Pewaukee Vacation Rentals

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

Fantastic Voyage on Pewaukee Lake| Location, Comfort, Experience
10.0 (10 Reviews)
2 Bedrooms 6 Guests
avid hotel Milwaukee West Waukesha by IHG
9.4 (660 Reviews)
1 Bedroom 2 Guests
avid hotels Milwaukee West - Waukesha by IHG
9.0 (151 Reviews)
189 Bedrooms 22 Guests
Marriott Milwaukee West
FromAU $175 per night
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9.2 (1002 Reviews)
1 Bedroom 2 Guests
Wildwood Lodge
FromAU $168 per night
|
8.6 (416 Reviews)
70 Bedrooms 35 Guests
Holiday Inn Pewaukee - Milwaukee West by IHG
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9.0 (476 Reviews)
1 Bedroom 2 Guests
Milwaukee Marriott West
FromAU $235 per night
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8.6 (64 Reviews)
280 Bedrooms 20 Guests
Best Western Waukesha Grand
FromAU $107 per night
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8.0 (290 Reviews)
93 Bedrooms 20 Guests
Exclusive Pewaukee Lake House ~ Includes Kayaks!
10.0 (43 Reviews)
4 Bedrooms 12 Guests
Holiday Inn Hotel Pewaukee-Milwaukee West by IHG
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7.9 (40 Reviews)
119 Bedrooms 34 Guests
The Ingleside Hotel
FromAU $267 per night
|
7.8 (203 Reviews)
183 Bedrooms 46 Guests
Price Pointe Inn
FromAU $140 per night
New
23 Bedrooms 6 Guests
Luxury Lakeview Retreat: Main + Guest House, Sleeps 10
10.0 (11 Reviews)
5 Bedrooms 10 Guests
Premium Pewaukee Lakefront Home
10.0 (2 Reviews)
3 Bedrooms 10 Guests
Wide open lake views and large flat front yard
10.0 (1 Review)
3 Bedrooms 10 Guests
Cozy Cottage on Pewaukee Lake |Dog Friendly |Shared Pier
9.4 (13 Reviews)
3 Bedrooms 6 Guests
Serene 4-bedroom Lake House in Pewaukee-Hot Tub!
9.0 (2 Reviews)
4 Bedrooms 15 Guests
Spacious Pewaukee Lake/Pier Access Home
8.2 (14 Reviews)
5 Bedrooms 16 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
Wildwood Lodge
FromAU $134 per night
8.6 (1011 Reviews)
1 Bedroom 2 Guests
The Ingleside Hotel
FromAU $190 per night
|
8.6 (773 Reviews)
1 Bedroom 2 Guests
Price Pointe Inn
FromAU $144 per night
8.0 (163 Reviews)
1 Bedroom 2 Guests
Best Western Waukesha Grand
FromAU $114 per night
7.8 (1004 Reviews)
1 Bedroom 2 Guests

About Pewaukee Vacation Rentals

With more than 45 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 770.74 ft² on average, with prices averaging AU $627 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 45 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