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

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

In the Canopy (beautiful Brookfield/Milwaukee)
Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Bay View MKE Hideaway - with Parking!
Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Cozy 2BR charm | Big Yard, Fire pit, Replenishing!
Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.

Nice 1 BR Apt, WIFI & Office, Near State Fair
This beautifully furnished upper duplex offers a cozy and comfortable living space in a safe and peaceful neighborhood. The kitchen comes fully equipped with all the necessary supplies for cooking and dining, and the garage and driveway provide convenient parking options. Stay connected with the included WIFI and watch YouTube TV. Nice Office space. Conveniently located near major freeways, downtown, hospitals, and the State Fair Grounds. Book now for a stress-free and enjoyable stay

The Loft @ The Butler Place. 1846 homestead.
The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Brand New Studio w. Private Entry + Garden Patio
Beautiful studio unit, sleeps 3. Professionally landscaped patio for morning coffee, or late night stargazing. Free parking, 3 miles from I94, W/D, fully stocked kitchenette, induction stove, microwave, deluxe coffee maker, toaster oven, mini refrigerator, WiFI, Smart TV, Wireless Printer,, private fenced yard, patio heater for chilly nights. Telescope experience available for stargazing. Perfect for the traveling professional, or couple.

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

Cozy Basement Space In Bay View by Lake Michigan
Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️🌈 friendly. All are welcome
Popular amenities for Waukesha holiday rentals
Stay near Waukesha's top sights
Other great holiday rentals in Waukesha

Cozy 3BR Ranch Home Away From Home

Custom Designer Home w/Lake Views & Cozy Fireplace

Next to St Camillus, Froedtert, MCW & Childrens

Private Tosa Guest Suite, Hidden Gem in Paradise

Pewaukee Serenity Cottage: Whimisical by the Lake

Beautiful Home in Waukesha

Mid-Century Modern Apartment

Modern Convenient 3BR W/ 2 King beds and Hot Tub
When is the best time to visit Waukesha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD | $207 AUD |
| 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 |
Frequently Asked Questions
How much does it cost to stay in house rentals in Waukesha?
Experience the best of Waukesha with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Waukesha?
Yes! Work meets play with ease at over 10 house rentals in Waukesha featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Waukesha?
Make yourself at home in Waukesha by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Meadowbrook Heights, over 60 vacation rentals in Thielemans Heights, and over 10 vacation rentals in Springbrook.
Do house rentals in Waukesha have wifi?
Absolutely! We offer over 20 house rentals with wifi in Waukesha. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Waukesha?
Waukesha has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Waukesha have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Waukesha. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Waukesha?
Four-legged friends are welcome in Waukesha. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Waukesha?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Waukesha

Total holiday rentals
Explore 50 holiday rentals in Waukesha

Nightly prices starting at
Waukesha holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Waukesha holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Waukesha rentals

4.7 Average rating
Waukesha stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Six Flags Great America
- Alpine Valley Resort
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- Bradford Beach
- West Bend Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- Milwaukee Country Club
- Moraine Hills State Park
- Discovery World
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- The Rock Snowpark
- America's Action Territory
- Little Switzerland Ski Area
- Blue Mound Golf and Country Club
- Staller Estate Winery




