Waukesha Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Waukesha holiday rentals

Interior

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 HK$1,058
HK$2,383 total
includes taxes & fees
14 Apr - 15 Apr
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Private kitchen

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
The price is HK$767
HK$2,975 total
includes taxes & fees
7 Apr - 8 Apr
Comfortable 3 Bedroom with King bed in Waukesha
Room

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (9 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is HK$564
HK$1,552 total
includes taxes & fees
5 Apr - 6 Apr
KK lower · Funky 2BR in Prime Bay View - w/ Parking
Dining

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, (16 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 HK$760
HK$1,775 total
includes taxes & fees
7 Apr - 8 Apr
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (22 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is HK$384
HK$2,079 total
includes taxes & fees
5 Apr - 6 Apr
Tucked Away Off Brady - 4 Beds
1 bedroom, desk, iron/ironing board, free WiFi

King Bed - FAST WiFi - Near Froedtert

King Bed - FAST WiFi - Near Froedtert
Wauwatosa
9.2 out of 10, Wonderful, (15 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
The price is HK$509
HK$1,940 total
includes taxes & fees
5 Apr - 6 Apr
King Bed - FAST WiFi - Near Froedtert
Bar (on property)

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is HK$807
HK$1,537 total
includes taxes & fees
5 Apr - 6 Apr
Kegel`s Inn - Studio - Classic Apartment #3
Outdoor dining

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, (29 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is HK$1,246
HK$2,597 total
includes taxes & fees
5 Apr - 6 Apr
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Private kitchen

Modern 4BR Retreat w/ Workspace + Coffee Bar

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
The price is HK$690
HK$4,015 total
includes taxes & fees
5 Apr - 6 Apr
Modern 4BR Retreat w/ Workspace + Coffee Bar
Dining

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 HK$1,376
HK$1,834 total
includes taxes & fees
4 Apr - 5 Apr
Three bedrooms upstairs
Dining

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (10 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is HK$423
HK$1,516 total
includes taxes & fees
6 Apr - 7 Apr
Quiet House
Dining

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is HK$430
HK$1,041 total
includes taxes & fees
5 Apr - 6 Apr
Deer District Studio Apt - One Block from Fiserv and Baird
Smart TV, books, music library, stereo

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 HK$1,254
HK$3,281 total
includes taxes & fees
7 Apr - 8 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Interior

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, (26 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is HK$1,129
HK$3,429 total
includes taxes & fees
5 Apr - 6 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Dining

Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop

Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop
Westown
9.6 out of 10, Exceptional, (7 reviews)
"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$523
HK$1,283 total
includes taxes & fees
5 Apr - 6 Apr
Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop
Smart TV, books

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)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is HK$1,676
HK$4,573 total
includes taxes & fees
9 Apr - 10 Apr
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Terrace/patio

Beautiful riverside yard, hot tub, game room, large dining table!

Beautiful riverside yard, hot tub, game room, large dining table!
Glendale
10.0 out of 10, Exceptional, (5 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is HK$1,242
HK$3,419 total
includes taxes & fees
6 Apr - 7 Apr
Beautiful riverside yard, hot tub, game room, large dining table!
Fridge, microwave, oven, stovetop

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 HK$523
HK$1,373 total
includes taxes & fees
26 Apr - 27 Apr
Modern Studio Apt with Rooftop, Gym, and Parking
Fridge, microwave, oven, stovetop

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 HK$384
HK$2,079 total
includes taxes & fees
6 Apr - 7 Apr
Remodeled Home - Steps from Brady Street!
Room

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is HK$690
HK$4,015 total
includes taxes & fees
5 Apr - 6 Apr
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

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"BREAKFAST WAS GOOD. CLEAN FRIENDLY PLACE. WALKING DISTANCES TO MANY PLACES AND SAFE."
MARIA 1-night trip
Posted 3 hours ago
Drury Plaza Hotel Milwaukee Downtown

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
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  • 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?

Wooded Hills/Indoor Pool/Hot Tub/Arcade: This holiday home rental outside of Waukesha offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 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 1 hot tub 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 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.