Slow Start, Big Middle for Summer Rental Bookings
Will Sennott
It’s been a bust-and-boom year for the summer rental, hotel and lodging business on the Island, after an early wave of mass cancellations.
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Applications Open for Affordable Apartments
The Dukes County Housing Authority is accepting applications for seven affordable apartments in Vineyard Haven.
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Pandemic Puts Question Marks Around Summer Rental Market
Louisa Hufstader

As summer rental deposits come due, the 2020 season is a landscape of question marks for Vineyard vacationers and homeowners alike.

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Rent Relief Program Aids Struggling Islanders
Will Sennott

Islanders needing help with the rent during the pandemic emergency are getting some relief, thanks to a joint program begun this month.

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Short-Term Rental Law Sparks Confusion, Questions
Julia Wells
Two weeks after the short-term rental tax was signed into law by Gov. Charlie Baker, elected officials and town hall administrators on the Vineyard were busy sorting through the details and fielding phone calls from confused homeowners.
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Governor Signs Rental Tax Bill Into Law
Landry Harlan

With an end-of-the-year stroke of the pen, Gov. Charlie Baker signed legislation last Friday extending state and local occupancy taxes now paid by hotels to short-term rentals such as those offered through Airbnb.

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Tax on Short Term Rentals Nears Reality
Jane Seagrave and Landry Harlan

Legislation passed this week by Massachusetts lawmakers would extend state and local occupancy taxes to short-term rental properties.

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Tisbury Will Revisit Short-Term Rental Regulations
Holly Pretsky

Tisbury selectmen are once again considering new rules for short-term rentals ahead of this year’s town meeting.

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Debate Heats Up Over State Bill to Tax Rental Properties
Alex Elvin

Against a backdrop of rocketing demand for vacation rentals on the Cape and Islands, state lawmakers are anticipating the passage of a sweeping tax on short-term rentals.

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Sweeping Bylaw to Regulate Rentals in Tisbury Is on Hold
Heather Hamacek

Saying it had not received enough public airing, Tisbury selectmen voted last night to pull a bylaw from the town meeting warrant that would regulate rental properties in town.

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