Waukesha Holiday Rentals

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Holiday Rentals in Waukesha

Smart TV, fireplace
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (5)
"Perfect space for my friends & I! We had a great time. The pictures of the home is very accurate and the house was very clean. We enjoyed our stay & I would highly recommend booking."
The price is AU$838
per night
5 May - 6 May
Beautiful Waukesha Home
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (29)
"Everything was great and well maintained. The pool was great with it being inside and could use it all the time and easy to use."
Amazing Five Bedroom Milwaukee Vacation Home!!
Aerial view
Family Retreat, private, large, great for multi-family, company retreat, wedding
10.0 out of 10, Exceptional, (45)
"We had an absolutely incredible time staying at this gorgeous lake house. It's beautifully set up for family reunions or groups of friends, with plenty of space to hang out together, walk to the lake, cook, etc. Highly recommend!"
Family Retreat, private, large, great for multi-family, company retreat, wedding
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Bathtub, hair dryer, towels
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (6)
"This place is a gem-the description is great but it is even better in person! Communication leading up to our stay was a challenge at times but the home and its location made up for that and I give this a 5 star rating! The owners have thought of everything you may need. The home is in a safe, beautiful neighborhood. There was no time while walking our dog that we didn’t feel safe."
The price is AU$820
per night
14 May - 15 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (13)
"Good place “to come home to” after an all day excursion around the city. I really liked Ann"
The price is AU$254
per night
14 May - 15 May
15 minutes to anywhere in and around Milwaukee.
Exterior
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
10.0 out of 10, Exceptional, (5)
"The property was just as described. It was peaceful and quiet. We enjoyed walking on the property. Our group had a wonderful time."
The price is AU$1,337
per night
10 May - 11 May
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
Interior
Home in the Heart of West Allis
10.0 out of 10, Exceptional, (1)
"My stay was amazing, very nice and clean home, very quiet neighborhood. Everything provided in the home. Overall my Daughter and I enjoyed it very comfortable just like a home ."
The price is AU$318
per night
5 May - 6 May
Home in the Heart of West Allis
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (2)
"The place was beautiful. I loved that they were available 24'7 to answer any of my questions or needs. The only thing I did not like was how steep the driveway was. We were not able to get 1 car (minivan) down the driveway because it was scrapping the bottom of the car. But overall we really enjoyed the place."
The price is AU$430
per night
5 May - 6 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
Property grounds
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
10.0 out of 10, Exceptional, (12)
"We enjoyed the games in the basement and easy walk to coffee shop and restaurants in Wauwatosa. Comfortable beds and lots of room to spread out."
The price is AU$579
per night
5 May - 6 May
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Fridge, microwave, oven, stovetop
Walker's Point House Near Downtown Milwaukee
10.0 out of 10, Exceptional, (15)
"Easy clean and nice"
Walker's Point House Near Downtown Milwaukee
Smart TV
Cozy 5-Bedroom Home in Milwaukee
10.0 out of 10, Exceptional, (1)
"Very clean. Very spacious. Great location. Only issue only one bathroom. If you’re okay with that it’s a perfect place. A lot of space and many food options in walking distance close to the airport."
The price is AU$419
per night
5 May - 6 May
Cozy 5-Bedroom Home in Milwaukee
Private kitchen
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (3)
"We loved this property! Five of us stayed for the night and had everything we needed! The apartment is spacious, has a large variety of sleeping options and is extremely clean. The decor looks exactly like the photos (even better in person!) and has all the amenities you will need, including a washer and dryer if need be. Check in was simple and seamless. The neighborhood was clean and felt very safe. The host is wonderful. She communicates quickly and was able to answer all of our questions. We...
The price is AU$776
per night
5 May - 6 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Fridge, microwave, oven, stovetop
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
10.0 out of 10, Exceptional, (1)
"The place was as advertised and was clean and great for our group."
The price is AU$916
per night
7 May - 8 May
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
Fridge, microwave, oven, stovetop
Spacious Walkers Point Gem in Central Milwaukee
10.0 out of 10, Exceptional, (3)
"Stylishly decorated, great space for a big group."
Spacious Walkers Point Gem in Central Milwaukee
Fridge, microwave, oven, stovetop
$89 This Week! - Mins to Froedert / State Fair
10.0 out of 10, Exceptional, (2)
"Clean, roomy, and dog-friendly house in a modest, mostly well cared for neighborhood. Nice new spacious garage. Appreciated the fenced backyard with patio and grass. Close to the freeway, which you can hear in the yard, but not at all inside the house. Worked well as a Milwaukee home base while visiting family, and working remote. Host was very responsive and accommodating."
The price is AU$785
per night
5 May - 6 May
$89 This Week! - Mins to Froedert / State Fair
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (52)
"Great communication and flexibility by owner. It had everything we needed to celebrate 80th bday. Definitely recommend for your next family gathering!!"
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Pool
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (299)
"We had a wonderful time and Grant was a great host! He answered the emails to the questions we had in a timely fashion. We fished everyday, caught about 10 to 15 pan fish, even though it was like fishing in a tornado but it was fun. The house was clean, and had everything we needed. We decided not to take our little dogs with, but Grant had a great fenced in space for them. Thanks Grant and hope to be back soon! Leta and Barb"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (217)
"Happily, we were able to check this off our bucket list. Loved the large bedroom and the stairway skylight. It was very interesting living in a home the way Wright designed it. Our hosts, Joan & Steve, were gracious and helpful."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Property grounds
Luxury Lake House Steps from Browns Lake w. Arcade Room + Private Beach
9.8 out of 10, Exceptional, (31)
"We booked this property for our bridal party to stay at the night before our wedding. We also worked with Kevin and Emily to also have our rehearsal dinner at the property before we originally booked. The space ended up being perfect for both the dinner and the bridal party to sleep at and get ready in the next morning. Kevin and Emily have a stunning home with a great location. We highly recommend this property to anyone looking to stay."
Luxury Lake House Steps from Browns Lake w. Arcade Room + Private Beach
Fridge, microwave, oven, stovetop
4 bedroom house walking distance from Milwaukee Bucks Fiserv Forum
9.8 out of 10, Exceptional, (19)
"Great location! Walkable to lots of great places. We have done an Easter getaway with friends for the past couple years and we decided to check out Milwaukee. The weather didn’t cooperate but we still had a great time. Great dinner at The Knick, saw a great band at Shank Hall. All easily walkable from the house. Went to the Harley Museum and then explored the 3rd ward the next day. That night went to Brady Street which is also easy to walk to from the house. Tons of bars and restaurants. Grocery...
4 bedroom house walking distance from Milwaukee Bucks Fiserv Forum
Don't see what you're looking for?
See all available properties in Waukesha
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.

Waukesha Holiday Home Travel Info

Number of holiday homes
6
Popular accommodation
Waukesha private holiday homes
Known landmarks
Springs Water Park, Monkey Joe's and Pieper Porch Winery and Vineyard
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Waukesha you may be interested in

Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.6 out of 10, Exceptional, (1583)
"Staff was friendly. Room comfortable. Hotel convient to bars and restaurants. Couldn't have been a better hotel experience. Highly recommend "
The price is AU$237
per night
9 May - 10 May
Saint Kate - The Arts Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1298)
"The Pfister Hotel has a lot of history in Milwaukee and is recognized as one of the most historic hotels in America. The hotel has a lot of character. I used the valet service to park my car. They were courteous and punctual. The lobby is currently undergoing construction so I was unable to see the entire decor and beauty in the pictures. The front desk was very friendly and offered me a glass of champagne at check in. The hotel was at maximum capacity over the weekend. The room was nice but...
The price is AU$297
per night
19 May - 20 May
The Pfister Hotel
Lobby
Tru By Hilton Milwaukee Brookfield
2.5 star property
8.8 out of 10, Excellent, (524)
"Everything seemed new and clean. Friendly staff, nice lobby seating available."
The price is AU$145
per night
26 May - 27 May
Tru By Hilton Milwaukee Brookfield
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.

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$254 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?

Step right up, step right up! Welcome to the grand, the unique, the unparalleled: This holiday home rental outside of Waukesha is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals are there in Waukesha?

Expedia has 4 holiday rentals for your stay in Waukesha.

What can I see and do in Waukesha?

Frame Park Formal Gardens and Infinity Fields Baseball 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.

Recent reviews of Waukesha properties
Expedia verified reviews

Super 8 by Wyndham Milwaukee Airport

Super 8 by Wyndham Milwaukee Airport

5/5 Excellent
"Nice and close to airport Shuttle was on time and very convenient "
A verified traveller stayed at Super 8 by Wyndham Milwaukee Airport
Posted 2 days ago
Super 8 by Wyndham Milwaukee Airport