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Why Wisconsin Getaways?

Not Just a Stay — It’s an Experience

Every Wisconsin Getaways home belongs to an elite collection — the top 1% of vacation properties in the Midwest, each chosen for it’s beauty, character, and uniqueness. Beyond breathtaking design, we create experiences that transcend travel — where luxury feels effortless, hospitality feels personal, and every moment is distinctly unforgettable.

“The Wisconsin Getaways Experience”        

Watch the short film that captures the soul of Wisconsin’s most exclusive escapes.                                                                                    (1:12 Runtime)

Luxury
Homes

Each home is handpicked and meticulously maintained

Experiential
Stays
Meaningful escapes designed
for connection and comfort.
Superior
Hospitality
Our five-star service redefines what it means to feel at home.
Trusted
Leader
The Midwest’s benchmark for luxury vacation experiences.

Our Signature Homes
Uniquely Yours

From vineyard estates to lakeside villas, our homes define the art of escape — where design, comfort, and experience meet in perfect balance.

$1,200/per night

Baronwood Oasis

Sheboygan, WI
  • 7 Bedrooms
  • 4 Baths
  • 16 Guests
  • House
Indoor Pool • Hot Tub • Pickleball Court • Arcade Room • Firepit Lounge
$1,100/per night

Green Bay Oasis

Green Bay, WI
  • 6 Bedrooms
  • 7 Baths
  • 15 Guests
  • House
Indoor Pool • Indoor Gym • Pond • Hot Tub • Movie Theater • Arcades
$1,100/per night

Malibu House

Cleveland, WI
  • 6 Bedrooms
  • 6 Baths
  • 14 Guests
  • House
Lake Michigan • Indoor Pool • Beach • Firepit • Movie Theater • Arcades
$1,000/per night

The Grand on Longtail

Suamico, WI
  • 6 Bedrooms
  • 4 Baths
  • 12 Guests
  • House
Lazy River Pool • Waterfront • Theater Room • Hot Tub • Game Lounge
$1,000/per night

Lighthouse

Saukville, WI
  • 9 Bedrooms
  • 6 Baths
  • 18 Guests
  • House
Private Pool • Hot Tub • Sports Courts • Arcade Room • Theater
$900/per night

Gray Lake Villa

Gillett, WI
  • 9 Bedrooms
  • 6 Baths
  • 22 Guests
  • House
Private Lake • Sauna • Movie Theater • Trails • Firepit
$1,850/per night

The Castle Vineyard

Cleveland, WI
  • 4 Bedrooms
  • 3 Baths
  • 12 Guests
  • Castle
Special Events • Movie Theater • Golf Studio • Event • Hot Tub • Vineyard
$700/per night

Hidden Hills Estate

Two Rivers, WI
  • 4 Bedrooms
  • 4 Baths
  • 10 Guests
  • House
Indoor Pool • Sauna • Hot Tub • Outdoor Lounge
$700/per night

Touchdown Retreat

Green Bay, WI
  • 6 Bedrooms
  • 3 Baths
  • 13 Guests
  • House
Indoor Pool • Hot Tub • Theater • Arcade Room • Near Lambeau
$600/per night

Harsch’s Beach Escape

Chilton, WI
  • 4 Bedrooms
  • 3 Baths
  • 12 Guests
  • House
Lakefront • Hot Tub • Movie Theater • Arcade Room
$600/per night

Lakeview Farm

Sheboygan, WI
  • 6 Bedrooms
  • 5 Baths
  • 14 Guests
  • House
Lake Michigan • Hot Tub • Theater • Arcade • Private Beach
$600/per night

Fairway Falls Retreat

Hobart, WI
  • 7 Bedrooms
  • 5 Baths
  • 16 Guests
  • House
Waterfall • Hot Tub • Game Room • Theater • Golf Views
$500/per night

River Ridge South

Oostburg, WI
  • 5 Bedrooms
  • 3 Baths
  • 14 Guests
  • House
Hot Tub • Game Room • River Frontage • Movie area • Outdoor Lounge
$500/per night

NineSixFive Fieldhouse

Ashwaubenon, WI
  • 6 Bedrooms
  • 2 Baths
  • 10 Guests
  • House
Lambeau Views • Heated Game Room • Firepit • Bar
$500/per night

Modern Pines

Nekoosa, WI
  • 4 Bedrooms
  • 3 Baths
  • 12 Guests
  • House
Hot Tub • Arcade Room • Firepit • Near Sand Valley
$500/per night

Oak Haven

Plymouth, WI
  • 5 Bedrooms
  • 3 Baths
  • 14 Guests
  • House
Wooded Retreat • Theater • Game Room • Firepit
$500/per night

Sheboygan Chalet

Sheboygan, WI
  • 4 Bedrooms
  • 3 Baths
  • 13 Guests
  • House
Hot Tub • Game Room • Firepit • Near Lake Michigan
$400/per night

Maple Bluff Escape

Stevens Point, WI
  • 4 Bedrooms
  • 2 Baths
  • 10 Guests
  • Cabin
Woods • Hot Tub • Movie Area • Game Room • Firepit
$350/per night

Riverwoods Retreat

Sheboygan Falls, WI
  • 4 Bedrooms
  • 3 Baths
  • 10 Guests
  • House
Sauna • Game Room • Hot Tub • Firepit • Road America
$5,300/per night

Castle Events

Cleveland, WI
  • 4 Bedrooms
  • 3 Baths
  • 1 Guests
  • Castle
Reception Hall • Castle Venue • Outdoor Ceremony • Vineyard • Bar
Explore Our Homes

Curated Moments
for Every Occasion

Wisconsin Getaways is where experiences take center stage — intimate weddings, family reunions, chef-crafted meals, in-home spa treatments, lakefront adventures, and serene escapes. Whatever brings you together, we deliver effortless moments designed to feel special, memorable, and uniquely yours.

Events & Celebrations

Elegant settings for weddings, reunions, and milestone moments.

Adventure & Relaxation

Private beaches, indoor pools, saunas,
and scenic trails.

Concierge Excellence

Private chefs, in-home spa services,
and custom itineraries.

Plan Your Experience
airbnb superhost badge
8 times in a row
Review us on google

Over 15,000 guests hosted
Over 2,000 – 5 star review

Stories from our Guests

“The photos don’t do it justice — it’s even more breathtaking in person. We felt like royalty! Every detail was flawless, and we created memories that will last a lifetime.”

— Joe, Illinois

“One of the best vacations homes I’ve ever stayed in. Peaceful, luxurious, and perfectly family-friendly. Every generation loved it!”
— Toby, Wisconsin
“I’ve stayed in countless Airbnbs—this was by far the best. The property, the host, the hospitality… all five-star. Don’t think twice—just book it.”
— Johnathan, Colorado
“An experience of a lifetime! The lake views, private beach, pool, and theater made it unforgettable. Wisconsin Getaways redefines luxury.”

— Raymond, Illinois

“The most relaxing and beautiful trip we’ve ever taken. Every corner of the home tells a story, and every comfort was thought of.”

— Jenni, Wisconsin
“It’s not just a stay—it’s an entire experience. From the chef’s kitchen to the golf simulator and theater, this place is unmatched.”
— Steve, Wisconsin
“Absolutely amazing. The house, the amenities, the host—it was perfection. I wish I could give 10 stars.”

— Juanita, Minnesota

Unlock the Full Value of
Your Luxury Home

We partner with a select few homeowners to turn exceptional properties into effortless, six-figure income assets — all under Wisconsin’s most trusted luxury brand.

• True passive six-figure annual income
• Comprehensive turnkey management
• Premium branding and market positioning

Partner With Us

Now accepting a select number of luxury properties across Wisconsin.

Get First Access to New Homes
& Exclusive Offers

Join our insider list for luxury travel inspiration, new property announcements, and exclusive experiences.

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Benefits of Booking Direct

Enjoy Wisconsin's most exceptional homes and exclusive perks when you book direct.

Best Rate Guaranteed

Get our lowest rates only when you book direct.

Special Promotions

Receive exclusive discounts on direct bookings only.

Superior Payment Terms

Pay 50% upfront and the rest 60 days prior to arrival.

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