Holiday Rentals in Pewaukee

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Our top choices for Pewaukee holiday rentals

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is €106
includes taxes & fees
28 Dec - 29 Dec
Deer District Studio Apt - One Block from Fiserv and Baird

Downtown Sleek 2BR Loft

Downtown Sleek 2BR Loft
2.0 star property
Downtown Milwaukee
10.0 out of 10, Exceptional, (2)
"This loft was very clean and the location was amazing. We are looking to stay here this weekend!"
United States
Kimberly O.
Downtown Sleek 2BR Loft

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
2.0 star property
Westown
10.0 out of 10, Exceptional, (5)
"Great room "
United States
julio
The price is €124
includes taxes & fees
30 Dec - 31 Dec
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is €109
includes taxes & fees
28 Dec - 29 Dec
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

Comfort Near Historic Pabst Brewery & Fiserv

Comfort Near Historic Pabst Brewery & Fiserv
2.0 star property
Westown
9.4 out of 10, Exceptional, (14)
"Check-in and parking were easy. Kitchen was well stocked and included some spices. Location was perfect to catch some Brewers games. Beds were comfortable. Will stay again!"
United States
Debra D.
Comfort Near Historic Pabst Brewery & Fiserv

2BR apt w/ laundry + parking

2BR apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is €131
includes taxes & fees
5 Jan - 6 Jan 2026
2BR apt w/ laundry + parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is €172
includes taxes & fees
13 Jan - 14 Jan 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Brewery District Luxe 2BR Near Fiserv with Parking

Brewery District Luxe 2BR Near Fiserv with Parking
Westown
9.4 out of 10, Exceptional, (6)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
The price is €133
includes taxes & fees
4 Jan - 5 Jan 2026
Brewery District Luxe 2BR Near Fiserv with Parking

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is €225
includes taxes & fees
8 Jan - 9 Jan 2026
Remodeled Home - Steps from Brady Street!

Chic MKE Studio | Walk to Beach & Brady St Dining

Chic MKE Studio | Walk to Beach & Brady St Dining
2.0 star property
Lower East Side
8.4 out of 10, Very good, (7)
"Great location and cozy apartment"
United States
Javier O.
The price is €139
includes taxes & fees
2 Jan - 3 Jan 2026
Chic MKE Studio | Walk to Beach & Brady St Dining

Stylish Apt in Walker's Point

Stylish Apt in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (4)
"I loved my stay here! the location is in a good area near downtown milwaukee with lots of food near by! My stay here was great and the host was very responsive and helpful and provided lots of information. Very cute and aesthetic decor, felt very homey! "
United States
Anthony R.
Stylish Apt in Walker's Point

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (39)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is €287
includes taxes & fees
8 Jan - 9 Jan 2026
Eclectic, Stylish, and Cozy Milwaukee Unit!

Indoor Pool + Hot Tub | Close to the Airport!

Indoor Pool + Hot Tub | Close to the Airport!
2.0 star property
Milwaukee
10.0 out of 10, Exceptional, (1)
"Stayed here with my best friend to celebrate my birthday. We enjoyed the room so much and were so relaxed that we canceled going out to stay in. The beds were comfy, the room was nice, and it was easy to check in/out."
United States
Shawnna S.
The price is €135
includes taxes & fees
12 Jan - 13 Jan 2026
Indoor Pool + Hot Tub | Close to the Airport!

Lake Effect Club | The Nohl

Lake Effect Club | The Nohl
2.0 star property
Lower East Side
The price is €192
includes taxes & fees
28 Dec - 29 Dec
Lake Effect Club | The Nohl

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6)
"Nice place "
United States
John B.
The price is €144
includes taxes & fees
14 Jan - 15 Jan 2026
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is €247
includes taxes & fees
28 Dec - 29 Dec
Rare East Side-2 min walk to UWM-Garage-Lake Mich

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"From check in to check out excellent stay!"
United States
Heather
The price is €144
includes taxes & fees
18 Jan - 19 Jan 2026
The Plaza Hotel

Exclusive Brownstone Residence

Exclusive Brownstone Residence
2.0 star property
Halyard Park
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is €194
includes taxes & fees
28 Dec - 29 Dec
Exclusive Brownstone Residence

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Westown
7.8 out of 10, Good, (6)
"It was really nice ,only issue was trying to watch tv, but other than that was good , i would stay there again "
United States
Marty E.
The price is €128
includes taxes & fees
4 Jan - 5 Jan 2026
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Riverwest
10.0 out of 10, Exceptional, (14)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
The price is €336
includes taxes & fees
27 Jan - 28 Jan 2026
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
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.
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Top Pewaukee Hotel Reviews

Find out more about Pewaukee

Everything you need to know about Pewaukee 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 Pewaukee 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 Pewaukee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pewaukee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pewaukee. 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 Pewaukee 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 Pewaukee holiday rentals we have selected for you start as low as €144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pewaukee rentals

At Expedia, we put the best Pewaukee 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 Pewaukee 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 Pewaukee 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 Pewaukee. 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 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?

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars: This holiday home rental outside of Pewaukee offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Pewaukee?

Choose from 21 Expedia holiday rentals in Pewaukee for a memorable holiday.

What’s there to see and do in Pewaukee?

Pewaukee Lake and Pewaukee Lake Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Springs Water Park. Pewaukee Golf Club and Nagawaukee County Park and Beach 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.