Buying a Harpswell Rental: Cite $29,110, Never Average

Jacob Mishalanie
2 days ago
10 min read

Most Harpswell listings get marketed as a generic Casco Bay stay. That pitch could describe a dozen other towns, and it wastes what actually sets Town of Harpswell, Cumberland County, Maine apart. Guests who typed Harpswell are looking for Cribstone Bridge, Giant's Stairs, Bailey Island, Cundy's Harbor — not Eastport, and not Jamestown. 189 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 $29,110 last year from 189 active rentals, AirROI trailing twelve months through July 2026. The average night was $422. Occupancy was 40.6 percent. Revenue per available night was $182. Year over year is minus 13.8 percent. Active supply moved 9.9 percent. Do not average in Eastport at $15,265 on 54 listings. That is a different town. Leave Jamestown 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, June, and July. August is the busiest. February is the slowest. Most guests arrive from New York, then Boston. Typical stay is 5.9 nights, booked about 98 days ahead. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape Your Island Connection holds still show up in this sample. Confirm the live desk before you advertise.

Harpswell is a Casco Bay town of islands and necks, not a Brunswick listing and not a Portland mash. Photograph Cribstone Bridge, Giant's Stairs, Bailey Island, and Cundy's Harbor. Call the Town Office at 207-833-5771 and confirm the live rule before you advertise. Typical listings earned about $29,110 last year from 189 active rentals. Do not average Eastport at $15,265 or Jamestown at $29,688 into this town year.

DSCR on Twenty-Nine Thousand 110

That heading is the useful way to read Harpswell, not a dashboard label. Guests come for Cribstone Bridge. Say that in the listing. Do not bury it under a generic Casco Bay caption. Do not write Eastport copy onto a Harpswell address. Do not use Jamestown 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 Harpswell Remote Stays and DIY vs Hire in Harpswell. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Cribstone Bridge. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

Do Not Average Eastport Fifteen Thousand 265

That heading is the useful way to read Harpswell, not a dashboard label. Guests come for Giant's Stairs. Say that in the listing. Do not bury it under a generic Casco Bay caption. Do not write Eastport copy onto a Harpswell address. Do not use Jamestown 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 DIY vs Hire in Harpswell and Who Books a Harpswell Rental. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Giant's Stairs. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

City Versus Jamestown Travels With the Parcel

That heading is the useful way to read Harpswell, not a dashboard label. Guests come for Bailey Island. Say that in the listing. Do not bury it under a generic Casco Bay caption. Do not write Eastport copy onto a Harpswell address. Do not use Jamestown 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 Who Books a Harpswell Rental and Harpswell Tourism Data. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Bailey Island. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

Year Over Year Is Minus Here

That heading is the useful way to read Harpswell, not a dashboard label. Guests come for Cundy's Harbor. Say that in the listing. Do not bury it under a generic Casco Bay caption. Do not write Eastport copy onto a Harpswell address. Do not use Jamestown 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 Harpswell Tourism Data and Complete Visitor's Guide to Harpswell — Harpswell Maine Pin. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Cundy's Harbor. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

189 Cards Grew 10 Percent

Read more in Complete Visitor's Guide to Harpswell — Harpswell Maine Pin and What It Costs to Start a Legal Harpswell STR Stay — Harpswell Maine Pi. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Watch-Year Honesty Travels With the Deed

Read more in What It Costs to Start a Legal Harpswell STR Stay — Harpswell Maine Pi and Harpswell STR Report 2026. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Giant's Stairs. Confirm the parcel before you advertise. Sales tax can still apply under 30 days. Call the desk. Do not underwrite another town's year.

License Travels With a New City Deed

Read more in Harpswell STR Report 2026 and Market a Harpswell Stay. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Bailey Island. 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 a Buyer Packet Should Carry

Read more in Market a Harpswell Stay and Harpswell STR Rules. Typical listings earned about $29,110 last year from 189 active rentals, at $422 a night and 40.6 percent occupancy. August is the busiest month. February is the slowest. Most guests arrive from New York. Call Town Office at 207-833-5771. No town STR ordinance found. Confirm live. Brunswick is another municipality. Portland STR is another municipality. AirROI low-regulation label is a scrape

Year over year is minus 13.8 percent. Supply moved 9.9 percent. Keep Jamestown ($29,688 a year) on its own line. A 46.0-percent share of listings uses a 30-night minimum. That is a stay rule, not occupancy. Photograph Cundy's Harbor. 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 Harpswell STR year on this extract?

AirROI lists about $29,110 from 189 listings for August 2025 through July 2026, updated 2026-08-08. Average night was $422, occupancy 40.6 percent, and year over year is minus 13.8 percent. Don't average in Eastport's $15,265 or cite Jamestown's $29,688 as this town's figure; treat this as a small sample specific to Harpswell.

Can I average Eastport into this year?

No. Eastport published $15,265 from 54 listings, a much smaller and different market that doesn't cancel into one shared year with Harpswell. Cite $29,110 from 189 Harpswell listings only, and confirm the specific parcel's town before advertising a figure to a buyer.

Which months are strongest in Harpswell?

The three strongest months are August, June, and July, with August the busiest. February is the slowest, and occupancy for the year runs 40.6 percent on a $29,110 typical year from 189 listings. This pattern is specific to Harpswell — don't apply it to a neighboring bay town.

Where do guests come from?

New York is the top origin, then Boston. Typical stay is 5.9 nights, booked about 98 days ahead — a notably long lead time — with a superhost share of 58.2 percent. Occupancy here is 40.6 percent on a $29,110 typical year.

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

No — that label is a scrape, not the town file. Call the Town Office at 207-833-5771 and confirm current rules directly; no town-specific STR ordinance was found as of this pass. Brunswick and Portland are separate municipalities with their own STR rules.

Is a 30-night minimum the same as occupancy?

No. A notable 46.0 percent of listings (87 of them) set a 30-night minimum, but typical stay is still 5.9 nights and occupancy for the year runs 40.6 percent. A long minimum-stay setting doesn't reflect what guests actually book here. Confirm current town rules before setting your own minimum-stay policy.

What should a buyer packet carry?

Cite $29,110 from 189 listings, the strongest months (August, June, July), the slowest month (February), the top guest origin (New York), typical stay (5.9 nights), lead time (98 days), and the Town Office, 207-833-5771. Label Eastport at $15,265 and Jamestown at $29,688 separately.

Is Jamestown the same market as Harpswell?

No. Jamestown published $29,688 from 92 listings — keep that on its own line. Harpswell is $29,110 from 189 listings, with February as the slowest month. Confirm the Town Office, 207-833-5771, before advertising one town's numbers as another's.

Work with Crest & Cove Creative

A Harpswell listing padded with Eastport's much lower numbers undersells this Casco Bay market, and a 98-day booking lead here is a genuinely different guest pattern worth writing accurately.

Send us the parcel before you publish copy built on a neighbor town's figures. We'll keep Harpswell's own $29,110 number and its own season in the write-up.

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