Waukesha Holiday Rentals

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Holiday Rentals in Waukesha

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
10.0 out of 10, Exceptional, (1)
"Great location to come together ahead of a wedding! Four college friends catching up on life with cute coffee shop, shopping and plenty of outdoor space nearby! "
United States
Brad R.
The price is AU$519
includes taxes & fees
22 Oct - 23 Oct
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Comfortable 3 Bedroom with King bed in Waukesha
2.0 star property
Comfortable 3 Bedroom with King bed in Waukesha
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
10.0 out of 10, Exceptional, (14)
"Will come and stay again great host and home"
United States
Dion S.
The price is AU$501
includes taxes & fees
20 Oct - 21 Oct
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1145)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is AU$280
includes taxes & fees
10 Nov - 11 Nov
The Plaza Hotel
Modern Studio by Brady St & Milwaukee Lakefront
2.0 star property
8.0 out of 10, Very good, (2)
"Great location. This is the second time we stayed here and it’s wonderfully walkable. The sun room was nice to work in and the bathroom was huge! Great experience. "
United States
Daniel K.
The price is AU$204
includes taxes & fees
20 Oct - 21 Oct
Modern Studio by Brady St & Milwaukee Lakefront
Chic Studio Apartment in McKinley Beach & Brady St
2.0 star property
6.8 out of 10, (8)
"For me, the location was great. The area seemed safe, front door and studio doors locked with an easy push code to enter. I loved the Comet Cafe just around the corner for food. I walked most everywhere on MKE and had no issue a bit of extra time getting to where I need to from the location."
United States
Scott
Chic Studio Apartment in McKinley Beach & Brady St
Chic MKE Studio | Walk to Beach & Brady St Dining
2.0 star property
8.0 out of 10, Very good, (6)
"Was a great stay to commute downtown Milwaukee and golf courses nearby"
United States
Bradley
Chic MKE Studio | Walk to Beach & Brady St Dining
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (108)
"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
Comfort Near Historic Pabst Brewery & Fiserv
2.0 star property
9.4 out of 10, Exceptional, (14)
"With the historic of the building it was a great place to stay. Quite place to stay. "
United States
Michael S.
The price is AU$244
includes taxes & fees
21 Oct - 22 Oct
Comfort Near Historic Pabst Brewery & Fiserv
Downtown Milwaukee Studio | Steps to Shore & Shops
2.0 star property
4.0 out of 10, (1)
"The apartment building itself was extremely rundown and not well maintained. The staircase leading up to the unit felt unstable and made loud creaking noises with every step, which didn’t feel safe.The apartment was just okay once inside, but there were several issues. The bed was very squeaky with any movement, and the mattress felt sunken and uncomfortable. There was no central air conditioning—only a portable unit—which didn’t effectively cool the space. For a two-night stay, we were only...
United States
James G.
The price is AU$202
includes taxes & fees
21 Oct - 22 Oct
Downtown Milwaukee Studio | Steps to Shore & Shops
Cozy Bright Studio | McKinley Beach & Brady St
2.0 star property
6.0 out of 10, (1)
"The instructions for this unit were a little confusing. The building security door doesn't lock and the entryway smells like stale cigarettes. We didn't realize door C opened up into more units, it was clearer from their private site instructions. I used the bathroom only to immediately find we had 0 toilet paper. We also had no bathmat, smoke detector was lying on the window sill, and an open, but unused band aid was within view under the bed. Cleaning needs a serious step up. Our friends (same...
United States
Mary T.
The price is AU$204
includes taxes & fees
21 Oct - 22 Oct
Cozy Bright Studio | McKinley Beach & Brady St
Close to MU & Fiserv | Pool, Gym, W/D & Parking
2.0 star property
9.8 out of 10, Exceptional, (6)
"Great place in a cool area! Highly recommend. "
United States
Maggie B.
The price is AU$244
includes taxes & fees
20 Oct - 21 Oct
Close to MU & Fiserv | Pool, Gym, W/D & Parking
Deer District Studio Apt - One Block from Fiserv and Baird
2.0 star property
The price is AU$270
includes taxes & fees
20 Oct - 21 Oct
Deer District Studio Apt - One Block from Fiserv and Baird
Studio apt w/ laundry + parking
10.0 out of 10, Exceptional, (25)
"Perfect for our quick, overnight stay. Great location, reserved parking and easy check-in. Will definitely stay here again. "
United States
Chad E.
The price is AU$170
includes taxes & fees
22 Oct - 23 Oct
Studio apt w/ laundry + parking
East Town 1BR Apartment MF5
2.0 star property
7.6 out of 10, Good, (7)
"Excellent location for a little overnight getaway in the heart of downtown Milwaukee. My husband and I had tickets to an event at The Riverside Theater and ate dinner right next to the apartment at The Swingin’ Door Exchange - everything within walking distance! So convenient! The restaurant was a super cool atmosphere and so delicious! I would definitely stay here again!"
United States
Liz Z.
East Town 1BR Apartment MF5
Downtown Luxury 1BR Loft
10.0 out of 10, Exceptional, (1)
"I will definitely stay there again if I am in Milwaukee. The apartment was very nice, cool view, and in a great location. The building is the old grain exchange and is beautiful inside and out...I like the way they converted the apartments. The restaurant/bar on the first floor is great, too. All around a great place to stay."
United States
Chris S.
Downtown Luxury 1BR Loft
Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking
9.4 out of 10, Exceptional, (3)
"Modern and clean apartment with extremely convenient parking in downtown Milwaukee! The guaranteed free parking with skywalk to Fiserv Forum was an absolute dream for the event we went to. Will definitely be staying again! "
United States
Kylee
The price is AU$287
includes taxes & fees
2 Nov - 3 Nov
Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking
Charming Apartment with Gym and Balcony
10.0 out of 10, Exceptional, (4)
"We had a great weekend!"
United States
Erin E.
The price is AU$205
includes taxes & fees
27 Oct - 28 Oct
Charming Apartment with Gym and Balcony
Charming home w/ fire pit, walk to Lake Michigan
10.0 out of 10, Exceptional, (32)
"We had a great time. Perfect accommodation, nice neighborhood and property owner communication was great."
United States
Johanna R.
The price is AU$506
includes taxes & fees
17 Nov - 18 Nov
Charming home w/ fire pit, walk to Lake Michigan
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
10.0 out of 10, Exceptional, (4)
"Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips."
United States
Jane H.
The price is AU$362
includes taxes & fees
26 Oct - 27 Oct
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
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 favourite 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 depend 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 AU$278 per night. Entering your travel dates in the search wizard might find you 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, an indoor pool, and private lake, sleeps 16: 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.