Pewaukee Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Pewaukee, Wisconsin, USA

avid hotel Milwaukee West Waukesha by IHG
9.4 (729 Reviews)
1 Bedroom 2 Guests
avid hotels Milwaukee West - Waukesha by IHG
9.0 (144 Reviews)
189 Bedrooms 22 Guests
Marriott Milwaukee West
FromR2,832 per night
|
9.2 (1000 Reviews)
1 Bedroom 2 Guests
Spa House by the beach. Pewaukee Lake
9.0 (2 Reviews)
2 Bedrooms 4 Guests
Milwaukee Marriott West
FromR4,037 per night
|
8.9 (57 Reviews)
280 Bedrooms 20 Guests
Holiday Inn Pewaukee - Milwaukee West by IHG
|
9.0 (511 Reviews)
1 Bedroom 2 Guests
Wildwood Lodge
FromR2,178 per night
|
8.6 (416 Reviews)
70 Bedrooms 35 Guests
Price Pointe Inn
FromR1,882 per night
8.0 (179 Reviews)
1 Bedroom 2 Guests
Exclusive Pewaukee Lake House ~ Includes Kayaks!
10.0 (44 Reviews)
4 Bedrooms 12 Guests
Holiday Inn Hotel Pewaukee-Milwaukee West by IHG
|
8.1 (42 Reviews)
119 Bedrooms 34 Guests
Best Western Waukesha Grand
7.8 (1007 Reviews)
1 Bedroom 2 Guests
The Ingleside Hotel
FromR3,684 per night
|
8.0 (172 Reviews)
183 Bedrooms 46 Guests
Premium Pewaukee Lakefront Home
10.0 (3 Reviews)
3 Bedrooms 10 Guests
Best Western Waukesha Grand
|
7.8 (308 Reviews)
93 Bedrooms 20 Guests
Wide open lake views and large flat front yard
10.0 (1 Review)
3 Bedrooms 10 Guests
Serene 4-bedroom Lake House in Pewaukee-Hot Tub!
9.8 (9 Reviews)
4 Bedrooms 15 Guests
Lakefront Views + Walk to Dining | Kayaks + Firepit
9.6 (18 Reviews)
3 Bedrooms 6 Guests
Lakeview Retreat: Main + Guest House, Sleeps 10
10.0 (13 Reviews)
5 Bedrooms 10 Guests
Designer Home with Upper Balcony & Lake Views
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Well Appointed Home Steps from Pewaukee Lake
9.8 (18 Reviews)
3 Bedrooms 6 Guests
Pewaukee Lake | Sunsets | Dogs | Beach | Good Vibes
10.0 (25 Reviews)
3 Bedrooms 6 Guests
Step-Free Pewaukee Home < 1 Mi from Lakes!
5.0 (3 Reviews)
3 Bedrooms 6 Guests
Luxury Pewaukee Condo for Rent
New
2 Bedrooms 2 Guests

About Pewaukee Vacation Rentals

With more than 42 Pewaukee vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Pewaukee.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Pewaukee, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Pewaukee. Places to stay near Pewaukee are 963.88 ft² on average, with prices averaging R8,933 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Pewaukee with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Pewaukee?

What are the top vacation rentals in Pewaukee?

How many Rentbyowner vacation rentals are available in Pewaukee?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 42 in the Pewaukee area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pewaukee. 

Nearby Neighborhood (3)

NeighborhoodProperty Count
Lakeview Vacation Rentals in Milwaukee, Wisconsin 41
Starke Peninsula Vacation Rentals in Milwaukee, Wisconsin 40
Five Fields Vacation Rentals in Milwaukee, Wisconsin 24