Who Books an Eastport Rental: Portland, Not Harpswell

Thomas Garner
15 hours ago
10 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.

August Is the Busiest Month

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 Buying a Eastport Rental and Eastport Tourism Data. 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.

July Is Still One of the Three Strongest Months

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 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 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.

Most Guests Arrive from Portland

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 Complete Visitor's Guide to Eastport — Eastport Maine Pin and What It Costs to Start a Legal Eastport STR Stay — 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.

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.

Maine Is a Secondary Origin, Not the Listing Pitch

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 What It Costs to Start a Legal Eastport STR Stay — 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.

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.

Larger Homes Are Common in Eastport

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

Photos Should Match the Trip Guests Actually Book

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 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.

Harpswell Attracts a Different Guest

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

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.

Who This Market Fits

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 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 about $15,265 in typical annual revenue from 54 listings for August 2025 through July 2026, updated 2026-08-08. The average night was $229 and occupancy was 35.6 percent, with year over year down 1.4 percent. Treat this as a small sample given the listing count, and don't average it with the Deer Isle or Harpswell figures.

Can I average Deer Isle into this year?

No. Deer Isle published about $17,949 from 77 listings on its own extract. Those two markets don't cancel into one Passamaquoddy Bay number — cite $15,265 from 54 Eastport listings only, and confirm current permit details before you advertise using either figure.

Which months are strongest in Eastport?

August, September, and July are the three strongest months, with August the busiest and February the slowest. Occupancy for the year runs 35.6 percent against a typical annual figure of $15,265 from 54 listings — treat that as a small sample and keep it specific to Eastport.

Where do guests come from?

Portland is the top origin, followed by other parts of Maine. Typical stays run 4.2 nights, booked about 60 days ahead, with a 63.0 percent superhost share. Occupancy is 35.6 percent against a typical year of $15,265 — serve the guest who actually typed Eastport rather than a blended Passamaquoddy Bay pitch.

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

No, that label reflects a listings scrape rather than the town file. Call Eastport City Hall at 207-853-2300 to confirm current rules; no city-specific STR ordinance was found on the city site as of this extract. Lubec and Bar Harbor are separate municipalities with their own STR rules.

Is a 30-night minimum the same as occupancy?

No. About 33.3 percent of listings, 18 of them, carry a 30-night minimum — that's a platform setting, not a measure of how full the property runs. Eastport's real typical stay is 4.2 nights against 35.6 percent occupancy.

What should a buyer packet carry?

Cite $15,265 from 54 listings, the August-September-July peak with February as the slow month, Portland as the top origin, a 4.2-night stay booked about 60 days out, and Eastport City Hall at 207-853-2300. Label Deer Isle ($17,949) and Harpswell ($29,110) separately — don't average those figures into the Eastport number.

Is Harpswell the same market as Eastport?

No. Harpswell published about $29,110 from 189 listings on its own extract. Keep that figure on its own line — Eastport's number is $15,265 from 54 listings, with February as its slowest month. Confirm current permit details for each market separately at City Hall, 207-853-2300, before advertising one as the other.

Work with Crest & Cove Creative

Serve the guest who typed Eastport, not a mashed Passamaquoddy Bay shore.

If one tile tries to hold city and Harpswell, send it. We will split the stays. Reach out at crestcove.co or (256) 998-7502.