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Our Portfolio Focus

What We Manage

Dockside specializes in premium, lakefront short-term rentals. Whether you own a multi-unit resort or a single distinctive cabin, we bring the same level of professional "hushpitality" to your property.

Property Expertise

Specialized Management for the Chain

We don't manage everything, we manage the best. Our focus is exclusively on properties that offer a unique lakefront experience.

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Multi-Unit Resorts

Complex operations featuring multiple cottages, shared amenities (saunas, beaches), and on-site marine facilities. We handle the high-volume logistics and specialized housekeeping required for resort-level hospitality.

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Single-Family Lakefront

High-end 3 to 5-bedroom homes with private docks and premium amenities. We maximize revenue for these "flagship" listings through dynamic pricing and elite guest support.

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Event-Oriented Venues

Properties that pair lodging with event spaces, like the Cypress Boat House. We manage the delicate balance between guest stays and private event coordination.

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Our Standards

The Dockside Threshold

Every property in our managed portfolio must meet our core standards for guest excellence and owner revenue potential.

  • Lakefront or Direct Access: All properties must be on the water or within a 2-minute walk to a shared beach/dock.
  • Premium Amenities: We prioritize properties with "revenue boosters" like saunas, hot tubs, private docks, or fire pits.
  • Modern Comfort: High-speed Wi-Fi, professional-grade linens, and updated interiors are standard across our brand.
  • Compliance: We only manage properties that meet local Lake County and Village STR licensing requirements.
  • Current Examples

    Representative Managed Properties

    Petite Lake Resort beachfront lake view, Petite Lake Antioch IL

    Petite Lake Resort

    5-home wellness resort spotlighting cedar saunas and boat-access social life.

    See Resort Model →
    Cypress Resort 480ft private beach on Petite Lake, Antioch IL

    Cypress Resort & Marine

    7-cottage historic property focused on nostalgia and private beach access.

    See Resort Model →
    Grandview Estates lakefront estate on Lake Catherine, Spring Grove IL

    Grandview Estates on Lake Catherine

    1942 lakefront estate on Lake Catherine with 192ft of private waterfront, hot tub, dock, and an adjacent cottage. Sleeps up to 21 across both properties.

    See Estate Details →

    Is Your Property a Fit for Dockside?

    If you own a lakefront home or resort on the Chain O' Lakes, we'd love to talk about how our management model can help you earn more.

    Owner Revenue Projection Our Management Process