Step One: Dream It

Step one is all about envisioning your perfect vacation home and turning that into a clear, actionable plan. Through a combination of brainstorming exercises, worksheets, quizzes, and checklists, you’ll refine your vision, set priorities and lay the foundation to turn your dream into reality.

Set Goals that Work for You

Turn your big dreams into actionable goals. Take the Vacation Home Owner Archetype Quiz to determine your priorities and discover your unique approach. Whether you prioritize personal enjoyment, aim for a balanced mix of personal use and income, or wish to maximize profit, understanding your archetype will shape your next steps.

A peaceful lake surrounded by autumn trees with colorful foliage, mountains in the background, and a house by the water's edge under a clear blue sky.

Your Ideal Vacation Home

Dream big as you define your perfect vacation home—its location, style, and must-have features. Through virtual research and an engaging Sticky Note Exercise, you’ll move from abstract ideas to a concrete, personalized vision of your perfect getaway. Capture your ideas on the Vacation Home Vision Template and use this as a guide when viewing properties.

Luxury backyard with poolside lounge chairs, black umbrellas, tropical plants, modern house with outdoor seating, and lush greenery.

The Red Tape

Before moving forward, understanding the legal and zoning requirements of your destination is essential. This section covers permitting, applications, and the necessary ways to ensure compliance. Use the included Due Diligence Checklist to guide your inquiries and gather essential information.

A wooden house with a metal roof on a hillside during sunset, surrounded by tall pine trees and grassy terrain.

Local Competition

Once you’ve confirmed you can legally rent in your desired destination, it’s time to assess the local competition. This section will guide you through virtual research to understand the area and identify potential opportunities. Explore competitor pricing, reviews, availability, amenities, cleaning fees, locations, and more to spot gaps in the market and pinpoint where you can stand out.

Beachside house on stilts overlooking ocean with waves, chairs, umbrellas, and a few swimmers in the water.

Window Shopping

Create your "Buy Box"—the specific criteria for your dream vacation home—using insights from previous steps and the included Worksheet. Virtually browse properties (both recently sold and currently for sale) that match your desires, and use the Comparison Template to evaluate them. Gain clarity on what your ideal property will cost and use recommended tools to estimate potential rental income. Start conversations with local realtors to understand their perspective.

A scenic landscape of an autumnal countryside with a barn by a small pond, surrounded by colorful trees and rolling hills.