Holiday Rentals in Waukesha

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Holiday Rentals in Waukesha

Beautiful Waukesha Home
10.0 out of 10, Exceptional, 6 reviews
"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 €514
per night
9 Jun - 10 Jun
Beautiful Waukesha Home
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, 986 reviews
"The diner has good food and better vibes"
The price is €189
per night
10 Jun - 11 Jun
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, 181 reviews
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is €882
per night
30 Jun - 1 Jul
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
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Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, 30 reviews
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, 45 reviews
"Stay was good but had some plumbing issues. Had to plunge toilet twice, when it really wasn't necessary; sink in bathroom had draining problems too. Other than that, property was good. "
The price is €184
per night
25 Jun - 26 Jun
Kasa Westown Milwaukee
Family Retreat, private, large, great for multi-family, company retreat, wedding
10.0 out of 10, Exceptional, 46 reviews
"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
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, 5 reviews
"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
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, 54 reviews
"Our Family (Grand Parents, Parents, and Adult Children, (82-26 years old) stayed here for a weekend to attend a Cousin's wedding at the nearby Hubbard Lodge. It was a perfect location and gathering place. We loved the home and there was plenty of sleeping space, enough bathrooms, and a great kitchen! I would highly reccommend for a group."
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, 300 reviews
"Had a wonderful time, couldn’t ask for a better location and host. Will recommend to all my friends! Thanks again Grant!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, 7 reviews
"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 €417
per night
5 Jun - 6 Jun
10min to DT + Fire Pit + Home Gym + Shuffleboard
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, 8 reviews
"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
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, 4 reviews
"Fantastic location for night life. Spacious home for our family"
The price is €377
per night
5 Jun - 6 Jun
Eclectic, Stylish, and Cozy Milwaukee Unit!
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, 9 reviews
"We enjoyed our stay at the "Urban Oasis". The property was clean and comfortable. The natural light in the residence was very welcoming. We had comfortable beds; extra linens and towels were available if needed. The plants were calming and made the apartment feel very much like home. The Check-in and check-out process was easy and communication with the host was very good. We appreciated the recommendations the host gave us. The property is walking distance to many great restaurants and...
The price is €221
per night
5 Jun - 6 Jun
Urban Oasis minutes to Fiserv, Summerfest & more
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, 219 reviews
"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
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, 26 reviews
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, 4 reviews
"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 €475
per night
5 Jun - 6 Jun
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
10.0 out of 10, Exceptional, 6 reviews
"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 €829
per night
9 Jun - 10 Jun
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, 15 reviews
"The hosts were very friendly and welcoming. Cozy basement apartment and a very comfy bed. Backyard even has a nice country feel to it. I would definitely stay here again."
The price is €156
per night
5 Jun - 6 Jun
15 minutes to anywhere in and around Milwaukee.
Cozy 5-Bedroom Home in Milwaukee
10.0 out of 10, Exceptional, 1 review
"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 €358
per night
30 Jun - 1 Jul
Cozy 5-Bedroom Home in Milwaukee
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, 48 reviews
"This house worked well for our family for a weekend stay."
The price is €379
per night
10 Jun - 11 Jun
Stunning/River View Brady St Home! Loaded w Extras
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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

Extended Stay America Suites Milwaukee Waukesha
2.5 star property
7.2 out of 10, Good, 715 reviews
"Staff was excellent. Room was clean however it smelled like previous guests had smoked in there. We ended up getting a pine tree air freshener from our vehicle and sticking it on the A/C unit to make the room smell better. Overall it was a very nice stay for the price. "
The price is €80
per night
9 Jun - 10 Jun
Extended Stay America Suites Milwaukee Waukesha
Tru By Hilton Milwaukee Brookfield
2.5 star property
8.8 out of 10, Excellent, 538 reviews
"Definitely a good experience my first time staying on this hotel but everyone was super friendly "
The price is €98
per night
3 Jul - 4 Jul
Tru By Hilton Milwaukee Brookfield
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, 1,701 reviews
"Beautiful hotel, nice staff, good location."
The price is €181
per night
17 Jun - 18 Jun
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 €156 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?

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River: This holiday home rental outside of Waukesha is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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.

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