Waukesha Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Rentals in Waukesha

The Plaza Hotel
Premier Room, 1 King Bed | 2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1141)
"Loved this hotel! Clean friendly and cute!!"
The price is ￥22,287
￥26,279 total
includes taxes & fees
Nov 3 - Nov 4
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (103)
"Very nice apartment and right down town location is perfect!"
Kasa Westown Milwaukee
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (212)
"Great place to stay! "
The price is ￥49,771
￥104,474 total
includes taxes & fees
Oct 7 - Oct 8
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Indoor pool, a heated pool

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.6 out of 10, Exceptional, (12)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Dining

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
KB - Prospec
Dining room

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very Good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
The price is ￥132,590
￥285,307 total
includes taxes & fees
Oct 9 - Oct 10
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is ￥25,881
￥34,863 total
includes taxes & fees
Oct 7 - Oct 8
Three bedrooms upstairs
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Fridge, microwave, oven, stovetop

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (49)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Dining

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
The price is ￥8,848
￥19,603 total
includes taxes & fees
Oct 7 - Oct 8
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

6.8 out of 10, (5)
"We were mainly at the property to drop our stuff off, enjoy Summerfest, sleep and shower! Property was clean. Had a little trouble with the front door code but were able to get it to work. "
The price is ￥7,963
￥28,514 total
includes taxes & fees
Oct 7 - Oct 8
Quiet House
Downtown Eastside gem near Fiserv Forum Water St Brady St
Exterior

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (43)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
The price is ￥33,181
￥49,378 total
includes taxes & fees
Oct 7 - Oct 8
Downtown Eastside gem near Fiserv Forum Water St Brady St
Cozy 2 Bedroom Downtown Milwaukee Apartment
Interior

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (8)
"Stayed here two nights in June with my husband to attend Summerfest. The unit is walking distance to downtown Milwaukee, about 1.5 miles away from Summerfest (Uber ride was less that 10). Check in process was easy and host was quick to respond to questions. The unit is on the second floor of a house, so keep in mind that you must be able to go up one flight of stairs to enter unit (not wheelchair accessible). Unit had a well stocked kitchen with several cooking utensils, including a coffee maker...
Cozy 2 Bedroom Downtown Milwaukee Apartment
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
The price is ￥29,863
￥80,068 total
includes taxes & fees
Oct 7 - Oct 8
Stunning Upscale Retreat - Steps From Everything
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (248)
"We loved staying in this property on our Frank Lloyd Wright weekend! It’s a two hour drive from Taliesen, but really helped the weekend feel complete to stay in this spacious house that was right on theme. We loved all of the details and the kind host."
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
LAKEFRONT HIDDEN GEM !
Balcony

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (35)
"Greatly enjoyed our time here."
LAKEFRONT HIDDEN GEM !
Deer District Studio Apt JC3 - One Block from Fiserv and Baird
Lobby

Deer District Studio Apt JC3 - One Block from Fiserv and Baird

10.0 out of 10, Exceptional, (1)
"Straightforward checking in/out process."
The price is ￥8,258
￥18,925 total
includes taxes & fees
Oct 7 - Oct 8
Deer District Studio Apt JC3 - One Block from Fiserv and Baird
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Exterior

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Loved the location "
The price is ￥17,918
￥41,469 total
includes taxes & fees
Oct 12 - Oct 13
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Fridge, microwave, oven, stovetop

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (359)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Waukesha Hotel Reviews

Clarion Pointe

Clarion Pointe

10/10 Excellent
"Clean, updated and friendly staff."
Wendy 1-night trip
Posted 12 hours ago
Clarion Pointe

Find out more about Waukesha

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 vacation rentals in Waukesha?

Yes, there are vacation rentals in Waukesha near 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 travelers like Waukesha. Make sure you have time to check out the architecture and sporting events during your trip.

What's the top vacation rental that Waukesha has to offer?

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This vacation home rental outside of Waukesha is located next to a golf course and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Waukesha?

Expedia has 5 vacation 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, Waukesha County Expo Center and Center Court Sports Complex are other places worth a visit.

What are vacation rentals like in Waukesha?

Vacation rentals are privately owned properties you can reserve for several days or more in Waukesha. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.