Plymouth, Wisconsin

Where orchards
meet open sky

A luxury 4-bedroom villa on 25 private acres in the heart of Wisconsin's Kettle Moraine region — where rolling trails, a heritage orchard, and complete tranquility await.

25
Private Acres
4 BR
3 Bathrooms
8–10
Guests
10 min
Road America
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A private estate for
those who seek more

Whistling Orchard Villa sits on 25 acres of rolling Wisconsin countryside just minutes from Elkhart Lake and Road America. With a chef's kitchen, indoor fireplace, outdoor fire pit, private trails through the orchard, and space for up to ten guests — this is where weekend getaways become lasting memories.

What Awaits

Every detail, considered

Chef's Kitchen
A fully-equipped gourmet kitchen with premium appliances, perfect for preparing feasts for your group.
25 Private Acres
Walking trails through the orchard and woodland, with complete privacy and natural beauty in every direction.
Indoor Fireplace
Gather around the fireplace after a day of adventure. The outdoor fire pit awaits under the stars as well.
EV Charger
Arrive in your electric vehicle and charge while you relax. High-speed WiFi keeps you connected when needed.

Everything you need,
nothing you don't

From the pool on a summer afternoon to the fireplace on a crisp autumn evening, every amenity is designed for comfort and connection.

  • 4 Bedrooms, 3 Baths
  • Chef's Kitchen
  • Pool & Outdoor Spaces
  • Indoor Fireplace
  • Outdoor Fire Pit
  • Private Orchard Trails
  • High-Speed WiFi
  • EV Charger
  • Free Parking
  • Air Conditioning
  • Family-Friendly
  • Smart TV & Streaming
Getting Here

At the center of everything

5 min
Elkhart Lake
10 min
Road America
25 min
Whistling Straits
25 min
Kohler Spa
Explore the Area

Wisconsin's finest, at your door

Motorsport
Road America
Nature
Kettle Moraine
State Forest
Golf & Wellness
Whistling Straits
& Kohler Spa
5.0
★★★★★
Airbnb Guest Favorite
"
★★★★★
Family Getaway

The property is absolutely stunning — 25 acres of pure tranquility. We spent mornings walking the orchard trails and evenings around the fire pit. Our kids didn't want to leave. We'll be back every year.

"
★★★★★
Race Weekend

We come to Road America every summer and this was by far the best place we've stayed. Ten minutes to the track, but it feels like you're a world away. The chef's kitchen was a huge hit with our group.

"
★★★★★
Couples Retreat

We booked the villa for a long weekend with two other couples. The space is gorgeous and so thoughtfully appointed. The fireplace, the orchard views, the pool — everything was perfect. A true hidden gem in Wisconsin.

"
★★★★★
Golf Trip

Whistling Straits and Blackwolf Run were both a short drive away. The villa itself is next-level — modern, clean, spacious. Loved the EV charger and fast WiFi. Felt like a luxury resort but with total privacy.

"
★★★★★
Holiday Celebration

Hosted Thanksgiving here with extended family and it was magical. The kitchen is fully stocked for serious cooking, the kids loved the trails, and gathering around the outdoor fire pit at night made for memories we'll never forget.

"
★★★★★
Remote Work Retreat

Booked a week to work remotely and unwind. The high-speed WiFi was rock solid, the space is incredibly peaceful, and Elkhart Lake is charming for after-work dinners. Honestly considering making this a regular thing.

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Ready for your
escape?

Book your stay at Whistling Orchard Villa and discover why guests return year after year.

Book on Airbnb