Partner with the Pinnacle of Midwest Luxury Vacation Rentals

We transform extraordinary homes into top-performing luxury retreats where
hospitality excellence meets record-breaking return on investment.

Our Results Speak for Themselves

At Wisconsin Getaways, success isn’t claimed — it’s measured.
Our homeowners consistently outperform the market with 2x higher revenue than regional competitors, thanks to our precise hospitality model and data-driven luxury positioning.

$1.4 M

Average home value across
our portfolio

$250,000+

Average annual gross revenue
per home

$400,000+

Top-performing property
annual revenue

Numbers don’t lie. Our expertise in pricing, marketing, and service excellence consistently yields unmatched return on investment.

Where Luxury
Meets Operational
Mastery

Our management approach blends five-star hospitality with precise operations. Each home is managed like a private luxury resort — ensuring peak performance and guest delight.

General Manager Model

A dedicated luxury-hotel caliber GM oversees a small
collection of properties.​

Internal Maintenance and Construction

Fast response, consistent quality, and brand-
standard excellence.

Smart Tech Integration

Real-time monitoring, automation, and AI-driven systems
ensure every home runs efficiently while delivering a seamless,
elevated guest experience.

Certified Pool Technicians

Ensuring every aquatic amenity meets resort-level
clarity and safety.

Superior Hospitality Training

We hire, train, and retain professionals who understand
true guest care.

A Partnership Built on
Selectivity & Success

We partner with a limited number of exceptional properties each year to ensure every home receives the focus and precision it deserves.
This is not a mass-market program — it’s a curated alliance built on mutual success.

Luxury-Caliber
Homes

Homes that reflect architectural distinction, design excellence, and unique guest appeal.

Shared Vision for Excellence

Owners who value elevated hospitality, quality, and long-term
partnership.

Premium Locations

Waterfronts, vineyard estates, or properties with exceptional experiential potential.

→ Applications are reviewed individually to ensure a mutual fit and shared commitment to excellence.

From Evaluation to Elevation

Consultation

We discuss your property’s potential and financial goals.

Property Audit

Our team conducts an in-depth revenue and design assessment.

Onboarding & Optimization

Branding, pricing strategy, and marketing alignment.

Launch

Your home joins the elite Wisconsin Getaways Collection.

Growth & Reporting

Transparent owner dashboards and continuous performance scaling.

“Partnership isn’t a service, it’s our shared pursuit of excellence.”

Tyler Le Roy

— Founder and CEO

We Don’t Just Manage.
We Maximize.

True Passive
Income

Hands-free, six-figure annual
returns.

Luxury Brand
Power

Your property elevated under Wisconsin’s most trusted name.

Full
Transparency

Real-time owner dashboards, maintenance logs, and revenue tracking.

We’re not just managing homes – we curating experiences that earn loyalty
and repeat bookings.

Request Access to Our
Partnership Guide

We accept only a select number of new homes each year — ensuring every property meets the standard of Midwest luxury hospitality that defines Wisconsin Getaways. Complete the short form below for instant access to our Partnership Guide, revealing how we deliver category-leading performance for luxury vacation rentals.

Inside, you’ll discover:

  • Real homeowner earnings and six-figure case studies
  • Our proven 5-step evaluation & onboarding process
  • Design, amenity, and branding strategies that maximize revenue
  • Exclusive insights into investment models and ROI projections

Your next chapter in luxury real estate begins here.

Submit your details below to access the Wisconsin Getaways Partnership Guide.

Sign Up For Free Partnership Guide

* required

Together Let’s Transform Your Home Into a High-Powered Luxury Destination and Your Investment into a Legacy.

Join the region’s most exclusive collection of luxury vacation homes.
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