Waukesha Holiday Rentals

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Holiday Rentals in Waukesha

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1147)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is NZ$316
includes taxes & fees
10 Nov - 11 Nov
The Plaza Hotel
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (109)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
Kasa Westown Milwaukee
KLVG - Malt House
4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is NZ$286
includes taxes & fees
27 Oct - 28 Oct
KLVG - Malt House
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
9.8 out of 10, Exceptional, (213)
"Great place to stay! "
United States
Jordan R.
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
8.0 out of 10, Very good, (7)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is NZ$3,796
includes taxes & fees
27 Oct - 28 Oct
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (12)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
United States
Mark and Janice B.
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
United States
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
KB - Prospec
3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
KB - Prospec
Wooded Hills/Indoor Pool/Hot Tub/Arcade
9.8 out of 10, Exceptional, (50)
"House was clean and spacious. Pool and extra amenities were great!"
United States
Demi A.
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Stunning Upscale Retreat - Steps From Everything
9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
United States
Meghan H.
The price is NZ$932
includes taxes & fees
27 Oct - 28 Oct
Stunning Upscale Retreat - Steps From Everything
Downtown Eastside gem near Fiserv Forum Water St Brady St
9.2 out of 10, Wonderful, (44)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is NZ$574
includes taxes & fees
27 Oct - 28 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St
Three bedrooms upstairs
9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
United States
Zach I.
The price is NZ$309
includes taxes & fees
27 Oct - 28 Oct
Three bedrooms upstairs
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
10.0 out of 10, Exceptional, (3)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
LAKEFRONT HIDDEN GEM !
9.6 out of 10, Exceptional, (35)
"Property was clean and the layout is absolutely beautiful."
United States
Daniel C.
LAKEFRONT HIDDEN GEM !
Quiet House
6.8 out of 10, (6)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
United States
Kerry N.
The price is NZ$299
includes taxes & fees
2 Nov - 3 Nov
Quiet House
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
9.8 out of 10, Exceptional, (104)
"The property management was great. We all had a wonderful time while we were there."
United States
Anonymous traveller
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Island view cottage on crystal clear spring fed lake.
10.0 out of 10, Exceptional, (145)
"loved the location and the place was a great size for a bigger group. Would definitely come back"
United States
Erin E.
Island view cottage on crystal clear spring fed lake.
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
2.0 star property
9.8 out of 10, Exceptional, (16)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is NZ$770
includes taxes & fees
3 Nov - 4 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
United States
Margaret S.
The price is NZ$275
includes taxes & fees
27 Oct - 28 Oct
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
9.6 out of 10, Exceptional, (249)
"We loved staying in this property on our Frank Lloyd Wright weekend! It’s a two hour drive from Taliesen, but really helped the weekend feel complete to stay in this spacious house that was right on theme. We loved all of the details and the kind host."
United States
Tesa M.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Waukesha Hotel Reviews

Find out more about Waukesha

Everything you need to know about Waukesha holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waukesha holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waukesha holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waukesha holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waukesha. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waukesha holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waukesha holiday rentals we have selected for you start as low as NZ$275 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waukesha rentals

At Expedia, we put the best Waukesha holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waukesha rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waukesha holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waukesha. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Waukesha?

Yes, there are holiday rentals in Waukesha close to Frame Park Formal Gardens, or you can select a more secluded option if you're looking for a relaxing stay. The shops and live music are just a few reasons why travellers like Waukesha. Make sure you have time to check out the architecture and sporting events during your trip.

What are some of the best holiday rentals that Waukesha has to offer?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This holiday home rental outside of Waukesha offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Waukesha?

Expedia has 5 holiday rentals for your stay in Waukesha.

What can I see and do in Waukesha?

Frame Park Formal Gardens and Glacial Drumlin Bike Trail are a couple of scenic spots to enjoy the outdoors, whereas Waukesha County Museum is one of the cultural attractions. While here, Waukesha County Expo Center and Center Court Sports Complex are other places worth a visit.

What are holiday rentals like in Waukesha?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waukesha. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.