AirROI ranking · 202641 companies ranked

Best Airbnb Management Companies in Maryland (2026)

Source: AirROI Reviewed by , Founder @ AirROI Updated

Airbnb listings only. Companies with fewer than 5 listings are not counted, so every count is a floor. Market data: Maryland Airbnb market.

Management companies running 10+ listings
31
Active Airbnb listings
13,409
Listings run by companies
24%

Ranking

Who Are the Best Airbnb Management Companies in Maryland?

By active Airbnb listings, the largest Airbnb management companies in Maryland are Casago (869), Railey Vacations (455), and Evolve (250). By guest rating, OC Beach Vacations ranks first at 4.92 over 4,551 reviews, ahead of Best Of OC Condo Rentals (4.87) and iTrip (4.87). The table ranks the 41 largest; switch the order to see the best rated and the most listings added.

Largest Airbnb management companies in Maryland

Ranked by active Airbnb listings run as host or co-host in Maryland.

Largest Airbnb management companies in Maryland
#CompanyListings
CasagoOcean City, Ocean Pines, Berlin8 markets869
Railey VacationsMcHenry, Oakland, Swanton5 markets · +46 in a year455
EvolveOcean City, Baltimore, Ocean Pines · ★ 4.7463 markets · +49 in a year250
4Seaside Vacations & SalesOcean City, Ocean Pines, West Ocean City3 markets203
5Oceans Edge VacationsOcean City, Ocean Pines, West Ocean City · ★ 4.797 markets · +45 in a year131
6OCMD GetawaysOcean City · ★ 4.761 market87
7Coastal Life VacationsOcean City, Berlin, Ocean Pines4 markets73
8Shoreline PropertiesOcean City1 market71
9Bluvista Vacation RentalsOcean City, West Ocean City2 markets · +18 in a year70
10iTripAnnapolis, Ocean City, Arnold · ★ 4.8711 markets68

Best-rated Airbnb management companies in Maryland

Average guest rating across each company's rated listings, weighted by reviews, among companies with 25 or more listings and 500 or more reviews.

Best-rated Airbnb management companies in Maryland
#CompanyAverage rating
OC Beach VacationsOcean City4,551 reviews4.92
Best Of OC Condo RentalsOcean City1,370 reviews4.87
iTripAnnapolis1,009 reviews4.87
4OC Beachfront RentalsOcean City4,452 reviews4.81
5Ocean City Vacation HomesOcean City964 reviews4.80
6Oceans Edge VacationsOcean City3,641 reviews4.79
7Cozy RetreatHillandale2,353 reviews4.78
8OCMD GetawaysOcean City1,173 reviews4.76
9EvolveOcean City7,071 reviews4.74

Airbnb management companies adding the most listings in Maryland

Listings added over the past 12 months on each company's own Airbnb accounts, among companies running 25 or more today.

Airbnb management companies adding the most listings in Maryland
#CompanyListings added
EvolveOcean City, Baltimore, Ocean Pines · ★ 4.7463 markets+49
Railey VacationsMcHenry, Oakland, Swanton5 markets+46
Oceans Edge VacationsOcean City, Ocean Pines, West Ocean City · ★ 4.797 markets+45
4Bluvista Vacation RentalsOcean City, West Ocean City2 markets+18
5Eastern Shore Vacation RentalsEaston, Saint Michaels, Oxford · ★ 4.798 markets+10
How to read this table

Download the ranking as a CSV file, with each company's listings, markets, rating and growth.

Where

Where in Maryland Do Management Companies Run the Most Homes?

In Maryland, companies run the most Airbnb listings in Ocean City, McHenry, and Oakland. Each city below links to its Airbnb market data. The counts add up the 41 ranked companies' largest cities, so they are floors.

Dot map of 24 cities. Numbered pins mark: 1 Ocean City, 2 McHenry, 3 Oakland, 4 Swanton, 5 Annapolis, 6 Ocean Pines, 7 Baltimore, 8 National Harbor.87654321 © OpenStreetMap
Listings run by companies Under 16 16–59 59–250 250+ 1 Most listings run by companies, as numbered in the table

Companies run the most homes in Ocean City, McHenry, and Oakland

Listings the ranked companies run in each city, 12 months to September 2026. Each company adds its three largest cities, so counts are floors.

Cities in Maryland by listings run by companies
#CityRun by the ranked companies
Ocean City1,828
McHenry248
Oakland218
4Swanton108
5Annapolis63
6Ocean Pines59
7Baltimore34
8National Harbor33
9Hillandale22
10Berlin21

Fees

How Much Does an Airbnb Manager Charge in Maryland?

AirROI does not publish or estimate any single company's fee, so ask for the rate card in writing. AirROI has not checked fees for any Maryland company, so these figures pool the 81 companies it checked in 6 US cities: 49 quote only on request, and the 9 that publish a rate charge 10% to 30% of booking revenue.

Median starting fee, US
15%
Published fee range
10%–30%
Quote only on request
49 of 81

In Ocean City, the average Airbnb earned $31,400 over the 12 months to September 2026. A 15% fee on that is about $4,720 a year.

The fee a year on the average Airbnb in Ocean City

At 15%
$4,720
At 20%
$6,290
At 25%
$7,860
At 30%
$9,430

Before you sign

What Should You Ask Before You Sign?

Market

How Many Airbnb Management Companies Are There in Maryland?

31 companies that manage homes for owners run 10 or more active Airbnb listings in Maryland, and 41 run 5 or more, in AirROI's data for the 12 months to September 2026. Hosts with no business account run 76% of all listings.

The ten largest companies run 17% of Airbnb listings in Maryland, and the largest runs 6.5%

Share of 13,409 active Airbnb listings by who runs them, 12 months to September 2026

  • The largest company 6.5%
  • The next nine largest 11%
  • Other companies and business accounts 7.4%
  • Hosts with no business account 76%

Method

About This Data

Listings
Active Airbnb listings over the 12 months to September 2026: open to bookings through the year, each counted once per company for its host and for every co-host. Airbnb only: homes listed only on Vrbo, Booking.com or a company's own site are not counted.
Companies
A company's Airbnb accounts with 5 or more active listings are joined into one company, so counts and shares are floors. Companies that manage homes for owners are ranked; hotels, resorts and booking platforms are counted in the totals but not ranked.
Ratings
Airbnb's guest rating, averaged across a company's listings and weighted by their reviews. Shown from 4.7 over 100 or more reviews; the best-rated order needs 25+ listings and 500+ reviews.
Growth
Listings added on a company's own Airbnb accounts over 12 months, for companies that ran 10 or more a year ago. Co-hosted listings from a year ago are not fully recorded, and a takeover or a rename shows as growth.
Fees
Published owner terms on company websites, checked September 29, 2026, pooled across the companies checked. No company's fee is shown.
Independence
No company can pay to be listed or ranked, and nothing is self-reported. The ranking is updated every quarter; this edition on October 20, 2026, the next in January 2027.