Luxury Vacation Rentals in Pewaukee

Luxury Vacation Rentals in Pewaukee

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 3 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Pewaukee

Well Appointed Home Steps to Pewaukee Lake property photo 1

Well Appointed Home Steps to Pewaukee Lake

3 bedrooms•1 bath
864 US dollars for 3 nights•

~$75 less than other sites

Lakeview Retreat, Main + Guest House property photo 1

Lakeview Retreat, Main + Guest House

5 bedrooms•3 baths
1,912 US dollars for 3 nights•

~$165 less than other sites

Designer Home w/ Lake Views, Fireplace & Balcony property photo 1

Designer Home w/ Lake Views, Fireplace & Balcony

2 bedrooms•2 baths
905 US dollars for 3 nights•

~$75 less than other sites

Welcome to Pewaukee

Welcome to Pewaukee

Set your stay to exceptional with Wander in Pewaukee. Our luxury vacation rentals in Pewaukee combine hotel-level consistency with the privacy and space of a contemporary home, so every detail feels intentional from the moment you arrive.
Expect design-forward living areas, chef-ready kitchens, premium linens, spa-style bathrooms, and smart-home conveniences. Ultra fast WiFi supports work and streaming. Thoughtful touches like dedicated work nooks, wellness spaces, and inviting outdoor areas help you blend productivity and relaxation with ease.
Every Wander is photo-true, pristinely cleaned, and backed by 24/7 concierge service. Leave the guesswork behind and settle into a polished retreat that simply works.

Destinations near Pewaukee

Oconomowoc

Available soon in Pewaukee

Well Appointed Home Steps to Pewaukee Lake property photo 1

Well Appointed Home Steps to Pewaukee Lake

3 bedrooms•1 bath
864 US dollars for 3 nights•

~$75 less than other sites

Lakeview Retreat, Main + Guest House property photo 1

Lakeview Retreat, Main + Guest House

5 bedrooms•3 baths
1,912 US dollars for 3 nights•

~$165 less than other sites

Designer Home w/ Lake Views, Fireplace & Balcony property photo 1

Designer Home w/ Lake Views, Fireplace & Balcony

2 bedrooms•2 baths
905 US dollars for 3 nights•

~$75 less than other sites

All homes in Pewaukee

Well Appointed Home Steps to Pewaukee Lake property photo 1

Well Appointed Home Steps to Pewaukee Lake

3 bedrooms•1 bath
864 US dollars for 3 nights•

~$75 less than other sites

Lakeview Retreat, Main + Guest House property photo 1

Lakeview Retreat, Main + Guest House

5 bedrooms•3 baths
1,912 US dollars for 3 nights•

~$165 less than other sites

Designer Home w/ Lake Views, Fireplace & Balcony property photo 1

Designer Home w/ Lake Views, Fireplace & Balcony

2 bedrooms•2 baths
905 US dollars for 3 nights•

~$75 less than other sites

View all homes

Highlights in Pewaukee

Experience the best of lake life in Pewaukee, offering vibrant waterfront activities, scenic trails, and charming local shops.
Pewaukee Lakefront Park and Beach
Lake Country Trail
Naga-Waukee Park
Retzer Nature Center
Downtown Pewaukee

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for vacation rentals in Pewaukee

Beach access (3)
Sound system (3)
Patio (3)
Garden view (3)
Fire place (2)
Dryer (3)
Oven (3)
Washer (3)
Outdoor dining area (2)
Hammock (1)
Garden (2)
Kitchen (3)
Tv (3)
Wifi (3)
Microwave (3)
Dishwasher (3)

Other popular amenities & vacation types in Pewaukee

Family vacation rentals in Pewaukee
Large group vacation rentals in Pewaukee
Discover more of Pewaukee

Discover more of Pewaukee

Framed by Pewaukee Lake, this Lake Country gem offers an easygoing rhythm built around the water. Summer brings glassy-mornings for paddling and long golden evenings on the shore. Fall sets the treeline aglow, while winter quiets the landscape for crisp, scenic days.
Pewaukee balances small-town charm with access to broader adventures. Brookfield is minutes away and Milwaukee sits just down the highway, making day trips effortless while keeping you close to lakeside tranquility. Golf, local trails, and community events round out a four-season itinerary.
That balance of calm and convenience is why Wander’s luxury vacation rentals in Pewaukee are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Pewaukee

Why should I book a Wander in Pewaukee over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.
Every home in Pewaukee delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Pewaukee?

Some of our most popular vacation rentals in Pewaukee include Well Appointed Home Steps to Pewaukee Lake, Lakeview Retreat | Main + Guest House, Sleeps 10, and Designer Home w/ Lake Views, Fireplace & Balcony. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Pewaukee?

Wander offers 3 vacation rentals in Pewaukee, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Pewaukee?

You can check-in to Wander vacation rentals in Pewaukee after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Pewaukee have WiFi access?

Yes. Every Wander home in Pewaukee has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.