A riverside town with colorful buildings and a sandy beach.

Pewaukee Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Pewaukee holiday rentals

Beach nearby

1. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is HK$2,236
HK$3,608 total
includes taxes & fees
17 Oct - 18 Oct
Spa House by the beach. Pewaukee Lake
Interior

2. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (39 reviews)
"Great place and very clean"
United States
Jason d.
The price is HK$1,306
HK$2,895 total
includes taxes & fees
21 Sept - 22 Sept
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Property grounds

3. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is HK$1,863
HK$5,284 total
includes taxes & fees
21 Sept - 22 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
1 bedroom, free WiFi

4. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"I will definitely stay again"
United States
Anonymous traveller
The price is HK$573
HK$648 total
includes taxes & fees
4 Oct - 5 Oct
1 Queen Bed | Non-Smoking, Kitchen
Smart TV, books

5. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (8 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is HK$1,301
HK$2,250 total
includes taxes & fees
12 Oct - 13 Oct
Historic Downtown-Old World Charm-Dining-Coffee
Interior

6. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,469
HK$2,422 total
includes taxes & fees
12 Oct - 13 Oct
Historic Downtown- King Bed-St Johns Acad-Shopping
Living area

7. A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
3.0 star property
Milwaukee
The price is HK$2,645
HK$5,444 total
includes taxes & fees
23 Sept - 24 Sept
A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
Interior

8. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is HK$2,150
HK$6,116 total
includes taxes & fees
23 Sept - 24 Sept
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Exterior

9. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is HK$1,671
HK$4,202 total
includes taxes & fees
20 Sept - 21 Sept
Charming Historic Upper Walk to Downtown & Lakes
Interior

10. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is HK$2,620
HK$6,055 total
includes taxes & fees
23 Sept - 24 Sept
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Outdoor spa tub

11. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is HK$1,401
HK$2,638 total
includes taxes & fees
29 Sept - 30 Sept
Private Hot Tub • Bright Home Near Downtown
Coffee/tea maker, fridge, microwave, oven

12. Cottage near Mt. Mary College

Cottage near Mt. Mary College
Milwaukee
10.0 out of 10, Exceptional, (24 reviews)
"We found this to be a charming and well thought out property in a convenient location."
United States
Susan K.
The price is HK$918
HK$2,710 total
includes taxes & fees
21 Sept - 22 Sept
Cottage near Mt. Mary College
Exterior

13. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
"."
United States
Rhonda M.
The price is HK$1,601
HK$2,066 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Iron/ironing board, free WiFi, bed sheets

14. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,250 reviews)
"Charming stay! Loved the vintage feel... very clean, quiet. A unique place to stay tucked away in a busy city."
United States
Dawn
The price is HK$1,453
HK$1,714 total
includes taxes & fees
20 Oct - 21 Oct
The Plaza Hotel
Exterior

15. Sytlish Retreat Near Wedding Venues + Downtown

Sytlish Retreat Near Wedding Venues + Downtown
Oconomowoc
10.0 out of 10, Exceptional, (28 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is HK$3,089
HK$5,814 total
includes taxes & fees
21 Sept - 22 Sept
Sytlish Retreat Near Wedding Venues + Downtown
1 bedroom, free WiFi

16. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (40 reviews)
"Love this place"
United States
Anonymous traveller
The price is HK$607
HK$686 total
includes taxes & fees
10 Oct - 11 Oct
1 King Bed | Non-Smoking, Kitchen
Fridge, microwave, stovetop, toaster

17. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (24 reviews)
"I would stay here again!"
United States
Anonymous traveller
The price is HK$641
HK$724 total
includes taxes & fees
11 Oct - 12 Oct
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Outdoor dining

18. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (46 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is HK$1,451
HK$2,840 total
includes taxes & fees
27 Sept - 28 Sept
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
1 bedroom, free WiFi

19. 2 Queen Beds | Smoking, Kitchen

2 Queen Beds | Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (28 reviews)
"Good place to stay,"
United States
Anonymous traveller
The price is HK$627
HK$709 total
includes taxes & fees
16 Oct - 17 Oct
2 Queen Beds | Smoking, Kitchen
TV

20. Babich Building - 3 Bedroom - Upper Apt #4

Babich Building - 3 Bedroom - Upper Apt #4
West Allis
8.6 out of 10, Excellent, (7 reviews)
"Great property, but a little hot and hard to cool down."
United States
Laura
The price is HK$1,353
HK$3,162 total
includes taxes & fees
21 Sept - 22 Sept
Babich Building - 3 Bedroom - Upper Apt #4
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

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"Everything was great. Loved the pool."
JAMES 1-night trip
Posted 2 hours ago
Sheraton Milwaukee Brookfield Hotel

Find out more about Pewaukee

Search for holiday rentals in Pewaukee on Expedia! You can easily find your home rentals, villas, holiday apartments in Pewaukee using one of the methods below:

  • View our selection of featured holiday rentals in Pewaukee
  • Use the map to find apartments and other holiday homes in the Pewaukee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pewaukee while they last

Look no further and take a look at our great range of rental properties in Pewaukee!

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?

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This holiday home rental outside of Pewaukee is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 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 a selection of games.

How many holiday rentals are there in Pewaukee?

Choose from 19 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. 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.