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, (28 reviews)
"host was responsive and we enjoyed our stay. "
United States
ashley m.
The price is AU$422
includes taxes & fees
22 Apr - 23 Apr
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 AU$518
includes taxes & fees
21 Apr - 22 Apr
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
8.0 out of 10, Very good, (1 review)
"Great instructions for everything during our stay."
United States
Janet T.
The price is AU$562
includes taxes & fees
18 May - 19 May
Comfortable 3 Bedroom with King bed in Waukesha

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is AU$227
includes taxes & fees
21 Apr - 22 Apr
Kegel`s Inn - Studio - Classic Apartment #3

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is AU$375
includes taxes & fees
21 Apr - 22 Apr
Tucked Away Off Brady - 4 Beds

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.2 out of 10, Wonderful, (17 reviews)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is AU$369
includes taxes & fees
21 Apr - 22 Apr
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (11 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is AU$403
includes taxes & fees
19 May - 20 May
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Entire 2BR Home - 15 Min to Downtown & Parks

Entire 2BR Home - 15 Min to Downtown & Parks
Milwaukee
The price is AU$163
includes taxes & fees
22 Apr - 23 Apr
Entire 2BR Home - 15 Min to Downtown & Parks

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
Upper East Side
9.0 out of 10, Wonderful, (6 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is AU$506
includes taxes & fees
21 Apr - 22 Apr
Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
The price is AU$185
includes taxes & fees
12 May - 13 May
Westown Studio Apt Near Fiserv, Baird, and Theater District

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (30 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is AU$470
includes taxes & fees
21 Apr - 22 Apr
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (10 reviews)
"10/10 will definitely book again the neighborhood not too bad the neighbors were friendly and he communicated the entire time and took me and my group last minute "
United States
Lifewith _.
The price is AU$272
includes taxes & fees
27 Apr - 28 Apr
Quiet House

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (86 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is AU$326
includes taxes & fees
23 Apr - 24 Apr
Three bedrooms upstairs

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (28 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is AU$575
includes taxes & fees
21 Apr - 22 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (27 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is AU$610
includes taxes & fees
21 Apr - 22 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (42 reviews)
"Great place and location. "
United States
Michael R.
The price is AU$460
includes taxes & fees
21 Apr - 22 Apr
Eclectic, Stylish, and Cozy Milwaukee Unit!

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (37 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
Charming home w/ fire pit, walk to Lake Michigan

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (7 reviews)
"It was the best location for the concert at the Fiserv. Check in was super easy, and it was so nice to have parking included. Very cozy, we loved it. "
United States
Hannah S.
The price is AU$238
includes taxes & fees
18 May - 19 May
Modern Studio Apt with Rooftop, Gym, and Parking

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is AU$375
includes taxes & fees
22 Apr - 23 Apr
Remodeled Home - Steps from Brady Street!

Whole House in Bay View + Fenced-in Yard + Parking

Whole House in Bay View + Fenced-in Yard + Parking
Bay View
10.0 out of 10, Exceptional, (15 reviews)
"2nd time we've stayed here: still the best spot in Milwaukee & the host is excellent They always go above & beyond to make sure you enjoy your trip! Will always recommend this place. "
United States
Emily Y.
The price is AU$616
includes taxes & fees
26 Apr - 27 Apr
Whole House in Bay View + Fenced-in Yard + 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$188 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?

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond: This holiday home rental outside of Waukesha is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 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 Fox River Park 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.