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Brewster, MA
Very Investor Friendly
Local STR Agent

Yes, short-term rentals are explicitly allowed in Brewster, MA as of 2024. Brewster currently operates under a hands-off approach to short-term rental regulation. The town meeting voted in November 2023 to indefinitely postpone proposed regulations that would have required registration, compliance with safety standards, and ownership limitations. This means Brewster remains one of the few municipalities on Cape Cod without local STR oversight, despite having approximately 1,160 STR properties representing about 15% of the town's housing stock.
Starting an STR business in Brewster follows a streamlined process due to the absence of local regulations:
The lack of local registration requirements, permit processes, or inspection mandates makes Brewster significantly more accessible for STR operators compared to neighboring communities like Chatham, Harwich, and Orleans.
Massachusetts Department of Revenue Registration:
Room Occupancy Tax Compliance:
Brewster Requirements: None currently exist. The town does not require:
Insurance Considerations: While not mandated by local law, investors should secure:
Current Status: No local STR regulations exist as of 2024. The town meeting rejected proposed regulations that would have implemented:
While Brewster lacks local regulations, property owners should be aware of:
Room Tax Requirements:
Zoning Considerations:
Brewster Town Administration:
Massachusetts Department of Revenue (for STR registration):
Building/Zoning Questions:
Current Market Status:
Regulatory Monitoring:
Investment Considerations:
This guide is based on information available as of 2024. STR regulations can change rapidly, and investors should regularly monitor municipal updates and state-level changes.




Brewster is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. The population of Brewster was 10,318 at the 2020 census.Initially settled in 1659, the Town of Brewster is named after Elder William Brewster, the religious leader of Plymouth Colony. Brewster is known as the "Sea Captain's Town" for its wealth of eighteenth and nineteenth century historic captain's homes, including the Cobb House (1799), the current home of the Brewster Historical Society.Brewster is also notable as the home of Nickerson State Park, a 1,900 acre preserve carved out of the former hunting grounds of the prominent Nickerson Family. The impact of the Nickerson Family can be seen at the Nickerson Mansion, now the home of Ocean Edge Resort. Constructed in 1890, the structure known as Fieldstone Hall was considered one of the most expensive houses built in the country at that time.The town is a popular summer destination, with the town population increasing to 30,000. It also contains two National Historic Districts: Brewster Old King's Highway Historic District and Stony Brook–Factory Village Historic District, both listed on the National Register of Historic Places.Brewster is twinned with the town of Budleigh Salterton in the United Kingdom.
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