 8
$805 per night
5.0 out of 5 average rating, 16 reviews

Destinations to explore