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  1. Property Management
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  3. Annapolis Property Management

Full-service Annapolis Property Management Program

Annapolis Property Management About Us Vacation Guide Contact Us
Hours
Mon - Fri: 9AM - 5:30PM
Sat, Sun: 9AM - 3PM
iTrip Annapolis
626C Admiral Drive #234
Annapolis, MD
21401
(410) 571-4076
[email protected]
4.9 stars based on 130 reviews

Annapolis Vacation Property Management Program

iTrip Vacations® Annapolis serves short-term rental homeowners in Annapolis, Kent Island and St. Michaels. List with iTrip Vacations Annapolis and receive:

  • Low Management Fees
  • 24/7 Support From a Local Property Manager
  • Free Light Maintenance
  • Exposure on 80+ Listing Sites (Airbnb, Vrbo, etc.)
  • Automatic-Response Systems
  • No Rotation That Prioritizes Listings
  • Free Professional Photos and Video Tour
  • 24/7 Portal with Online Statements and Booking
  • No Restrictions on Owner Usage
  • Expansive Digital Marketing Program

iTrip Vacations Annapolis helps short-term property owners increase their net rental income. We provide a management program that focuses on extensive distribution channels, uses customized content, manages award-winning software and implements processes that allow properties to be seen by a worldwide audience. Properties listed with iTrip Vacations reach millions of people every day through extensive advertising, marketing and social media. In addition, iTrip Vacations is an Elite Partner in software with Vrbo.

Our expert Annapolis property management services also include competitive fees, no repair markup and no call centers. When you call, you speak directly to a local manager who lives and works in Annapolis – not a call center representative in another location. That's just one way we're different from other property management companies.

Call us today! Let iTrip Vacations Annapolis help increase your Annapolis rental income while you work less.

Customer Testimonials

Available Properties

Search Annapolis ›
Price Per Night: $552
Location: Chestertown
Reviews: 5 Stars

Pier Pleasure

Beds 7 | Bath 4.5 | Sleeps 12
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Price Per Night: $459
Location: Annapolis
Reviews: 4.8 Stars

Hanover House

Beds 5 | Bath 2.5 | Sleeps 8
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Price Per Night: $635
Location: Annapolis
Reviews: 4.8 Stars

Deep in the Heart of Crabtown

Beds 3 | Bath 3.5 | Sleeps 6
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Price Per Night: $347
Location: Annapolis
Reviews: 5 Stars

Jackson Bunker

Beds 7 | Bath 2 | Sleeps 12
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Price Per Night: $481
Location: Annapolis
Reviews: 0 Stars

Oh Happy Bay

Beds 4 | Bath 2 | Sleeps 8
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Price Per Night: $366
Location: Annapolis
Reviews: 0 Stars

Hangar in the Heights

Beds 3 | Bath 1 | Sleeps 6
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