Rentals for year-rounders can be hard to come by in West Tisbury and the other Island towns.
Tim Johnson

West Tisbury Ponders Ways to Attract Year-Round Landlords

West Tisbury is considering a program that could ease the year-round housing crunch by incentivizing homeowners to switch their vacation rentals to year-round rentals.  

West Tisbury is considering a program that could ease the year-round housing crunch by incentivizing homeowners to switch their vacation rentals to year-round.  

Affordable housing committee chair and select board member Jessica Miller and housing committee vice chair Kim Angell presented the idea of the program, dubbed Lease to Locals, to the town during a select board meeting last week.

“The idea of this program [is to] recapture some of the rental market that has gone into short-term rental, to use existing housing stock rather than trying to build new units,” Ms. Miller said.  

Lease to Locals was adopted by Chilmark in August. While the neighboring town’s regulations will guide West Tisbury’s program development, aspects such as cash incentive amounts, qualifications for tenants and where the funding for the program would come from are still being discussed by West Tisbury officials.  

There is little legwork for the town to get it up and running. But it would require public funds, so the town is seeking feeback, Ms. Miller said. 

In Chilmark, homeowners are offered up to $12,000 to rent year-round. Units must be rented out to those making less than or equal to 150 per cent of the area’s medium income, which is around $157,000 in Dukes County. Rental rates must fall inbetween $2,900 to $4,250, the price depending on how large the unit is.  

Funding for Chilmark’s 18-month pilot program comes from the town’s municipal housing trust, which allocates 2 per cent of the room excise tax. Since the program’s launch, Chilmark has had one homeowner successfully convert their property to a long-term rental.  

“We’ve had six other property owners reach out, and at least two or three of them are going to convert their properties in the next 30 days,” Colin Frolich, co-founder of Placemate, the company that developed the program, said. 

For West Tisbury, the town would ideally put a warrant article forward at the West Tisbury annual town meeting in April to fund the project, according to Ms. Miller.   

Placemate would charge West Tisbur $3,500 a month to run the program. Nantucket, Orleans and Provincetown are also currently piloting their own Lease to Local programs.  

Placemate is set to present to the West Tisbury affordable housing committee later this month and hopes to continue working with other Island towns and the Martha’s Vineyard Commission to expand the program. 

“What would be ideal would be getting most jurisdictions on board to work together throughout the Island,” Mr. Frolich said.

Ms. Miller and Ms. Angell encourage West Tisbury residents to attend future affordable housing committee meetings to learn more and share their input. 

“We acknowledge that this is not a long-term solution to our housing crisis. What we need is long-term, sustainable and attainable housing, but in the meantime... this program could provide people with temporary affordable housing,” Ms. Angell said.

Comments

Submitted by Anonymous (not verified) on Wed, 10/15/2025 - 16:58

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OB Resident Oak Bluffs

$42k a year to pay an off island company to manage a program that the next town over has only found one person to participate in?? I'll do it for $40K!

Submitted by Anonymous (not verified) on Wed, 10/15/2025 - 20:21

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tom Boston

Don't many homeowners either live in their home year round and rent it out a few weeks in the summer and use it themselves as well? Seems there will only be a few properties that this would work for. I guess try anything.

Submitted by Anonymous (not verified) on Thu, 10/16/2025 - 06:26

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former landlord edg

As a former landlord, my personal negative experience(s) with year-round renters was the motivation to sell the property. Unfortunately for those truly in need of reasonable priced housing the actions of former tenants will influence the decision of a property owner whether to take 12k for the 'privilege' of taking it off the seasonal market and providing needed year-round housing. Tenants need to be responsible and there is no way to get rid of a bad tenant without the expense of lawyers, property damage, etc. Tenants have more rights than landlords in Massachusetts and they know it.

Lorraine Edgartown

You are spot on, former landlord. My experiences to the letter. This lofty assessment sounds good and looks good on paper, in practice? Not so much. It is simply not a viable solution to the lack of affordable housing for those who wish to live on an expensive island without a matching cash flow....

Submitted by Anonymous (not verified) on Thu, 10/16/2025 - 08:32

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Tim Greer Tisbury

How about lowering or eliminating property taxes and giving financial relief to the property owners ? Tax relief would reduce the need to earn the income from short term rentals to just turn around and pay those excessively high property taxes . This dilemma is easily understood by applying some simple accounting principles, less taxes mean more income and then less need to do vacation rentals . Learning basic accounting should be a requirement for those in Town Government that enjoy the responsibility of forcing taxes on the home owners.

Submitted by Anonymous (not verified) on Thu, 10/16/2025 - 11:52

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Don klepper-smith 5 pine lane WT

As a 40 year landlord with an apartment garage that provided year round housing for one family,we stopped because the laws were heavily stacked in favor of the tenant. We were shocked to discover that we violated MA laws by using a CT back for security deposits, even though proper documents were provided. Too much hassle. This is a simple and pure case of government talking out of both sides of their mouth. 40 inquiries on our property last time we rented. Not worth the hassle despite our best efforts.

Submitted by Anonymous (not verified) on Fri, 10/17/2025 - 09:06

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Dave West Tisbury

We have been choosing to rent to year round families for almost 3 decades now. Mostly in VH but in OB, too. Neither town has even responded to my written plea to cut us a break in the ever increasing taxes so that we could pass that savings along. Our rentals fall well beneath the $ threshold discussed. Granted, we have had a couple of dead beat tenants over that period, but overall, it has been and still is a positive experience. We are taxed at a higher rate because we don’t live there.

Submitted by Anonymous (not verified) on Fri, 10/17/2025 - 09:19

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Jim

What about providing a benefit to homeowners already renting year round? Which I do. Why shouldn’t I get this benefit already for doing what the town is asking to folks to do? Unless I’m missing something.

Submitted by Anonymous (not verified) on Sat, 10/18/2025 - 08:19

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Polly West Tisbury

A tax break would be great- we’ve rented our guest house year- round for 20 years, but now that we are retired it’s tempting to switch for the extra income… what Jim said- shouldn’t we be included in any incentive?

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