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)
"Still doing some renovations but a nice place. Great location!"
United States
Kelley J.
The price is NZ$543
includes taxes & fees
13 May - 14 May
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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 NZ$623
includes taxes & fees
19 May - 20 May
Comfortable 3 Bedroom with King bed in Waukesha

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$666
includes taxes & fees
19 May - 20 May
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

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, (29 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 NZ$738
includes taxes & fees
11 May - 12 May
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Cozy 1-bedroom dome in lovely Caledonia with AC

Cozy 1-bedroom dome in lovely Caledonia with AC
Caledonia
The price is NZ$442
includes taxes & fees
19 May - 20 May
Cozy 1-bedroom dome in lovely Caledonia with AC

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (88 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is NZ$323
includes taxes & fees
12 May - 13 May
Three bedrooms upstairs

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is NZ$293
includes taxes & fees
11 May - 12 May
Kegel`s Inn - Studio - Classic Apartment #3

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (8 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is NZ$620
includes taxes & fees
13 May - 14 May
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (50 reviews)
"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$558
includes taxes & fees
17 May - 18 May
Downtown Eastside gem near Fiserv Forum Water St Brady St

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 NZ$450
includes taxes & fees
10 May - 11 May
Tucked Away Off Brady - 4 Beds

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
10.0 out of 10, Exceptional, (4 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
The price is NZ$1,561
includes taxes & fees
11 May - 12 May
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is NZ$897
includes taxes & fees
7 May - 8 May
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is NZ$360
includes taxes & fees
19 May - 20 May
Quiet Bay View Getaway

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, (29 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is NZ$746
includes taxes & fees
19 May - 20 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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, (6 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is NZ$503
includes taxes & fees
18 May - 19 May
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Game Room + Pool Table - Near Lake & Airport & DT

Game Room + Pool Table - Near Lake & Airport & DT
Town of Lake
The price is NZ$622
includes taxes & fees
8 May - 9 May
Game Room + Pool Table - Near Lake & Airport & DT

302/303- 2 condos joined for up to 12 people by Fiserv/3rd

302/303- 2 condos joined for up to 12 people by Fiserv/3rd
Westown
9.2 out of 10, Wonderful, (10 reviews)
"The location was great and the hosts were amazing!"
United States
Jill M.
The price is NZ$694
includes taxes & fees
19 May - 20 May
302/303- 2 condos joined for up to 12 people by Fiserv/3rd

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, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is NZ$506
includes taxes & fees
21 May - 22 May
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is NZ$287
includes taxes & fees
11 May - 12 May
Best location in Milwaukee! Upper Duplex Unit

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is NZ$860
includes taxes & fees
12 May - 13 May
Workspace + Fireplace + Coffee Bar + Sleeps 12
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$243 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?

Three bedrooms upstairs : This holiday home rental outside of Waukesha offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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. Make the most of games in this rental home to help you unwind.

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 Minooka 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.