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Kittery, ME
Generally Investor Friendly

Short-term rentals are explicitly allowed in Kittery, Maine, but they are subject to comprehensive regulation under the town's licensing ordinance. Kittery has implemented a tiered regulatory framework that distinguishes between owner-occupied properties, seasonal dwellings, and non-owner occupied investment properties. The town council has made recent amendments to their STR regulations, eliminating caps on owner-occupied and seasonal units while maintaining limits on non-owner occupied properties.
Kittery hosts earn a median $45,109/year with $248 ADR and 69% occupancy.
Top performers pull in $62,828+ per year.
See the full Kittery market breakdownStarting an STR business in Kittery requires following a structured licensing process:
Determine your property category: Kittery distinguishes between three types of STR properties:
Apply for the appropriate license: Submit an application to the Town of Kittery with required documentation
Pay annual licensing fees: Fees vary by property type (see fee structure below)
Maintain compliance: Operate according to all town regulations and address any violations promptly
The town requires STR operators to provide proper documentation, though specific application requirements are not detailed in the available sources. Operators should contact the town for the complete application package.
The town's code enforcement officer can suspend or revoke a short-term rental license if the property accumulates three or more criminal or ordinance violations within one year.
The regulations are designed to:
Note: Specific contact details should be obtained directly from the Town of Kittery government website or by contacting the town office.
Investment Strategy: Consider focusing on owner-occupied or seasonal properties if seeking to avoid caps, as these categories have unlimited licensing available
Financial Planning: Budget for significantly higher licensing fees for non-owner occupied properties ($750 vs. $100 annually)
Compliance Monitoring: Implement robust property management to avoid accumulating violations that could result in license suspension or revocation
Market Competition: Be aware that non-owner occupied properties face licensing caps that limit market entry
Regulatory Evolution: Stay informed about potential future ordinance changes, as the town conducts annual reviews of the licensing framework
Primary News Source: Short-term rentals in Kittery: What to know as town changes rules and fees
Town Code Reference: Kittery Town Code - Short-Term Rental Regulations (referenced but not directly accessed)
Original Ordinance Implementation (2020): Kittery to track, regulate short-term rentals (referenced in source article)
Disclaimer: This guide is based on publicly available information as of the sources' publication dates. STR regulations can change frequently. Investors should verify current requirements and contact the Town of Kittery directly for the most up-to-date information before making investment decisions.
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Kittery is a small coastal town in York County, Maine, with a population of roughly 9,000 residents. Sitting at the mouth of the Piscataqua River where it meets the Atlantic, it holds the distinction of being the southernmost town in Maine, making it a natural gateway for travelers entering the state from New Hampshire and Massachusetts. The town has a working-waterfront feel blended with outlet shopping and historic charm, and it lies about 55 miles north of Boston, typically a 60-to-90 minute drive depending on traffic.
The Kittery Premium Outlets and the broader cluster of outlet stores along Route 1 are arguably the town's most famous draw, drawing day-trippers and weekend shoppers from across New England. Dozens of brand-name retailers line the corridor, and the outlets have become a year-round destination that swells on holiday weekends and during the fall leaf-peeping season, giving the area a steady foot traffic that benefits nearby lodging.
Fort McClary State Historic Site is a 19th-century coastal defense fortification located right in Kittery along the Piscataqua. The site features a six-sided blockhouse, gun emplacements, and walking paths overlooking the river entrance, and it is maintained as a Maine state historic site. It offers a quieter, history-focused counterpoint to the busy outlet scene and is only minutes from most points in town.
Just across the Sarah Mildred Long Bridge lies Portsmouth, New Hampshire, a historic seaport city with a walkable downtown, the Strawbery Banke Museum, the USS Albacore submarine, and a thriving restaurant and brewery scene. The two communities are tightly linked, and Kittery visitors frequently cross the river for dining, nightlife, and cultural events, with the bridge usually a five-minute drive from the outlet corridor.
A short drive north along the coast brings guests to the town of York, home to Cape Neddick Light, better known as the Nubble Lighthouse, one of the most photographed lighthouses in the country. York Beach, the Cliff Walk, and Mount Agamenticus, a regional conservation area with hiking and mountain-biking trails, are also within roughly 15 to 25 minutes of central Kittery.
Kittery's combination of an interstate-grade location, a famous shopping destination, easy access to a vibrant small city in Portsmouth, and proximity to the scenic southern Maine coast make it an unusually flexible base for a short-term rental. Guests can park the car and walk to outlets and waterfront paths, then take short drives to lighthouses, beaches, and historic forts, which keeps occupancy opportunities strong across shopping weekends, summer beach weeks, and foliage season.
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