Sun in the late afternoon on a Wisconsin lake in early October.

Waukesha Holiday Rentals

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Our top choices for Waukesha holiday rentals

1. 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
9.8 out of 10, Exceptional, (37 reviews)
"Awesome stay, awesome house and great communication with owner. "
United States
Tom F.
The price is AU$530
includes taxes & fees
24 Aug - 25 Aug
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

2. 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
8.8 out of 10, Excellent, (3 reviews)
"The property is in a great location - easy access to anything you may need in the area. We enjoyed our stay there."
United States
Beth M.
The price is AU$638
includes taxes & fees
3 Aug - 4 Aug
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

3. 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$736
includes taxes & fees
23 Aug - 24 Aug
Comfortable 3 Bedroom with King bed in Waukesha

4. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"Love this place"
United States
Anonymous traveller
The price is AU$146
includes taxes & fees
13 Aug - 14 Aug
1 King Bed | Non-Smoking, Kitchen

5. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is AU$399
includes taxes & fees
31 Aug - 1 Sept
Historic Downtown Luxury-Lake-Coffee-Spa like BA

6. Family-Friendly 5-BR Near Stadium - Tv's In Every Room + New Kitchen

Family-Friendly 5-BR Near Stadium - Tv's In Every Room + New Kitchen
West Allis
8.4 out of 10, Very good, (20 reviews)
"Very nice place and comfortable beds indeed."
United States
Lisa C.
The price is AU$869
includes taxes & fees
2 Aug - 3 Aug
Family-Friendly 5-BR Near Stadium - Tv's In Every Room + New Kitchen

7. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (36 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is AU$1,366
includes taxes & fees
4 Aug - 5 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake

8. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is AU$527
includes taxes & fees
17 Aug - 18 Aug
Historic Downtown- King Bed-St Johns Acad-Shopping

9. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is AU$252
includes taxes & fees
9 Aug - 10 Aug
Accessible 1-BR Suite w/ Two Double Beds

10. Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (11 reviews)
"Very nice for the price! "
United States
Dennis V.
The price is AU$365
includes taxes & fees
31 Aug - 1 Sept
Charming 2-bedroom house with everything you need in the heart of West Allis

11. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,215 reviews)
"charming and historic hotel"
United States
Veronica
The price is AU$275
includes taxes & fees
18 Aug - 19 Aug
The Plaza Hotel

12. Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (53 reviews)
" Very comfortable, had everything we needed, convenient, and pet friendly. A great Greendale Original."
United States
Thomas S. A.
The price is AU$512
includes taxes & fees
31 Aug - 1 Sept
Historic home - walk to village center. Original features with modern updates.

13. Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
4.0 out of 10, (1 review)
The price is AU$428
includes taxes & fees
6 Aug - 7 Aug
Relax In Tosa—Near Downtown MKE!

14. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is AU$1,098
includes taxes & fees
4 Aug - 5 Aug
Eclectic Hubertus Home w/ Game Room & Fire Pit!

15. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.6 out of 10, Excellent, (4 reviews)
"It was good! Until 6:30 AM having extremely loud "Kettle Moraine Heating and Air Conditioning" contractors down the hall. I just picked the wrong day."
United States
Jason K.
The price is AU$274
includes taxes & fees
4 Aug - 5 Aug
Kegel`s Inn - Studio - Classic Apartment #3

16. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (40 reviews)
"The property was beautiful and unique. The hosts were thoughtful and provided many amenities, liked a stocked coffee nook. It was easily walkable to downtown and just a block or two to the lake. Thanks for a great experience!"
United States
Mark G.
The price is AU$878
includes taxes & fees
3 Aug - 4 Aug
Charming Historic Upper Walk to Downtown & Lakes

17. Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (141 reviews)
"Nice apartment in a good location in the brewery district. Clean and comfortable and safe. Laundry in apartment was a bonus. ."
United States
Steven
The price is AU$312
includes taxes & fees
19 Aug - 20 Aug
Kasa Westown Milwaukee

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

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.6 out of 10, Exceptional, (14 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is AU$669
includes taxes & fees
13 Aug - 14 Aug
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

19. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is AU$541
includes taxes & fees
4 Aug - 5 Aug
Private Hot Tub • Bright Home Near Downtown

20. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (35 reviews)
"I will definitely stay again"
United States
Anonymous traveller
The price is AU$155
includes taxes & fees
31 Aug - 1 Sept
1 Queen Bed | Non-Smoking, Kitchen
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$146 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?

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River: This holiday home rental outside of Waukesha is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

How many holiday rentals are there in Waukesha?

Expedia has 6 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, 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.