
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.

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

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.

★Cozy Beach Themed Home★2 Beds★Spacious Parking★
Cozy and quaint two bedroom beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets & Towels, Hairdryer, Fully Stocked Kitchen, Washer & Dryer, Reading Material and much 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!

Beautiful home on Okauchee Lake, WI
I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.

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.

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.

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

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.

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

The Little Gray House
Spring is here and it's time to share what we've been up to! Those of you staying with us after April will be treated to new kitchen counter tops, roof, windows and siding :) It'll still be the LGH, but with a little something more! We'll update the photos as soon as it's completed! 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

Brewers Hill Gem w/hot tub & seasonal shared pool

Cute and cozy 2 bedroom house perfectly located!

Lodge Home 4BR - Hot Tub - Sitting Pool and Sauna

Newly Updated Modern Lake Condo

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

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

Private Inground Pool Hot Tub

Forest getaway; Alpacas, fire pit, trail access!
Weekly house rentals

Cozy 3BR Ranch Home Away From Home

Lakefront Retreat • Hot Tub • 4BR • Genesee Lake

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Designer Home with Upper Balcony & Lake Views

Lake Country Retreat| Shared Pier Access|Lake View

Peaceful 3 Bedroom Home in Sussex, WI

Forest Bay Cottage

Tosa Boho Inn - Modern + No Service/Cleaning Fee!
Private house rentals

Lakefront Views, Walk to Dining | Kayaks + Firepit

Long Lake Retreat - Cottage in Burlington, WI

Bay View Cottage - Fenced Corner Lot, Walk to Lake

The Puddler Cottage: 2 beds + poker room!

Quiet Tosa Gem| 5 Min to Brewers & Zoo |Sleeps 10

Beautiful Home in Waukesha

Remodeled Home on Wooded Lake Nagawicka Channel

Comfortable 2-Bedroom Upper Duplex Unit
When is the best time to visit Waukesha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £93 | £93 | £102 | £119 | £142 | £146 | £146 | £143 | £142 | £102 | £103 | £101 |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Quick stats about house rentals in Waukesha

Total holiday rentals
Explore 30 holiday rentals in Waukesha

Nightly prices starting at
Waukesha holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

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

4.9 Average rating
Waukesha stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Chicago Holiday rentals
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Riverside Theater
- Discovery World
- Marquette University
- Lake Geneva Public Library
- Gurnee Mills
- American Family Field
- Fiserv Forum
- South Shore Park
- Pabst Mansion
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Geneva Ziplines & Adventures
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- Lake Park
- Atwater Park





