Pewaukee Highlands Vacation Rentals

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

Fantastic Voyage on Pewaukee Lake| Location, Comfort, Experience
10.0 (13 Reviews)
2 Bedrooms 6 Guests
Holiday Inn Express - Delafield by IHG
9.4 (122 Reviews)
174 Bedrooms 38 Guests
Holiday Inn Express & Suites Delafield by IHG
9.4 (664 Reviews)
1 Bedroom 2 Guests
La Quinta by Wyndham Milwaukee Delafield
|
8.1 (227 Reviews)
95 Bedrooms 15 Guests
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
|
8.0 (768 Reviews)
1 Bedroom 2 Guests
AmericInn by Wyndham Delafield-Milwaukee
|
7.5 (156 Reviews)
56 Bedrooms 20 Guests
Exclusive Pewaukee Lake House ~ Includes Kayaks!
10.0 (45 Reviews)
4 Bedrooms 12 Guests
GRAND 6-bedroom home with resort style yard
10.0 (13 Reviews)
6 Bedrooms 12 Guests
Premium Pewaukee Lakefront Home
10.0 (3 Reviews)
3 Bedrooms 10 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 (10 Reviews)
4 Bedrooms 15 Guests
Lakefront Views + Walk to Dining | Kayaks + Firepit
9.6 (18 Reviews)
3 Bedrooms 6 Guests
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
10.0 (26 Reviews)
3 Bedrooms 6 Guests
In the Heart of Hartland
FromUS $370 per night
New
4 Bedrooms 10 Guests
Pewaukee Lake | Sunsets | Dogs | Beach | Good Vibes
10.0 (25 Reviews)
3 Bedrooms 6 Guests
Meadow Hill: Central 3/3 | 2 Fenced Acres |Pool | Walk to Beach
10.0 (4 Reviews)
3 Bedrooms 8 Guests
Mariner Harbor: 5BR Lake House, Pontoon Rental, Walk to beach
9.8 (6 Reviews)
5 Bedrooms 12 Guests
Step-Free Pewaukee Home < 1 Mi from Lakes!
5.0 (3 Reviews)
3 Bedrooms 6 Guests
Huge Loft by Pewaukee Lake
FromUS $283 per night
New
1 Bedroom 4 Guests
Huge Loft by Pewaukee Lake
FromUS $218 per night
New
1 Bedroom 4 Guests

About Pewaukee Highlands Vacation Rentals

With more than 38 Pewaukee Highlands 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 Highlands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Pewaukee Highlands, 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 Highlands. Places to stay near Pewaukee Highlands are 1245.15 ft² on average, with prices averaging US $726 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Pewaukee Highlands 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 Highlands?

What are the top vacation rentals in Pewaukee Highlands?

How many Rentbyowner vacation rentals are available in Pewaukee Highlands?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 38 in the Pewaukee Highlands 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 Highlands.