Holiday Rentals in Waukesha

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Holiday Rentals in Waukesha

Property grounds
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (6)
"We stayed here to attend my daughter's graduation from Graduate School, and it was the perfect location. The house was beautiful, and clean with plenty of room for our family. Would highly recommend."
The price is €517
per night
26 May - 27 May
Beautiful Waukesha Home
Classic Room, 2 Queen Beds
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (982)
"No elevators. Stairs only. "
The price is €175
per night
28 May - 29 May
The Plaza Hotel
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (180)
"Me and some friends got together in Milwaukee for a weekend. We found this property and loved. Plenty of places to sleep and activities to do within the property with easy access to the city of Milwaukee"
The price is €894
per night
20 Jun - 21 Jun
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
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Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Fireplace
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (43)
"Awesome property with a handy vital help desk. Truly unique experience I recommend staying here"
The price is €168
per night
28 May - 29 May
Kasa Westown Milwaukee
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (53)
"Such a unique, fabulous house to be able to stay at!! We enjoyed our time there and had plenty of room for our large family!"
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Aerial view
Family Retreat, private, large, great for multi-family, company retreat, wedding
10.0 out of 10, Exceptional, (46)
"This property is fantastic! Great amenities, clean, huge open spaces, and comfortable beds! The owners/property managers were great, too!"
Family Retreat, private, large, great for multi-family, company retreat, wedding
Marina
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (5)
"Hosted 20 employees at this house for 2nd year in a row. Never disappoints! Fantastic property. Indoor pool and sauna a bonus. Fit everyone comfortably. Host was very easy to work with. Perfect stay! We will be back next Spring."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
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
Bathtub, hair dryer, towels
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (7)
"We were in MKE for an extended family gathering and this home was perfect for our party of six. Clean, well maintained, with everything we needed to feel comfortable. Good communication with hosts. We will stay here again when visiting the area. Highly recommend."
The price is €433
per night
27 May - 28 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (4)
"This is the second time we’ve stayed at this place. Roomy, fun, clean and nicely redone. Will definitely book here again on our next trip up Thank you!"
The price is €313
per night
28 May - 29 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (219)
"I have ALWAYS wanted to stay in a Frank Lloyd Wright house! What a gorgeous home! Joan was very accommodating. We were there for a family wedding. Close to airport, close to downtown. Loved it."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Terrace/patio
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, (8)
"This is a great location, remote and quiet, just what we wanted. Our family reunion was a big success! No WiFi was an issue for people who needed to make contact with work issues, and of course kids were not happy about it, but sometimes it’s nice to disconnect. However cell phone reception was limited so getting directions was challenging at times. All said and done we had a wonderful time and wouldn’t hesitate to go back and do it again."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (14)
"Very clean and cozy. Perfect for two or three people. It is a basement apartment but nice windows so it doesn't feel totally under ground. The hosts live upstairs and are very nice! Nice area outside if you want to hang out outdoors. I will definitely stay here again."
The price is €157
per night
9 Jun - 10 Jun
15 minutes to anywhere in and around Milwaukee.
Interior
Home in the Heart of West Allis
9.0 out of 10, Wonderful, (2)
"Nice spacious apartment felt vey privet. "
The price is €197
per night
25 May - 26 May
Home in the Heart of West Allis
Fitness facility
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, (7)
"This rental is gorgeous and spacious. The host was great with communication. Great stay."
The price is €241
per night
29 May - 30 May
Urban Oasis minutes to Fiserv, Summerfest & more
Exterior
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
10.0 out of 10, Exceptional, (6)
"Lovely house and grounds. All rules were clear and communication was succinct. We had a lovely time with our families. Thanks to Jennifer"
The price is €820
per night
29 May - 30 May
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
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 €479
per night
27 May - 28 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
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 €376
per night
27 May - 28 May
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
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."
Cozy 5-Bedroom Home in Milwaukee
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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.

Other types of properties in Waukesha you may be interested in

Studio, 2 Double Beds, Non Smoking
Extended Stay America Suites Milwaukee Waukesha
2.5 star property
7.2 out of 10, Good, (707)
"The employees are very friendly and nice. But unfortunately, that was Trump by how Disgusting and how outdated the room was"
The price is €80
per night
30 May - 31 May
Extended Stay America Suites Milwaukee Waukesha
Lobby
Tru By Hilton Milwaukee Brookfield
2.5 star property
8.8 out of 10, Excellent, (532)
"Definitely a good experience my first time staying on this hotel but everyone was super friendly "
The price is €97
per night
30 May - 31 May
Tru By Hilton Milwaukee Brookfield
Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1660)
"Excellent service and extremely clean. "
The price is €144
per night
27 May - 28 May
Saint Kate - The Arts Hotel
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, apart-hotels, 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 €157 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?

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