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Killington, VT
Generally Investor Friendly
Local STR Agent
Local STR Agent

Short-term rentals are explicitly allowed in Killington, Vermont, subject to compliance with town registration requirements and specific operational regulations. The Town of Killington has implemented a formal short-term rental registration program that requires property owners to obtain a permit before renting their properties for stays of fewer than 30 consecutive days. This guide provides comprehensive information for investors considering entering the Killington short-term rental market.
Killington hosts earn a median $40,985/year with $442 ADR and 44% occupancy.
Top performers pull in $62,763+ per year.
See the full Killington market breakdownThe Town of Killington requires all short-term rental operators to register with the Zoning Administrator through the online GovOS system. Each STR unit requires a separate registration application and permit fee.
Key Requirements:
Primary Permits:
Documentation Requirements:
Safety and Accessibility:
Guest Management:
Insurance and Legal:
Town of Killington Planning Department
STR Registration Support (GovOS)
Vermont Division of Fire Safety (Rutland Office)
Vermont Department of Health
STR Complaint Hotline
Online Complaint Portal
Emergency Contact
Important Note: This guide is based on current regulations as of the date provided. Investors should verify current requirements and fees with local authorities before proceeding, as regulations and fees may change. Consider consulting with local legal counsel to ensure full compliance with all applicable laws and regulations.
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Killington is a small resort town in Rutland County, Vermont, set in the heart of the Green Mountains. Its year-round population is roughly 800, though that figure swells considerably during peak seasons with second-home owners and visitors. The town is best known as the home of the largest ski area in eastern North America, and it serves as a four-season mountain destination for travelers from across the Northeast. It lies approximately 140 miles northwest of Boston and about 220 miles north of New York City, placing it within a long weekend's drive for tens of millions of potential visitors.
Killington Ski Resort defines the town in winter, with more than 150 trails spread across multiple peaks and the highest skiable elevation in the state. The resort typically operates from late November into May and has helped establish Killington as one of the most recognizable ski brands on the East Coast. In summer, the same mountain converts to a hub for mountain biking, scenic gondola rides, and a calendar of music and events that draws a different but equally enthusiastic crowd.
A short drive from the base lodge, Gifford Woods State Park offers a calmer counterpoint to the resort's energy. The park features an old-growth northern hardwood forest, picnic areas, and direct trail connections to the Long Trail, Vermont's section of the broader Appalachian Trail corridor. It is a popular stop for families seeking a more traditional outdoor experience within minutes of the resort.
About 25 minutes south, the village of Woodstock adds a second anchor to the region. Visitors come for the covered bridges, the Marsh–Billings–Rockefeller National Historical Park, and a tidy main street lined with inns, restaurants, and independent shops. Woodstock pairs naturally with a Killington stay, rounding out a mountain vacation with classic New England charm and a noticeably slower pace.
For short-term rental owners, Killington stands out for the strength of its four-season draw. Winter brings reliable snow and a steady flow of skiers, while summer and fall deliver hikers, mountain bikers, and leaf-peepers. Limited on-mountain lodging and a relatively small housing stock help support healthy occupancy and nightly rates, and the steady feeder markets of Boston, New York, and Hartford keep demand consistent throughout the year.
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