Waukesha Holiday Rentals

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Holiday Rentals in Waukesha

Beautiful Waukesha Home
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 HK$1,953
HK$4,273 total
includes taxes & fees
13 May - 14 May
Beautiful Waukesha Home
The Plaza Hotel
Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (979)
"It was a great experience."
The price is HK$1,367
HK$1,611 total
includes taxes & fees
13 May - 14 May
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (178)
"Lots to do, lots of space, very cool property"
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
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Amazing Five Bedroom Milwaukee Vacation Home!!
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!!
Kasa Westown Milwaukee
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 HK$1,182
HK$2,075 total
includes taxes & fees
21 May - 22 May
Kasa Westown Milwaukee
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
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
Family Retreat, private, large, great for multi-family, company retreat, wedding
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
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Marina
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (4)
"Only one complaint really. The sauna wouldn’t heat up enough. Otherwise everything was perfect!"
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
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
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (218)
"Nice and clean lodging with great location to Downtown, Third Ward, East Side, and Lake front of Milwaukee!!"
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
10min to DT + Fire Pit + Home Gym + Shuffleboard
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 HK$828
HK$3,278 total
includes taxes & fees
13 May - 14 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
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
15 minutes to anywhere in and around Milwaukee.
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 HK$703
HK$1,290 total
includes taxes & fees
13 May - 14 May
15 minutes to anywhere in and around Milwaukee.
Home in the Heart of West Allis
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 HK$586
HK$1,617 total
includes taxes & fees
13 May - 14 May
Home in the Heart of West Allis
Nice three 3 bedroom unit with free parking and wi-fi
Fridge, microwave, oven, stovetop
Nice three 3 bedroom unit with free parking and wi-fi
7.2 out of 10, Good, (12)
"The place was clean but old. Not enough dishes, toilet paper, no paper towels. There was wash cloths and towels but they were put up very high we didn’t find them until it was time to leave but over all it was a great place to lay our heads and we thank the owner My recommendation is to paint and update unit to look bright and sleek and to get a toilet for tall people. My mom had a hard time sitting on the low toilet so did I. Overall it served it’s purpose"
The price is HK$1,367
HK$1,833 total
includes taxes & fees
24 May - 25 May
Nice three 3 bedroom unit with free parking and wi-fi
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
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 HK$4,688
HK$6,818 total
includes taxes & fees
17 May - 18 May
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
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 HK$1,055
HK$2,952 total
includes taxes & fees
19 May - 20 May
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Eclectic, Stylish, and Cozy Milwaukee Unit!
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (3)
"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 HK$734
HK$2,407 total
includes taxes & fees
13 May - 14 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
Urban Oasis minutes to Fiserv, Summerfest & more
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 HK$625
HK$1,843 total
includes taxes & fees
13 May - 14 May
Urban Oasis minutes to Fiserv, Summerfest & more
Booth Upper · Amazing view, Modern Space
Outdoor spa tub
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (25)
"Great view of the city, property was adequately stocked."
Booth Upper · Amazing view, Modern Space
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.

Other types of properties in Waukesha you may be interested in

Extended Stay America Suites Milwaukee Waukesha
Desk, iron/ironing board, free WiFi, bed sheets
Extended Stay America Suites Milwaukee Waukesha
2.5 star property
7.4 out of 10, Good, (701)
"There was a room situation from what I had booked so what we had was not ideal for three travelers yet the receptionist and manager (Mike) responded immediately to our needs and the situation was resolved, and then Mike did what a manager should do in my opinion is excellent customer service he bright a happy ending. He apologize for our inconvenience and he gave us a free night to stay at any of America suite. Now that going over the top to make a customer satisfied With their stay!!!"
The price is HK$598
HK$675 total
includes taxes & fees
16 May - 17 May
Extended Stay America Suites Milwaukee Waukesha
Tru By Hilton Milwaukee Brookfield
Lobby
Tru By Hilton Milwaukee Brookfield
2.5 star property
8.8 out of 10, Excellent, (525)
"I stay in Brookfield a few times a year—trying different hotels each time. I had not yet stayed at Tru. I liked it. It’ll be my go to hotel from now on. "
The price is HK$658
HK$743 total
includes taxes & fees
19 May - 20 May
Tru By Hilton Milwaukee Brookfield
Saint Kate - The Arts Hotel
Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.6 out of 10, Exceptional, (1617)
"An amazing hotel - everything about it was fantastic. Anya on reception made my 2 year old so welcome. The rooms are lovely, bar fantastic and location and perfect! Highly recommend!"
The price is HK$1,034
HK$1,219 total
includes taxes & fees
19 May - 20 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.

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 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.

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

Extended Stay America Suites Milwaukee Waukesha

Extended Stay America Suites Milwaukee Waukesha

5/5 Excellent
"There was a room situation from what I had booked so what we had was not ideal for three travelers yet the receptionist and manager (Mike) responded immediately to our needs and the situation was resolved, and then Mike did what a manager should do in my opinion is excellent customer service he bright a happy ending. He apologize for our inconvenience and he gave us a free night to stay at any of America suite. Now that going over the top to make a customer satisfied With their stay!!!"
A verified traveller stayed at Extended Stay America Suites Milwaukee Waukesha
Posted 7 hours ago
Extended Stay America Suites Milwaukee Waukesha