Short-Term Rentals: Daily Notes | October 29, 2026
Cities address STRs. Chatham, MA eyes corporate rental ban for May 2027 vote; Westlake, LA weighs lifting 2024 rental moratorium; McAlester, OK votes November 3 on 10% lodging tax; Buena Vista, CO mayoral candidates debate rental caps; Middletown, RI caps two rental expansions. READ MORE.

CHATHAM, MA

A ban on short-term rentals owned by corporations, partnerships, or real estate investment trusts heads to the May 2027 annual town meeting after the select board voted on October 21 to have staff develop a general bylaw modeled on Nantucket's bylaw. The draft would allow limited liability companies and S corporations only when their members are natural persons and would bar rentals in affordable dwelling units while a cap on total rentals is left for later once more data is gathered.

About 900 homes are registered as rentals and the board recently raised the annual registration fee to $325.
WESTLAKE, LA
Lifting the short-term rental moratorium in place since February 2024 is expected before City Council at its November meeting when members also vote on a new ordinance setting application requirements.

It follows an October 27 meeting where the Real Estate Board unanimously denied a variance for an Airbnb in the West Trace neighborhood whose covenants ban short-term rentals. The owners said a city official told them no paperwork was needed, an error the city confirmed, and the board is still setting the penalty while the city says its ordinance will not override neighborhood covenants.
MCALESTER, OK
Voters will decide on November 3 whether to raise the city's lodging tax from 6% to 10%, a levy on hotel and Airbnb stays whose collections would be split equally between tourism promotion and economic development. If approved, the higher rate starts April 1, 2027 so new revenue would first arrive in the 2027-2028 fiscal year.

The same ballot asks all Pittsburg County voters whether to create a new 5% lodging tax on vacation rental homes, bed-and-breakfasts, and short-term apartment rentals in areas without a municipal lodging tax with revenue dedicated to tourism.
Oklahoma Voter Portal, Check Your Ballot and Polling Place
Oklahoma voters can view their sample ballots, verify voter registration, find polling locations, and access early voting and absentee ballot information ahead of the November 3 election.
BUENA VISTA, CO
Three mayoral candidates answered audience questions on short-term rental rules left over from an October 15 forum ahead of the November 3 municipal election. Thomas Brown backed the 2026 town-wide zoning caps and proposed an amnesty clause, daily penalties, and a vendor to track unlicensed listings while Carlin Walsh cited about 246 active licenses under caps ranging from 1% in single-family neighborhoods to 11% in mixed-use areas.

Devin Rowe, who voted against the last two versions of the policy as too restrictive, said caps of 1% to 3% in some zones may take many years to reach.

MIDDLETOWN, RI
Middletown, RI's Zoning Board unanimously approved expansions for two grandfathered short-term rentals on October 27 while maintaining strict occupancy and parking limits to address neighborhood concerns. | 🎥 Watch the meeting: https://youtu.be/zqI9fjudRBo
Occupancy and vehicle caps now follow two grandfathered short-term rentals after the Zoning Board of Review approved their bedroom expansions with conditions on October 27. In 5-0 votes, the board let one home grow from three to five bedrooms while keeping occupancy at six people over age 12 with a limit of five vehicles and let a two-family rental add a second floor as long as rental use stays at three bedrooms, six people, and four cars.

A separate rental expansion request was continued to the board's next meeting on November 24.
📱 Social Buzz
🎤 Episode Title: The Samuel Sey ICE Arrest, Mass Deportation Myths & New Airbnb Rules | Liberty Dad Ep. 784
🎤 Episode: LibertyDad
📻 Listen: https://www.buzzsprout.com/833359/episodes/20022272-the-samuel-sey-ice-arrest-mass-deportation-myths-new-airbnb-rules-liberty-dad-ep-784.mp3
🎤 Episode Title: The True Cost of Short-Term Rental Regulations on Cash
🎤 Episode: The Real Estate Investing Podcast with Fexingo: Rental Properties, Cash Flow, and Real Estate Wealth
📻 Listen: https://audio.fexingo.com/business/the-real-estate-investing-podcast/episode-0226.mp3
Thinking about buying in Pebble Beach and renting it out? Vacation rental licensing rules could change the numbers. Before making an offer, make sure you understand what applies to the specific property.
— Ben Ottmar, REALTOR®, Bay Homes & Estates — Monter (@BenOttmarRE) October 25, 2026
I explain what to watch for. 🎥#PebbleBeach #RealEstate pic.twitter.com/jdq4Jjfqb5
County Council to Discuss MCPS Budget, Short-Term Rentals, and Wheaton Urban District Expansion
— The MoCoShow (MCS) (@TheMoCoShow) October 25, 2026
Click below for full article.https://t.co/KZnI8JyD6p pic.twitter.com/p8osFRfKY0
Aspen’s short-term rental guidelines could get amended https://t.co/RzFCQXClwv pic.twitter.com/c0tlKTrWeC
— The Aspen Times (@TheAspenTimes) October 26, 2026
CITY | Over 100 people testified at a Board of Alders Legislation Committee meeting on a proposal to create a licensing program for most New Haven vacation rentals. If passed, the ordinance would only allow short-term rentals in primary residences. https://t.co/5la5sTKtfA
— Yale Daily News (@yaledailynews) October 26, 2026
Under the CRA, the state short term rental tax would face review by the state residents it binds.
— Citizen (@JeffGunson74358) October 25, 2026
The state legislature imposed a $50 per night state tax on all short-term rentals. If it binds you as a state resident, do you accept or reject this measure? https://t.co/3WHu2ACTtN pic.twitter.com/jXTBUF6xhF
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