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Roxbury, CT
Generally Investor Friendly
Local STR Agent

Overview: Short-term rentals are allowed in Roxbury, Connecticut but they are strictly regulated under Chapter 18 of the Town Ordinances. No one may offer to rent or operate a short-term rental (STR) without a valid permit issued by the Town. Permits are limited to two per owner and must be renewed annually. Existing STRs operating before the ordinance’s effective date may continue if they qualify as “Pre-existing STRs” and apply within the grace period. Hourly rentals are prohibited. STRs must operate consistently with Roxbury’s quiet residential character, comply with all applicable laws (including zoning and the Connecticut Room Occupancy Tax), and meet detailed safety, occupancy, and conduct standards. Violations are subject to fines, suspension, or revocation.
Permitting and Ownership
Eligibility and Good Standing
Occupancy and Accommodations
Use and Conduct Restrictions
Operational Requirements
Inspections and Enforcement
This guide focuses exclusively on Roxbury, Connecticut. For county-level STR rules, none were provided in the source materials. All requirements above derive from Roxbury’s STR ordinance and the town’s published guidance.



Roxbury is a town in Litchfield County, Connecticut, United States. The population was 2,260 at the 2020 census. The town is located 65 miles (105 km) northeast of New York City, and is part of the Northwest Hills Planning Region.
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