Waukesha Holiday Rentals

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Our top choices for Waukesha holiday rentals

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful home, modern amenities, easy location for food and shopping"
United States
Emily G.
The price is NZ$496
includes taxes & fees
7 Feb - 8 Feb
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Waukesha
9.0 out of 10, Wonderful, (2 reviews)
"Lovely place. Close to family. Was a good place to stay."
United States
Lee S.
The price is NZ$622
includes taxes & fees
18 Feb - 19 Feb
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
The price is NZ$651
includes taxes & fees
12 Feb - 13 Feb
Comfortable 3 Bedroom with King bed in Waukesha

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,154 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is NZ$289
includes taxes & fees
2 Mar - 3 Mar
The Plaza Hotel

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!"
United States
Nuala J.
The price is NZ$426
includes taxes & fees
5 Feb - 6 Feb
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Downtown Modern 2BR Loft Apartment | Sleeps 8-9
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Loved this loft! Great location. Clean and comfortable. We will definitely stay here again. "
United States
Sandy H.
The price is NZ$276
includes taxes & fees
5 Feb - 6 Feb
Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is NZ$468
includes taxes & fees
5 Feb - 6 Feb
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (5 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is NZ$468
includes taxes & fees
5 Feb - 6 Feb
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$441
includes taxes & fees
9 Feb - 10 Feb
Remodeled Home - Steps from Brady Street!

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is NZ$320
includes taxes & fees
5 Feb - 6 Feb
Quiet House

2BR apt w/ laundry + parking

2BR apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (12 reviews)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is NZ$240
includes taxes & fees
9 Feb - 10 Feb
2BR apt w/ laundry + parking

Exclusive Brownstone Residence

Exclusive Brownstone Residence
Halyard Park
10.0 out of 10, Exceptional, (2 reviews)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is NZ$413
includes taxes & fees
5 Feb - 6 Feb
Exclusive Brownstone Residence

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Lower East Side
9.8 out of 10, Exceptional, (22 reviews)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is NZ$716
includes taxes & fees
5 Feb - 6 Feb
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (40 reviews)
"Great place and location. "
United States
Michael R.
The price is NZ$543
includes taxes & fees
9 Feb - 10 Feb
Eclectic, Stylish, and Cozy Milwaukee Unit!

Stylish 2 bdrm w/ Garage & Yard

Stylish 2 bdrm w/ Garage & Yard
Fifth Ward
10.0 out of 10, Exceptional, (2 reviews)
"This property is in the perfect spot! Everything we wanted to do in Milwaukee was no more than 10 minutes away. The condo was also wonderful for relaxing and playing some games with our kids. We would totally stay here again!"
United States
Sara D.
The price is NZ$515
includes taxes & fees
11 Feb - 12 Feb
Stylish 2 bdrm w/ Garage & Yard

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Riverwest
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
The price is NZ$630
includes taxes & fees
10 Feb - 11 Feb
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
10.0 out of 10, Exceptional, (2 reviews)
"Great location to where I needed to be. Just blocks from everything!"
United States
Pamela P.
The price is NZ$223
includes taxes & fees
15 Feb - 16 Feb
Westown Studio Apt Near Fiserv, Baird, and Theater District

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
10.0 out of 10, Exceptional, (35 reviews)
"Property was in excellent shape. Great location. Owner was an excellent communicator. Really nice day."
United States
Steve K.
The price is NZ$539
includes taxes & fees
8 Feb - 9 Feb
Charming home w/ fire pit, walk to Lake Michigan

Stylish Studio in Walkers Point

Stylish Studio in Walkers Point
Walker's Point
10.0 out of 10, Exceptional, (4 reviews)
"Very clean property, well managed, owner was very responsive. Will definitely book when im back in town."
United States
Dan W.
The price is NZ$347
includes taxes & fees
5 Feb - 6 Feb
Stylish Studio in Walkers Point

Bayview Family-Friendly Stay

Bayview Family-Friendly Stay
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"Best stay ever "
United States
Laniya mariee
The price is NZ$727
includes taxes & fees
8 Feb - 9 Feb
Bayview Family-Friendly Stay
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$289 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?

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers: This holiday home rental outside of Waukesha offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Infinity Fields Baseball Park are a couple of scenic spots to enjoy the outdoors, whereas Waukesha County Museum is one of the cultural attractions. While here, Center Court Sports Complex and Waukesha County Expo Center 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.