What It Costs to Start a Legal Eastport STR Stay — Eastport Maine Pin

Thomas Garner
2 days ago
11 min read

Most Eastport listings get marketed as a generic Passamaquoddy Bay stay. That pitch could describe a dozen other towns, and it wastes what actually sets City of Eastport, Washington County, Maine apart. Guests who typed Eastport are looking for Eastport Breakwater, Downtown Eastport, Passamaquoddy Bay, Shackford Head State Park — not Deer Isle, and not Harpswell. 54 active listings sit on this extract. Write the town you can actually walk. Keep the listing specific. A vague water caption loses the booking.

Typical listings here earned about $15,265 last year from 54 active rentals, AirROI trailing twelve months through July 2026. The average night was $229. Occupancy was 35.6 percent. Revenue per available night was $82. Year over year is minus 1.4 percent. Active supply moved 17.4 percent. Do not average in Deer Isle at $17,949 on 77 listings. That is a different town. Leave Harpswell as a different market. Do not mix those towns. Treat this as a small sample, not a blended coast.

The three strongest months are August, September, and July. August is the busiest. February is the slowest. Most guests arrive from Portland, then Maine. Typical stay is 4.2 nights, booked about 60 days ahead. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape Emilia holds still show up in this sample.

Eastport is the easternmost city in the United States, on Passamaquoddy Bay, not a Lubec listing and not a Bar Harbor mash. Photograph the Breakwater, downtown, the bay, and Shackford Head. Call City Hall at 207-853-2300 and confirm the live rule before you advertise. Typical listings earned about $15,265 last year from 54 active rentals. Do not average Deer Isle at $17,949 or Harpswell at $29,110 into this city year.

Price the City License Before You Furnish

That heading is the useful way to read Eastport, not a dashboard label. Guests come for Eastport Breakwater. Say that in the listing. Do not bury it under a generic Passamaquoddy Bay caption. Do not write Deer Isle copy onto a Eastport address. Do not use Harpswell as if it were this occupancy. Be specific about the walk. A vague caption loses the guest who typed this town. Keep the other town out of the title.

Read more in Eastport Tourism Data and Complete Visitor's Guide to Eastport — Eastport Maine Pin. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Eastport Breakwater. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

Clerk Phone Is Two Zero Seven Eight Five Three Two Three Zero Zero

That heading is the useful way to read Eastport, not a dashboard label. Guests come for Downtown Eastport. Say that in the listing. Do not bury it under a generic Passamaquoddy Bay caption. Do not write Deer Isle copy onto a Eastport address. Do not use Harpswell as if it were this occupancy. Be specific about the walk. A vague caption loses the guest who typed this town. Keep the other town out of the title.

Read more in Complete Visitor's Guide to Eastport — Eastport Maine Pin and Eastport STR Report 2026. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Downtown Eastport. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

New Cards Need the Live Desk

That heading is the useful way to read Eastport, not a dashboard label. Guests come for Passamaquoddy Bay. Say that in the listing. Do not bury it under a generic Passamaquoddy Bay caption. Do not write Deer Isle copy onto a Eastport address. Do not use Harpswell as if it were this occupancy. Be specific about the walk. A vague caption loses the guest who typed this town. Keep the other town out of the title.

Read more in Eastport STR Report 2026 and Market a Eastport Stay. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Passamaquoddy Bay. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

Confirm City Parcel Before You Buy a Permit Story

That heading is the useful way to read Eastport, not a dashboard label. Guests come for Shackford Head State Park. Say that in the listing. Do not bury it under a generic Passamaquoddy Bay caption. Do not write Deer Isle copy onto a Eastport address. Do not use Harpswell as if it were this occupancy. Be specific about the walk. A vague caption loses the guest who typed this town. Keep the other town out of the title.

Read more in Market a Eastport Stay and Eastport STR Rules. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Shackford Head State Park. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

Statewide Tax Sits Statewide

Read more in Eastport STR Rules and Eastport Shoulder. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Harpswell Permit Is Another Desk

Read more in Eastport Shoulder and Eastport Remote Stays. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Downtown Eastport. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

Deer Isle Is a Different City Desk

Read more in Eastport Remote Stays and DIY vs Hire in Eastport. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Passamaquoddy Bay. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

What You Actually Spend Before Night One

Read more in DIY vs Hire in Eastport and Who Books a Eastport Rental. Typical listings earned about $15,265 last year from 54 active rentals, at $229 a night and 35.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from Portland. Call City Hall at 207-853-2300. Confirm live at City Hall. No city-specific STR ordinance found on the city site. Lubec is another municipality. Bar Harbor STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 1.4 percent. Supply moved 17.4 percent. Keep Harpswell ($29,110 a year) on its own line. A 33.3-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Shackford Head State Park. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year. Cite the city count. Leave AirROI Low off the packet. Watch sample on this year. Confirm the driveway.

Frequently Asked Questions

What is a typical Eastport STR year on this extract?

AirROI lists typical Eastport listings at about $15,265 a year from 54 active rentals for the trailing twelve months through July 2026. Average night was $229, occupancy was 35.6 percent, and year over year moved minus 1.4 percent. Treat this as a small sample and don't average in Deer Isle or Harpswell.

Can I average Deer Isle into this year?

No. Deer Isle published about $17,949 from 77 listings — a different Maine town with its own extract. Those two desks don't cancel into one Passamaquoddy Bay year. Cite $15,265 from Eastport's 54 listings only.

Which months are strongest in Eastport?

The three strongest months are August, September, and July, with August the busiest. February is the slowest. Occupancy for the year sits at 35.6 percent on a typical year of $15,265 from 54 listings — treat this as a small sample.

Where do guests come from?

Portland is the top origin, then broader Maine. Typical stay is 4.2 nights, booked about 60 days ahead, with superhost share at 63.0 percent. Serve the guest who actually typed Eastport rather than a generic Passamaquoddy Bay search.

Does a low-regulation label mean there is no local permit?

No — that label is a scrape, not a permit file. Call Eastport City Hall at 207-853-2300 and confirm live rules. No city-specific STR ordinance was found on the city site at last check, but Lubec and Bar Harbor are separate municipalities with their own rules that don't apply here.

Is a 30-night minimum the same as occupancy?

No. About 33.3 percent of listings (18 of them) set a 30-night minimum, a platform setting rather than a measure of how booked the calendar is. Typical stay length here is 4.2 nights, a very different number.

What should a buyer packet carry?

Cite $15,265 from 54 listings, the strongest months of August, September, and July, the slowest month of February, Portland as the top origin, a 4.2-night stay with 60-day lead time, and the City Hall line at 207-853-2300. Label Deer Isle and Harpswell separately and never average them in.

Is Harpswell the same market as Eastport?

No. Harpswell published about $29,110 from 189 listings — a much larger and different Maine market. Eastport's own figure is $15,265 from 54 listings, with February as the slowest month. Keep these two towns on separate lines in any packet.

What sets Eastport apart from a generic Passamaquoddy Bay caption?

Guests who search Eastport specifically are looking for the Eastport Breakwater, downtown Eastport, Passamaquoddy Bay itself, and Shackford Head State Park — not a generic bay caption. Eastport is also the easternmost city in the United States, a genuine differentiator worth naming.

Where do I confirm Eastport's current STR rules?

Call Eastport City Hall at 207-853-2300 and confirm the live rule before you advertise. No city-specific STR ordinance was on file at last check, so this call matters more here than in towns with a published fee.

Work with Crest & Cove Creative

Eastport listings often get marketed as a generic Passamaquoddy Bay stay that could describe a dozen other towns, which wastes the pull of the Breakwater and Shackford Head and is what actually costs the booking.

Crest & Cove writes Eastport-specific copy naming the landmarks guests are actually searching for, and keeps Deer Isle and Harpswell off your listing entirely. Send us the address to get started.

Reach out at crestcove.co or (256) 998-7502.