Waukesha Holiday Rentals

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Waukesha holiday rentals

Fridge, microwave, oven, dishwasher
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Apartment in Waukesha

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
9.0 out of 10, Wonderful, (2)
"Lovely place. Close to family. Was a good place to stay."
United States
Lee S.
The price is HK$676
HK$2,486 total
includes taxes & fees
7 Jan - 8 Jan 2026
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Private kitchen
Comfortable 3 Bedroom with King bed in Waukesha

Holiday Home in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
2.0 star property
The price is HK$761
HK$2,951 total
includes taxes & fees
6 Jan - 7 Jan 2026
Comfortable 3 Bedroom with King bed in Waukesha
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Holiday Home in Waukesha

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
9.8 out of 10, Exceptional, (20)
"Will come and stay again great host and home"
United States
Dion S.
The price is HK$1,050
HK$2,364 total
includes taxes & fees
28 Dec - 29 Dec
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Dining
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Apartment in Westown

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great room "
United States
julio
The price is HK$406
HK$1,098 total
includes taxes & fees
30 Dec - 31 Dec
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Interior
Modern Studio by Brady St & Milwaukee Lakefront

Apartment in Lower East Side

Modern Studio by Brady St & Milwaukee Lakefront
2.0 star property
8.0 out of 10, Very good, (3)
"Enjoyed the stay here very much! Host was very quick with communication as well. Would highly recommend !"
United States
Younique T.
The price is HK$407
HK$1,182 total
includes taxes & fees
26 Dec - 27 Dec
Modern Studio by Brady St & Milwaukee Lakefront
Smart TV, books
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

Apartment in Downtown Milwaukee

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
10.0 out of 10, Exceptional, (8)
"We had a great time in Milwaukee and the location was awesome. "
United States
Rachel G.
The price is HK$406
HK$964 total
includes taxes & fees
1 Jan - 2 Jan 2026
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Fridge, microwave, oven, stovetop
Downtown Luxury 1BR Loft

Apartment in Downtown Milwaukee

Downtown Luxury 1BR Loft
10.0 out of 10, Exceptional, (1)
"I will definitely stay there again if I am in Milwaukee. The apartment was very nice, cool view, and in a great location. The building is the old grain exchange and is beautiful inside and out...I like the way they converted the apartments. The restaurant/bar on the first floor is great, too. All around a great place to stay."
United States
Chris S.
The price is HK$420
HK$1,114 total
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Luxury 1BR Loft
Lobby
Deer District Studio Apt - One Block from Fiserv and Baird

Apartment in Westown

Deer District Studio Apt - One Block from Fiserv and Baird
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is HK$378
HK$932 total
includes taxes & fees
18 Jan - 19 Jan 2026
Deer District Studio Apt - One Block from Fiserv and Baird
Interior
Stylish Studio in Walkers Point

Apartment in Fifth Ward

Stylish Studio in Walkers Point
2.0 star property
10.0 out of 10, Exceptional, (4)
"Very clean property, well managed, owner was very responsive. Will definitely book when im back in town."
United States
Dan W.
The price is HK$514
HK$1,606 total
includes taxes & fees
26 Dec - 27 Dec
Stylish Studio in Walkers Point
Private kitchen
2BR apt w/ laundry + parking

Apartment in Murray Hill

2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is HK$448
HK$1,170 total
includes taxes & fees
5 Jan - 6 Jan 2026
2BR apt w/ laundry + parking
Fridge, microwave, oven, stovetop
Downtown Luxury 1BR Loft

Apartment in Downtown Milwaukee

Downtown Luxury 1BR Loft
2.0 star property
7.6 out of 10, Good, (7)
"Excellent location for a little overnight getaway in the heart of downtown Milwaukee. My husband and I had tickets to an event at The Riverside Theater and ate dinner right next to the apartment at The Swingin’ Door Exchange - everything within walking distance! So convenient! The restaurant was a super cool atmosphere and so delicious! I would definitely stay here again!"
United States
Liz Z.
The price is HK$560
HK$1,275 total
includes taxes & fees
2 Jan - 3 Jan 2026
Downtown Luxury 1BR Loft
Interior
Downtown Luxury 1BR Loft

Apartment in Downtown Milwaukee

Downtown Luxury 1BR Loft
8.8 out of 10, Excellent, (3)
"Recently rehab. Very nice finishes. Safe, quiet, and walkable to many restaurants. "
United States
Brandon
The price is HK$420
HK$1,114 total
includes taxes & fees
29 Dec - 30 Dec
Downtown Luxury 1BR Loft
2 bedrooms
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Holiday Home in Bay View

KK lower · Funky 2BR in Prime Bay View - w/ Parking
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is HK$560
HK$1,539 total
includes taxes & fees
13 Jan - 14 Jan 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking
Games room
Brewery District Luxe 2BR Near Fiserv with Parking

Apartment in Westown

Brewery District Luxe 2BR Near Fiserv with Parking
9.4 out of 10, Exceptional, (6)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
The price is HK$455
HK$1,199 total
includes taxes & fees
11 Jan - 12 Jan 2026
Brewery District Luxe 2BR Near Fiserv with Parking
1 bedroom, desk, iron/ironing board
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Holiday Home in Bay View

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
10.0 out of 10, Exceptional, (6)
"Nice place "
United States
John B.
The price is HK$327
HK$1,288 total
includes taxes & fees
14 Jan - 15 Jan 2026
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!

Apartment in Downtown Milwaukee

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
9.8 out of 10, Exceptional, (39)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is HK$622
HK$2,640 total
includes taxes & fees
4 Jan - 5 Jan 2026
Eclectic, Stylish, and Cozy Milwaukee Unit!
Fridge, microwave, oven, stovetop
Remodeled Home - Steps from Brady Street!

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is HK$381
HK$2,026 total
includes taxes & fees
7 Jan - 8 Jan 2026
Remodeled Home - Steps from Brady Street!
Interior
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Apartment in Westown

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
7.8 out of 10, Good, (6)
"It was really nice ,only issue was trying to watch tv, but other than that was good , i would stay there again "
United States
Marty E.
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Exterior
Lake Effect Club | The Nohl

Holiday Home in Lower East Side

Lake Effect Club | The Nohl
2.0 star property
The price is HK$531
HK$1,728 total
includes taxes & fees
28 Dec - 29 Dec
Lake Effect Club | The Nohl
Smart TV, books, stereo
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

Apartment in Downtown Milwaukee

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is HK$406
HK$964 total
includes taxes & fees
28 Dec - 29 Dec
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
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

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

10/10 Excellent
"Street parking was available. The staff was very helpful "
Sandra 1-night trip
Posted 2 days ago
The Brewhouse Inn & Suites

Find out more about Waukesha

Search for holiday rentals in Waukesha on Expedia! You can easily find your home rentals, villas, holiday apartments in Waukesha using one of the methods below:

  • View our selection of featured holiday rentals in Waukesha
  • Use the map to find apartments and other holiday homes in the Waukesha neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waukesha while they last

Look no further and take a look at our great range of rental properties in Waukesha!

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, Fish Pond, Events! Weddings, MSG Owner for discounts!!!: 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 Minooka 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.