• videocam Live Webinar with Live Q&A
  • calendar_month July 23, 2026 @ 1:00 PM ET/10:00 AM PT
  • signal_cellular_alt Intermediate
  • card_travel Real Property - Transactions
  • schedule 90 minutes

Airbnb and Short-Term Rentals: Practical Considerations for Landlords, Tenants, HOAs, and Other Stakeholders

Property Damage, Insurance Coverage, Limitations on Commercial Use, Municipal Regulation and Enforcement

About the Course

Introduction

This CLE course will discuss the effects of short-term rentals on real estate and explore the unique issues confronting owners, renters, and other stakeholders. Our panel will provide insights into the overlapping legal and regulatory regimes applicable to such arrangementsincluding the restrictions under rental and co-op leases and condominium bylawsand enforcement difficulties faced by landlords, co-op or condominium owners and boards, and homeowner and neighborhood associations.

Description

Vacation and other short-term rentals have become increasingly popular as businesses such as Airbnb and VRBO connect hosts and guests online and provide an accessible platform to enter into short-term rental agreements. These businesses now have millions of listings worldwide—with the U.S. being the largest market—impacting not only the hospitality industry but also the broader real estate market.

This growth has led to states and cities developing an increasing number of municipal regulations aimed explicitly at reining in the use of short-term rentals. Similarly, homeowners' associations, condo boards, co-op agreements, and other neighborhood organizations often restrict how properties can be used, including the prohibition of short-term renting.

Unlike typical lease agreements, which are more robust, agreements on sites like Airbnb occur after minimal due diligence, creating serious risks for landlords. Liability for short-term rentals usually falls to the owner of the property, even when the landlord has no idea that short-term rentals are occurring. Similarly, neighbors may also have legitimate grievances and claims against an owner when the property is used as a short-term rental. There can also be severe consequences for tenants. A tenant who sublets to Airbnb clients without the landlord's permission may violate the lease with the landlord or the government's rent regulations, which could result in the tenant's eviction.

Listen as our panel of experts in real property transactions discusses practical guidance on how to best address the issues with short-term rentals and balance the interests of each party involved.

Presented By

Mustafa Sidki
Partner
AMPS Law

Mr. Sidki concentrates his practice in the representation of national property management companies and smaller property investors and owners in all aspects of residential and commercial landlord-tenant law, including, property management, lease contract drafting, review, and interpretation, discrimination claims, reasonable accommodation/modification requests, issues revolving around the Americans with Disabilities Act (ADA) and the Fair Housing Act (FHA), and general civil litigation. He strives to resolve client disputes in a cost-efficient manner out of the courtroom but, where litigation is inevitable, he is fervently advocating for clients in hearings and trials before various administrative tribunals and, most frequently, before the Housing, District, Land, and Superior Courts across the Commonwealth of Massachusetts.  

Dov A. Treiman
Partner
Adam Leitman Bailey PC

Mr. Treiman has been a partner at Adam Leitman Bailey P.C. since 2006 and co-manages the Landlord-Tenant Civil Litigation Practice. As one of the leading authorities in the landlord-tenant bar, Mr. Treiman’s drafting of appellate briefs, legal documents and motions has increased the ability of the firm to garner better results for its clients. He was involved in private practice for fifteen years before devoting his principal time to the collecting, editing, writing, and publishing of scholarly research materials in landlord-tenant law. Mr. Treiman's writings include numerous articles in the New York Law Journal and many articles in the Landlord-Tenant Practice Reporter.

Credit Information
  • This 90-minute webinar is eligible in most states for 1.5 CLE credits.


  • Live Online


    On Demand

Date + Time

  • event

    Thursday, July 23, 2026

  • schedule

    1:00 PM ET/10:00 AM PT

I. Overview, history, and trends

II. Considerations for landlords and tenants when entering into short-term rentals

III. Regulatory restrictions on short-term rentals

IV. HOAs and other stakeholders

V. Case law developments

VI. Key takeaways

The panel will review these and other critical issues:

  • What are the practical benefits of short-term rentals?
  • What effects do short-term rentals have on real estate?
  • What regulatory regimes apply to these rentals?
  • What are the risks associated with such arrangements?
  • What are solutions to conflicts with HOAs, condo boards, co-op agreements, and other neighborhood organizations?
  • What are the enforcement difficulties, and how can they be resolved?