
House holiday rentals in Waukesha
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Top-rated house rentals in Waukesha
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

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

West Allis Oasis
Welcome to our cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Relax and unwind in a tranquil environment after a day of exploring. Book your stay today for the perfect blend of comfort and convenience!

KING BED/Amazing Location/Free parking/Wi-Fi
Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

Spacious Wauwatosa Home In Prime Location
We just finished remodeling the kitchen and all 3 bathrooms in our unique tri-level mid-century modern home. There are 4 bedrooms offering an array of accommodations as well as a couch with a pull-out queen bed. If you like to cook, our new kitchen is amazing! There is a fireplace room with a lovely view outside, a laundry room and a TV with cable, a DVR, and streaming apps like Netflix. WIFI is available. This is a quiet family neighborhood. No parties and please be respectful.

Relax close to everything in Milwaukee
Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Quiet Lake Country Retreat
Charming single family home located in the Village of Oconomowoc Lake. Well appointed for longs stays or perfect for a weekend retreat. Easy access to I94 and Hwy. 16. Minutes away from Olympia Resort, stores, restaurants, downtown Oconomowoc. 10 minute drive to Delafield. 20 minute drive to Erin Hills, site of the 2017 US Open. 35 minutes to downtown Milwaukee. 45 minutes to Madison. *** Coming fall 2024 the back patio will be completely renovated.

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

✺ La Casita ✺ 3 Bedrooms ✺ Spacious Parking ✺
La Casita is a 1930’s two-story bungalow home located in West Allis, WI. Short walking distance from Wisconsin State Fair Park, Pettit National Ice Center, and major highways. Enjoy the Mexican theme decor along with all the natural woodwork throughout! Plenty of free off street parking available. Amenities include: WiFi, Roku TV with Hulu & HBO Max, Washer & Dryer, Fully Stocked Kitchen, Hair Dryer, Fresh Sheets and Towels, and much more!

3 Bedroom Muskego Home
Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

Okauchee Lakefront Cabin Escape
The perfect lake house for a family or a group of friends: kayaks, fire pit, gas grill, bags, jukebox, darts, bumper pool and sunsets on the deck. Near Erin Hills for golfers (15 minutes). Down the road from the Kettle Moraine hiking trails (10 minutes) and the Nashotah dog park (5 minutes). Several bars and restaurants within 5 minutes. The very best in lake life, outdoor life and night life.
Popular amenities for house rentals in Waukesha
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!

Cozy cabin getaway near Lake Como and Lake Geneva

Newly Updated Modern Lake Condo

Wisconsin Retreat Family Favorite Quality Stay

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Forest getaway; Alpacas, fire pit, trail access!

Private Inground Pool Hot Tub

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Weekly house rentals

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Long Lake Retreat - Cottage in Burlington, WI

* NEW* *Black Sheep Cottage*

Cheerful, open space, and relaxing 1 bedroom home.

Spacious 3BR 2.5BA w/garage, exceptional location

Family friendly, Private Patio, Walkable, Quiet

Lake Michigan Romantic Getaway

Luxury Lake Home-Miles of Lake Views-Private Pier
Private house rentals

Marie's Cottage

2Bdrm home next to Humboldt Park

Quiet Lake House Getaway | Near MKE & Lake Geneva

Whispering Pines | Downtown 3BR + Game Room & Yard

Tosa Boho Inn - New Remodel + Long Stay Discount!

Tranquil Escape Private Hot Tub

Remodeled Home on Wooded Lake Nagawicka Channel

Cozy, Cute, & Clean !
Quick stats about house rentals in Waukesha

Total holiday rentals
Explore 20 holiday rentals in Waukesha

Nightly prices starting at
Waukesha holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Waukesha holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waukesha rentals

4.8 Average rating
Waukesha stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Chicago Holiday rentals
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- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- Twin Cities Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Bradford Beach
- Baird Center
- Sunburst
- Discovery World
- Riverside Theater
- Marquette University
- Fiserv Forum
- Lake Park
- American Family Field
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Lake Geneva Cruise Line
- Lake Geneva Public Library
- Betty Brinn Children's Museum
- South Shore Park
- Gurnee Mills
- Mitchell Park Horticultural Conservatory




