Pewaukee Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Pewaukee

Spacious Pewaukee Lake/ Pier Access Home
8.4 out of 10, Very good, (5)
"This spot was perfect for our big group attending a friend’s wedding near by! The train was loud at times but didn’t stop us from having a great reunion. Would recommend to anyone traveling with a bigger group to the area!"
Spacious Pewaukee Lake/ Pier Access Home
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (986)
"The diner has good food and better vibes"
The price is NZ$316
per night
7 Jul - 8 Jul
The Plaza Hotel
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!!
Save an average of 15% on thousands of hotels when you're signed in
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (45)
"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 NZ$200
per night
11 Jun - 12 Jun
Kasa Westown Milwaukee
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
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (301)
"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
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (56)
"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
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 NZ$727
per night
10 Jun - 11 Jun
10min to DT + Fire Pit + Home Gym + Shuffleboard
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (5)
"Beautiful, Spacious, Plenty of place to relax and hang out."
The price is NZ$698
per night
10 Jun - 11 Jun
Eclectic, Stylish, and Cozy Milwaukee Unit!
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (220)
"The property is as advertised and was what we expected. Our stay was a little wonky, as we arrived right after there had been a significant roof drain issue that caused what appeared to be pretty serious water damage to ceilings and walls in a couple of rooms. The owners Joan and Steve clearly had been working frantically to get things habitable for our stay. They made us feel very welcome and things in the house worked fine, but in hindsight I wonder whether the delay to remediation caused by...
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, (9)
"Our group consisted of two couples in their early 50s - we were in town for a Lakefront Brewery tour and some time in the Third Ward. The place was a great location for being near the brewery and a few other places to grab a cocktail. The Uber ride to the Third Ward from the place was less than 10 minutes, which was convenient. The neighborhood was pretty quiet, and we walked to a coffee shop and a small farmers market on Sunday morning. It was a very nice place, parking was not an issue, and...
The price is NZ$431
per night
24 Jun - 25 Jun
Urban Oasis minutes to Fiserv, Summerfest & more
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The location was perfect and comfortable for 6 adults."
The price is NZ$882
per night
10 Jun - 11 Jun
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (15)
"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 NZ$270
per night
10 Jun - 11 Jun
15 minutes to anywhere in and around Milwaukee.
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, (49)
"This house worked well for our family for a weekend stay."
The price is NZ$660
per night
10 Jun - 11 Jun
Stunning/River View Brady St Home! Loaded w Extras
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (26)
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
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 NZ$624
per night
30 Jun - 1 Jul
Cozy 5-Bedroom Home in Milwaukee
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
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 NZ$332
per night
30 Jun - 1 Jul
Nice three 3 bedroom unit with free parking and wi-fi
MKE Mansion - Both Wings
9.6 out of 10, Exceptional, (5)
"The spot worked out great for our large group. Everyone had a comfortable spot to sleep. Communication with host was great and the location couldn’t be better."
The price is NZ$1,869
per night
10 Jun - 11 Jun
MKE Mansion - Both Wings
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
9.8 out of 10, Exceptional, (15)
"Nice area. House did what it needed to"
The price is NZ$651
per night
10 Jun - 11 Jun
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Don't see what you're looking for?
See all available properties in Pewaukee
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 Pewaukee you may be interested in

Wildwood Lodge
2.5 star property
8.2 out of 10, Very good, (1004)
"Todos muy amables "
The price is NZ$174
per night
10 Jun - 11 Jun
Wildwood Lodge
The Ingleside Hotel
4.0 star property
8.6 out of 10, Excellent, (456)
"Very old decor and neat wood all over hotel. Clean and nice dining area and bar. Easy on and off interstate. "
The price is NZ$198
per night
23 Jun - 24 Jun
The Ingleside Hotel
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1337)
"Loved the nostalgia! Mason street grill was amazing. The lobby bar had late night food! Room and view was amazing. Only suggestion would be to have a full length mirror. It was hard for two people to get ready. "
The price is NZ$324
per night
1 Jul - 2 Jul
The Pfister 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pewaukee holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pewaukee. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pewaukee. Seeing all the best attractions is bound to make you fall in love with Pewaukee. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pewaukee short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Pewaukee?

Yes, there are holiday rentals in Pewaukee close to Springs Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and water parks in Pewaukee. Make sure you have time to check out the sporting events and lake views during your trip.

What are some of the best holiday rentals that Pewaukee has to offer?

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River: This holiday home rental outside of Pewaukee 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 Pewaukee?

Choose from 15 Expedia holiday rentals in Pewaukee for a memorable holiday.

What’s there to see and do in Pewaukee?

Pewaukee Lake Beach and Pewaukee Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Springs Water Park. Nagawaukee County Park and Beach and Two Brothers Wines are other places to visit while you're in town.

What’s a holiday rental in Pewaukee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pewaukee. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.

Recent reviews of Pewaukee properties
Expedia verified reviews