Second Homes in the Green Mountains: Is Killington Right for You?

Looking for a second home in Vermont's Green Mountains? Whether you're dreaming of a ski chalet, a vacation rental, or a peaceful four-season getaway, Killington stands out as one of the top destinations in the state. But how does it stack up against other popular areas like Stowe, Warren (Sugarbush & Mad River Glen), and Ludlow (Okemo Mountain Resort)?
Let’s explore what makes each town unique—and help you decide if Killington is the right fit for your lifestyle or investment goals.
Why Second-Home Buyers Love Killington
Killington is home to the largest ski resort in the Eastern U.S., with over 1,500 skiable acres, six mountain peaks, and one of the longest seasons in North America. But its appeal goes far beyond winter.
Top Reasons to Choose Killington:
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Four-Season Destination: Enjoy skiing, snowboarding, mountain biking, hiking, golfing, and festivals year-round.
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Strong Rental Potential: High demand from vacationers translates into excellent short-term rental income.
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Easy Access: Located within 3 hours of Boston and 4–5 hours from New York City.
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Continued Development: Resort expansion, new restaurants, and outdoor recreation improvements keep demand high.
Comparing Vermont's Most Popular Second-Home Markets
Here’s how Killington compares to other sought-after mountain towns:
Town | Pros | Considerations |
---|---|---|
Killington | Largest terrain in the East, best rental returns, growing summer scene | Less walkable village, more resort-centered |
Stowe | High-end town feel, walkability, luxury dining & shopping | Higher home prices, tighter short-term rental restrictions |
Warren | Home to Sugarbush & Mad River Glen, scenic, authentic Vermont charm | Smaller scale, quieter nightlife, limited commercial base |
Ludlow | Family-friendly vibe, home to Okemo, classic New England setting | Moderate terrain size, mid-range rental performance |
Each destination offers its own strengths. Killington shines for investors and outdoor lovers seeking big terrain and big returns, while towns like Stowe or Warren may appeal more to those prioritizing charm and boutique experiences.
What Type of Property Should You Buy in Killington?
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Condos & Townhomes: Many are slope-side or near shuttle routes. Ideal for renting or hassle-free weekend escapes.
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Chalets & Cabins: Perfect for families or buyers seeking more space and privacy.
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Raw Land: Often more affordable here than in Stowe or Warren—ideal for building your custom retreat.
Before you buy, work with a local agent who understands zoning, access, and vacation rental regulations.
So, Is Killington the Right Fit for You?
If your goals include:
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Earning short-term rental income
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Owning a home near premier ski terrain
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Enjoying four seasons of mountain recreation
—then Killington is likely your best choice.
But if your vision of a second home includes strolling through a walkable downtown, attending art festivals, or sipping craft cocktails after a day on the slopes, then Stowe, Warren, or Ludlow might be a better match.
Final Thoughts
Vermont offers no shortage of beautiful places to buy a second home, but each one offers a unique mix of lifestyle, access, and investment opportunity. For those who value terrain size, rental potential, and four-season activities, Killington checks all the boxes.
Thinking about buying in Killington or the surrounding area?
Contact us today!
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