
House holiday rentals in Waukesha
Find and book unique houses on Airbnb
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.

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!

Oconomowoc Downtown River View
Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

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

Near to all Milwaukee favorites/ Free Parking/WiFi
Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Minutes to WI Statefair, Zoo, Brewers, & Hospital
Enjoy our updated and modern, 3 bedroom 2 full bath home less than 7 minutes from the Wisconsin State Fair, the Milwaukee Zoo, the Milwaukee Brewers, Pettit Ice Center, and the Children's Hospital of Wisconsin. Conveniently located near the freeway and many great restaurants. Our newly remodeled home is perfect for couples, friends, traveling professionals and families who want easy access to all the attractions.

The Little Gray House
Spring and Summer are right around the corner and booking up fast, but there's also some time for a little winter getaway too! We've got some fun things cooking for the LGH this year and we'll share those soon! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!
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

Wisconsin Retreat Family Favorite Quality Stay

Newly Updated Modern Lake Condo

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

Nestled in the Southern Kettle Moraine Forest

10min to Alpine Ski |Private Inground Pool|Hot Tub

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

Blue Chair Retreat -New Lakefront Home

* NEW* *Black Sheep Cottage*

2Bdrm home next to Humboldt Park

Whispering Pines | Downtown 3BR + Game Room & Yard

Forest Bay Cottage

Quiet Retreat in Morgan Heights|Sleeps 6|1.5 bath

Fox Point living near the Lake!

Bougie by the Beach
Private house rentals

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Long Lake Retreat - Cottage in Burlington, WI

Near AmFam Field & Pettit |Sleeps 12|4BR + Parking

House on 5 acres - 1 minute to Alpine Ski Hill

Fenced Yard | AC | Garage | Master Suite | Arcade

Cheerful, open space, and relaxing 1 bedroom home.

Cozy home near airport

Historic & Spacious Bungalow w/Game Room & Hot Tub
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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- Detroit Holiday rentals
- 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
- Bradford Beach
- Milwaukee Public Museum
- Baird Center
- Sunburst
- Discovery World
- Riverside Theater
- Marquette University
- Little Switzerland Ski Area
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Gurnee Mills
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Lake Geneva Public Library
- South Shore Park
- Mitchell Park Horticultural Conservatory
- American Family Insurance Amphitheater




