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Eastham, MA
Challenging To Investors
Local STR Agent
Local STR Agent

Short-term rentals are explicitly allowed in Eastham, MA, but they are tightly regulated. Every rental property must be registered annually with the Health Department, including any “Airbnb-type” short-term rentals (31 days or fewer). Eastham has also adopted a cap on the number of short-term rentals a person can operate (two per owner, with legacy protections for existing holders) and imposes inspection, safety, water quality, and compliance standards. Noncompliance can result in fines and denial of the certificate. [Source: www.eastham-ma.gov/257/Rental-Certificate-Program]
The process is fully online and streamlined via the Town’s OpenGov portal. As of November 1, 2024, all rental certificate applications (including renewals) must be submitted online. The Health Department offers limited walk-in support for application assistance on Thursdays, 2–4 pm (excluding the last Thursday of the month). Appointments outside that window are available by request. You can reuse a single OpenGov account across towns.
The stepwise process:
Key application link: easthamma.portal.opengov.com/categories/1087
Source: www.eastham-ma.gov/257/Rental-Certificate-Program
Eastham hosts earn a median $36,101/year with $417 ADR and 58% occupancy.
Top performers pull in $56,488+ per year.
See the full Eastham market breakdownAll applicants must assemble and submit the following:
State Registration Number (Massachusetts Department of Revenue)
Water Quality Proof
Ownership Documents (when applicable)
Lease Agreements (when applicable)
Insurance
Source: www.eastham-ma.gov/257/Rental-Certificate-Program
Registration and Fees
Registration Deadlines and Enforcement
Inspections
Legacy Clause (Cap on Number of Short-Term Rentals)
Source: www.eastham-ma.gov/257/Rental-Certificate-Program
Room Occupancy Excise Tax
Short-Term Rental Occupancy Tax Summary for Eastham
Eastham Health Department
Rental Application Portal (OpenGov): easthamma.portal.opengov.com/categories/1087
Source: www.eastham-ma.gov/257/Rental-Certificate-Program
Note on News Coverage (context only):
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Eastham is a small seaside town on the Outer Cape, situated in Barnstable County, Massachusetts. With a year-round population of roughly 5,000 residents, the town has a quiet, nature-oriented character that swells considerably each summer when visitors arrive to enjoy its beaches, salt ponds, and wooded landscapes. Eastham is best known as a gateway to the Cape Cod National Seashore, the 40-mile stretch of protected Atlantic coastline that draws travelers from across the country. It sits roughly 90 miles southeast of Boston, a drive of about two hours in light traffic but considerably longer during peak summer Fridays.
The crown jewel of Eastham is the Cape Cod National Seashore, which occupies a large share of the town's eastern shore. Within the seashore's Eastham section, Coast Guard Beach and Nauset Beach offer expansive sandy stretches, rolling dunes, and surf that feels distinctly more rugged than the bay side of the Cape. The Salt Pond Visitor Center, located just off Route 6, provides orientation films, trail maps, and ranger-led programs that introduce visitors to the area's ecology and maritime history. It serves as a natural first stop for guests arriving in town.
A short ride west of Route 6, the Cape Cod Rail Trail passes through Eastham, offering a flat, paved path that cyclists and walkers use to traverse much of the Outer Cape. The trail connects Eastham to neighboring towns including Wellfleet and Orleans, and from Eastham it is roughly 25 miles by bike to one terminus and a similar distance to the other. Riders can detour to the marshes, kettle ponds, and small shops that line the route, making it a popular feature for active visitors.
Just south of the visitor center, Fort Hill offers a quieter, often-overlooked corner of the seashore. A short loop trail leads across open meadows and along the bluffs of Nauset Marsh, with broad views of the tidal flats and the hills of Wellfleet in the distance. The area is appreciated by photographers, birders, and visitors seeking a more contemplative alternative to the busier beach accesses. Doane Rock, a large glacial boulder near the entrance to the recreation area, is another small point of interest that reflects the Cape's glacial origins.
For travelers considering a short-term rental in Eastham, the appeal rests on a combination of natural beauty, easy access to the national seashore, and proximity to the cultural and dining scenes of Wellfleet, Orleans, and Provincetown. The town offers the relaxed pace of a true Cape Cod village with a steady, well-defined summer tourism season, making it a dependable base for guests who want both beach time and a sense of the Cape's quieter, wilder side.
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