Search Holiday Rentals in Pewaukee

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Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Top Holiday Rentals in Pewaukee

Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (29)
"Everything was great and well maintained. The pool was great with it being inside and could use it all the time and easy to use."
Amazing Five Bedroom Milwaukee Vacation Home!!
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, (45)
"We had an absolutely incredible time staying at this gorgeous lake house. It's beautifully set up for family reunions or groups of friends, with plenty of space to hang out together, walk to the lake, cook, etc. Highly recommend!"
Family Retreat, private, large, great for multi-family, company retreat, wedding
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, (6)
"This place is a gem-the description is great but it is even better in person! Communication leading up to our stay was a challenge at times but the home and its location made up for that and I give this a 5 star rating! The owners have thought of everything you may need. The home is in a safe, beautiful neighborhood. There was no time while walking our dog that we didn’t feel safe."
The price is £432
includes taxes & fees
14 May - 15 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
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15 minutes to anywhere in and around Milwaukee.
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (13)
"Good place “to come home to” after an all day excursion around the city. I really liked Ann"
The price is £135
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 £169
includes taxes & fees
5 May - 6 May
Home in the Heart of West Allis
Eclectic, Stylish, and Cozy Milwaukee Unit!
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (2)
"The place was beautiful. I loved that they were available 24'7 to answer any of my questions or needs. The only thing I did not like was how steep the driveway was. We were not able to get 1 car (minivan) down the driveway because it was scrapping the bottom of the car. But overall we really enjoyed the place."
The price is £228
includes taxes & fees
5 May - 6 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
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 £307
includes taxes & fees
5 May - 6 May
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Walker's Point House Near Downtown Milwaukee
Fridge, microwave, oven, stovetop
Walker's Point House Near Downtown Milwaukee
10.0 out of 10, Exceptional, (15)
"Easy clean and nice"
Walker's Point House Near Downtown Milwaukee
Cozy 5-Bedroom Home in Milwaukee
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."
The price is £222
includes taxes & fees
5 May - 6 May
Cozy 5-Bedroom Home in Milwaukee
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Private kitchen | Fridge, microwave, oven, stovetop
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 £411
includes taxes & fees
5 May - 6 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
Fridge, microwave, oven, stovetop
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
10.0 out of 10, Exceptional, (1)
"The place was as advertised and was clean and great for our group."
The price is £494
includes taxes & fees
7 May - 8 May
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
Spacious Walkers Point Gem in Central Milwaukee
Fridge, microwave, oven, stovetop
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
$89 This Week! - Mins to Froedert / State Fair
Fridge, microwave, oven, stovetop
$89 This Week! - Mins to Froedert / State Fair
10.0 out of 10, Exceptional, (2)
"Clean, roomy, and dog-friendly house in a modest, mostly well cared for neighborhood. Nice new spacious garage. Appreciated the fenced backyard with patio and grass. Close to the freeway, which you can hear in the yard, but not at all inside the house. Worked well as a Milwaukee home base while visiting family, and working remote. Host was very responsive and accommodating."
The price is £413
includes taxes & fees
5 May - 6 May
$89 This Week! - Mins to Froedert / State Fair
Eclectic, Stylish, and Cozy Milwaukee Home!
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Home!
10.0 out of 10, Exceptional, (2)
"A beautiful home in a fun location that will work well for large gatherings"
The price is £583
includes taxes & fees
5 May - 6 May
Eclectic, Stylish, and Cozy Milwaukee Home!
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
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, (216)
"Happily, we were able to check this off our bucket list. Loved the large bedroom and the stairway skylight. It was very interesting living in a home the way Wright designed it. Our hosts, Joan & Steve, were gracious and helpful."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
4 bedroom house walking distance from Milwaukee Bucks Fiserv Forum
Fridge, microwave, oven, stovetop
4 bedroom house walking distance from Milwaukee Bucks Fiserv Forum
9.8 out of 10, Exceptional, (19)
"Great location! Walkable to lots of great places. We have done an Easter getaway with friends for the past couple years and we decided to check out Milwaukee. The weather didn’t cooperate but we still had a great time. Great dinner at The Knick, saw a great band at Shank Hall. All easily walkable from the house. Went to the Harley Museum and then explored the 3rd ward the next day. That night went to Brady Street which is also easy to walk to from the house. Tons of bars and restaurants. Grocery...
4 bedroom house walking distance from Milwaukee Bucks Fiserv Forum
MKE Mansion - Both Wings
Exterior
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."
MKE Mansion - Both Wings
Stunning/River View Brady St Home! Loaded w Extras
Fridge, microwave, oven, stovetop
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, (46)
"House was clean, location was quiet."
The price is £327
includes taxes & fees
7 May - 8 May
Stunning/River View Brady St Home! Loaded w Extras
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.

Pewaukee Holiday Rental Travel Info

Number of holiday rentals
4
Popular accommodation
Pewaukee private holiday homes
Known landmarks
Springs Water Park, Monkey Joe's and Waukesha County Museum
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Pewaukee you may be interested in

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, (1583)
"Staff was friendly. Room comfortable. Hotel convient to bars and restaurants. Couldn't have been a better hotel experience. Highly recommend "
The price is £124
includes taxes & fees
5 May - 6 May
Saint Kate - The Arts Hotel
The Pfister Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1297)
"The Pfister Hotel has a lot of history in Milwaukee and is recognized as one of the most historic hotels in America. The hotel has a lot of character. I used the valet service to park my car. They were courteous and punctual. The lobby is currently undergoing construction so I was unable to see the entire decor and beauty in the pictures. The front desk was very friendly and offered me a glass of champagne at check in. The hotel was at maximum capacity over the weekend. The room was nice but...
The price is £158
includes taxes & fees
27 May - 28 May
The Pfister Hotel
The Ingleside Hotel
Indoor pool
The Ingleside Hotel
4.0 star property
8.6 out of 10, Excellent, (439)
"Easy check in. Friendly staff. Spacious room and clean!"
The price is £87
includes taxes & fees
16 May - 17 May
The Ingleside 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 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 £135 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?

Step right up, step right up! Welcome to the grand, the unique, the unparalleled: This holiday home rental outside of Pewaukee 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 Pewaukee?

Choose from 16 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. 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

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

5/5 Excellent
"This was a really nice place to stay that was convenient to both the Third Ward and Bucks game at Fiserv Forum. The staff is friendly, and the room was comfortable. One small issue popped up, the phone started to make a buzzing/alarm sound during the night, and again in the morning. It wasn't clear how to make it stop. I mentioned it at check out, but the service agent didn't seem very concerned or surprised by the problem. "
A verified traveller stayed at Drury Plaza Hotel Milwaukee Downtown
Posted 17 hours ago
Drury Plaza Hotel Milwaukee Downtown