Philadelphia first began regulating STRs in 2015 but only required units rented for more than 90 days to obtain a permit. In June 2021, new regulations were passed requiring a license for all STRs and they must be listed on a registered booking agent like Airbnb or Vrbo. Craigslist STR listings are not permitted. You can rent an STR for 30 days max at a time. The STR must remain the host's primary residence and, like Dallas, must pay a hotel tax of 8.5%.

Regulations in Washington, D.C., went into effect in October 2019, requiring hosts to obtain a license and they may have only one. STRs not located on the host's primary residence are not permitted but accessory dwelling units are. The host does not need to be present during a guest's stay but entire-home STRs are limited to 90 days per year. The limitations do not apply to shared or private room rentals. Violations result in a fine of up to $6,000.

Miami began regulating STRs in October 2017 and requires that hosts be licensed by the state of Florida. They are also required to register with the Florida Department of Revenue and notify their homeowner's association or condominium/cooperative association or board if applicable. Depending on the area, the host may be required to live in the unit for more than six months per year. Private swimming pools must have pool safety features if a child under the age of six is present. Violations result in a fine of $100 for a first offense, $1,000 for a second and $2,500 for any following offenses within 24 months.

Dallas is currently looking into regulations as STRs take off in the city and residents push back. The Dallas City Council is set to vote on regulations in September 2022. Dallas currently treats STRs like hotels and they are supposed to register with the city and pay hotel occupancy taxes.

Regulations in Los Angeles went into effect in July 2019, requiring STRs operators to register with the city. STRs must be the host's primary residence and they cannot operate multiple units at one time. Affordable housing can not be used as an STR. Accessory dwelling units can only be STRs if it is the host's primary residence. There is also a 120-day annual limit on STRs. Violations result in fines of up to $2,000 per day.

San Diego's regulations went into effect in July 2022 after being signed into law in April 2021. The law requires hosts to obtain a license and they may have only one. The four license types are defined by the type of rental (shared or whole-home) and the number of days a host plans to rent. Type-3 and 4 licenses are for whole-home rentals of non-primary residences. Type-3 licenses are not allowed to exceed 1% of total housing units excluding Mission Beach. Type-4 licenses are specifically for Mission Beach and are not allowed to exceed 30% of housing units in Mission Beach. Violations result in fines of up to $1,000 per violation.

San Francisco, like Boston, technically did not permit STRs prior to regulations in October 2014. Many continued to use Airbnb despite this. The laws went into effect in February 2015 and required hosts to register with the city and limited STRs of two or more unit homes where the host was not present to a max of 90 days per year. Units where the host was present during a guest's stay and single-family homes could be rented out for an unlimited number of days. The law requires that the host occupy the unit at least 275 days per year. Accessory dwelling units are not allowed to be STRs. Violations result in fines of up to $1,000 per violation.

Chicago began regulating STRs in June 2016, requiring a license. The unit must be the host's primary residence if a single-family home or in a building with 2-4 units. No more than six units or 25% of units in buildings with five or more units are allowed to be used as STRs. Violations result in fines of up to $3,000.

Boston began allowing short-term rentals in the city in January 2019. Prior to this, they were technically not permitted. The regulations clarified the legal status of STRs. STRs of units that are neither owner-occupied nor owner-adjacent (ie: the host staying next door in an attached unit) are prohibited and a license is required. Violations result in a fine of $300 per day.

New Haven and many other cities in the state of Connecticut have few, if any, regulations against STRs. A 2019 report from the Southeastern Connecticut Council of Governments indicates that there were no regulations for short-term rentals statewide. Lawmakers attempted regulations that year, but they did not pass. Hartford is one notable city in the state with local regulations against STRs.