Eastern Shore Vacation Rentals specializes in marketing and managing short-terms vacation rentals for properties located along the Cheaspeake Bay — it’s all we do! We currently offer property management services in Easton, St. Michaels, Oxford, Tilghman Island, Cambridge and Dorchester County, Queen Anne’s County, Chestertown and Kent County, Maryland.


Why Professional Vacation Rental Management?

We get it! Your property, whether a second home, primary residence for sale or investment property, is a large asset in your overall portfolio. Just as you would consider hiring a professional to manage your stocks or other investments, hiring a professional to manage your vacation rental income is an important decision. There are many reasons to consider turning to short-term vacation rentals—to broaden market appeal for a home on the market for sale, to offset maintenance and other costs of a second home, or to simply enjoy generating income when your schedule does not allow you to be at your vacation home. You may have already decided that short-term vacation rentals are a solution you want to pursue or are still considering what options are best for you.



Why Eastern Shore Vacation Rentals?

With over a decade of experience in an ever-changing industry, Eastern Shore Vacation Rentals has demonstrated proven results. Our combination of unparalleled marketing expertise, superior guest services, and proactive property care ensure that we deliver the best possible return on investment for our homeowners. And when vacationers are looking to experience the Chesapeake Bay, they know they can rely on ESVR to deliver!



Marketing to Maximize Bookings

Our innovative, aggressive and comprehensive marketing strategies go to work for our homeowners to maximize bookings. We keep up with the fast-changing trends and market conditions and respond with expert planning and execution to bring you results. We deliver the following to our clients:

  • Large client base to market to repeat guests. Over 40% of our reservations are from repeat, satisfied guests, and less than 10% of our reservations come from Third Party sites, such as VRBO, HomeAway, and Airbnb. We have a loyal following of customers who go directly to the ESVR site first when planning their Eastern Shore vacation.
  • Easy to use website with cutting-edge professional photography, floor plans, and staging to show your home in the best possible light. We have also begun to implement drone photography on select properties – click here to see an example.
  • How do our customers find us? ESVR heavily invests in search engine optimization, Adwords, remarketing and is consistently analyzing the trends. Our organic search results also rank high because of our time in business and attention to content on our website.
  • Direct Mail Campaigns  we pay close attention to details and send meaningful, targeted e-mails to our guests so they are engaged with our message. Our open, click and conversion rates are ahead of the industry average.
  • Social Media Campaigns We invest in content and consistency in our social media programs to capture new guests and keep repeat guests interested in the area. Our Facebook page alone has over 12,000 followers!
  • Our full-time reservationists are available to respond to inquiries, answer questions and assist with booking both online and by telephone. Our personal attention keeps guests coming back year after year!


Property Care

The #1 concern for both guests and homeowners alike is maintenance. Guests do not want to spend their vacation in a home with a broken HVAC, green pool or malfunctioning dishwasher. Homeowners want their second home to be a place to relax, not a place to come and have to wait for a repairman. ESVR’s proactive property care division works hard to ensure that our properties are well cared for and maintained:

  • Quality Assurance Inspections All ESVR properties undergo a comprehensive pre-season inspection to address any maintenance concerns or failing equipment prior to the season. This protects your income for those hard-earned reservations and avoids having to discount or lose repeat guests.
    Post Season Inspections–We want you to return to your home and enjoy it once the booking season is over. Our postseason inspections are designed to bring anything to your attention and handle it so you don’t have to.
  • Accidental Damage Protection We offer with each reservation an “accidental damage” policy. This encourages guests to report otherwise unnoticed items so that we can address and remedy for you.
  • Pre-Arrival Inspections We inspect the property to be sure it is rental ready prior to all guest arrivals. We thoroughly check all systems, operations, wifi, light bulbs and remotes so we have confidence our guests will arrive at a vacation-ready home.
  • Emergency Response Even the most well-maintained home has unexpected failures or problems. We have the staff to respond to these issues immediately so we can keep your guest’s vacation on track.
  • Vendor Partnership We have carefully cultivated a reliable, professional network of vendors so we are able to dispatch a provider to respond quickly–be it an HVAC failure, swimming pool problem or appliance in need of repair. Timing matters when there is a guest in the property!


Guest Services

Today’s vacation rental guest wants more than a just a place to stay–they want to experience the Chesapeake Bay area like a local. Our guest services team is available full time to help our guests find the activities and amenities to make their stay a memorable one. It’s not enough anymore to just deliver a clean and well-maintained home, guests expect a high level of customer service before, during and after their stay. ESVR offers each guest:
All-Inclusive Pricing – Our software is sophisticated enough to bundle our pricing, so the guest sees one fee for their whole stay–inclusive of bed and bath linens, pet fees and all other occupancy fees and charges. No surprises or extra costs (tax is collected separately).

  • Direct Check In and Check Out  ESVR homes are outfitted with the PointCentral System so that once approved, a guest simply has a keycode to use that is activated when the property is ready and to use during their stay. No more keys floating around or lockouts! The system also lets us know that your guest is in property and when they have checked out.
  • Custom Guest Guides for each property are sent in advance to each guest so that they can plan their vacation. Our guest services team also stands ready to help answer questions about local amenities and events. We live in this community and are proud to share our experiences!
  • Free Starter Amenities We want our guests to relax while vacationing! And that starts with the first moments they enter your home. ESVR provides a starter pack of household items (toilet paper, soap, paper towels, and other products) so guests can unwind a bit before rushing out to the store.
  • Guest Portal ESVR guests can manage their reservations from one secure portal–pay their balances, sign the rental agreement and add-on services all in one place!

For more information or to speak to someone about your Maryland property management service needs please contact our office today. We can’t wait to meet you and see if Eastern Shore Vacation Rentals is the right fit.