A calm lake with sunlight reflecting off the water, surrounded by trees and rocks.

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, (43 reviews)
"Great place and very clean"
United States
Jason d.
The price is NZ$631
includes taxes & fees
5 Nov - 6 Nov
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

2. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.0 out of 10, Wonderful, (40 reviews)
"Charged a security deposit and did not refund after checkout. Their customer resolution # indicates an email address to use for refunds however the speaker does not speak clearly so you can get the email address."
United States
Laurie
The price is NZ$152
includes taxes & fees
9 Nov - 10 Nov
1 Queen Bed | Non-Smoking, Kitchen

3. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,261 reviews)
"It was an amazing stay !"
United States
Bryan
The price is NZ$263
includes taxes & fees
25 Nov - 26 Nov
The Plaza Hotel

4. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (41 reviews)
"I’ll return for sure."
United States
William
The price is NZ$160
includes taxes & fees
9 Nov - 10 Nov
1 King Bed | Non-Smoking, Kitchen

5. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (27 reviews)
"I would stay here again!"
United States
Anonymous traveller
The price is NZ$169
includes taxes & fees
9 Nov - 10 Nov
2 Queen Beds | Mobil Access Tub Nsmk Kitchen

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 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 NZ$432
includes taxes & fees
16 Nov - 17 Nov
Historic Downtown Luxury-Lake-Coffee-Spa like BA

7. 2 Queen Beds | Smoking, Kitchen

2 Queen Beds | Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (28 reviews)
"Good place to stay,"
United States
Anonymous traveller
The price is NZ$165
includes taxes & fees
9 Nov - 10 Nov
2 Queen Beds | Smoking, Kitchen

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful!"
United States
Anonymous traveller
The price is NZ$553
includes taxes & fees
4 Nov - 5 Nov
Historic Downtown- King Bed-St Johns Acad-Shopping

9. Near Froedtert MCW with Garage Pkg and King Bed

Near Froedtert MCW with Garage Pkg and King Bed
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Everything was great! I definitely book again!"
United States
Lucas Y.
The price is NZ$782
includes taxes & fees
16 Nov - 17 Nov
Near Froedtert MCW with Garage Pkg and King Bed

10. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
The price is NZ$576
includes taxes & fees
29 Nov - 30 Nov
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is NZ$1,371
includes taxes & fees
4 Nov - 5 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!

12. Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard

Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard
Wauwatosa
9.4 out of 10, Exceptional, (65 reviews)
"Great stay for our team during our travels!"
United States
PGS P.
The price is NZ$713
includes taxes & fees
4 Nov - 5 Nov
Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard

13. Stylish 2BR Escape - 10 minutes walk to RiverWalk

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
The price is NZ$543
includes taxes & fees
4 Nov - 5 Nov
Stylish 2BR Escape - 10 minutes walk to RiverWalk

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (8 reviews)
"Great place"
Canada
Zachary
The price is NZ$317
includes taxes & fees
4 Nov - 5 Nov
Kegel`s Inn - Studio - Classic Apartment #3

15. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful place to stay nice and peaceful"
United States
Danny H.
The price is NZ$2,272
includes taxes & fees
16 Nov - 17 Nov
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

16. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard
Fair Park
The price is NZ$634
includes taxes & fees
4 Nov - 5 Nov
1BR Pro Flat + Office; near Hospitals. Garage + Yard

17. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
9.8 out of 10, Exceptional, (9 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is NZ$503
includes taxes & fees
5 Nov - 6 Nov
Historic Downtown-Old World Charm-Dining-Coffee

18. 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, (51 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is NZ$646
includes taxes & fees
10 Nov - 11 Nov
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

19. Sunny 2BR Tosa Bungalow Hideaway I Relax & Unwind

Sunny 2BR Tosa Bungalow Hideaway I Relax & Unwind
Wauwatosa
10.0 out of 10, Exceptional, (4 reviews)
"This was an amazing property with a friendly host in a fun neighborhood. Recommend."
United States
Stephen B.
The price is NZ$534
includes taxes & fees
4 Nov - 5 Nov
Sunny 2BR Tosa Bungalow Hideaway I Relax & Unwind
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$152 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 Bedroom Upper: This holiday home rental outside of Waukesha is located near the beach, and has a balcony, a garden 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. 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.