Getting you more for your investment for more than 15 years

Getting you more for your investment for more than 15 years

At Eastern Shore Vacation Rentals, we specialize in marketing and managing homes along the Chesapeake Bay

At Eastern Shore Vacation Rentals, we work hard to provide an effortless and profitable rental experience for our homeowners. With our extensive experience in helping homeowners with the short term rental licensing process, to our innovative marketing technology and thorough home inspections, rest assured that your investment is in competent hands with Eastern Shore Vacation Rentals.

A Partner You can trust

Effortless Homeowner Services

Our homeowners are as important to us as our guests. We go above and beyond to ensure an effortless and reliable partnership with a convenient owner portal and transparent pricing structure. We also offer a number of homeowner perks like help with short term licensing and permitting.

Transparent Owner Communication

Stay connected with your property through our online owner portal that provides you with an up-to-the minute booking calendar, owner statements, and maintenance history.

No Nickel and Diming

We pride ourselves in providing value to our homeowners. We do not mark up for invoices and all basic maintenance like lightbulbs, batteries, and propane are included in the management fee.


Help with Short Term Licensing and Permitting

Regulations in some areas are complex and can be difficult to manage. Eastern Shore Vacation Rentals will bring years of experience to walk you through the process to apply for and/or renew your Short Term Rental License. Eastern Shore Vacation Rentals can act as your Resident Agent and will be by your side at Short Term Rental Licensing hearings.

State and Local Taxes

Spend less time on paperwork and let us handle sales tax reporting for you! Don’t second guess your financial reporting or pay penalties for incorrect filing.

Effortless Homeowner Services

Our homeowners are as important to us as our guests. We go above and beyond to ensure an effortless and reliable partnership with a convenient owner portal and transparent pricing structure. We also offer a number of homeowner perks like help with short term licensing and permitting.

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Transparent Owner Communication

Stay connected with your property through our online owner portal that provides you with an up-to-the minute booking calendar, owner statements, and maintenance history.

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No Nickel and Diming

We pride ourselves in providing value to our homeowners. We do not mark up for invoices and all basic maintenance like lightbulbs, batteries, and propane are included in the management fee.

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Help with Short Term Licensing and Permitting

Regulations in some areas are complex and can be difficult to manage. Eastern Shore Vacation Rentals will bring years of experience to walk you through the process to apply for and/or renew your Short Term Rental License. Eastern Shore Vacation Rentals can act as your Resident Agent and will be by your side at Short Term Rental Licensing hearings.

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State and Local Taxes

Spend less time on paperwork and let us handle sales tax reporting for you! Don’t second guess your financial reporting or pay penalties for incorrect filing.

Innovative Marketing

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.

Comprehensive Marketing

We use the latest in technology including dynamic revenue management, easy to use website, and the most popular third party booking to get our homeowners the maximum return for their investment

Cutting Edge Revenue Management

We use the cutting edge pricing software Beyond Pricing which acts to dynamically change the rates to match supply and demand so that our owners get the most efficient pricing. Maintaining the delicate balance between seasonal rates, competitive pricing, and strategic adjustments, we optimize your listing to maximize revenue and occupancy.

Extensive Past Guest Database & Outreach

With 17 years of guest data, over 51% of our reservations come from repeat guests and direct ESVR website bookings. Third Party Sites such as VRBO and Airbnb drive 35% of our reservations. Our Eastern Shore Vacation Rentals Reservation Team is available by phone to answer any guest questions and assist with their bookings.

Detailed Home Care

The care and maintenance of your investment is your top priority. Our dedicated and thorough inspections ensure your home is in pristine condition for every guest, and our pre and post season inspections make sure they remain in pristine condition year round.

Thorough Inspections

We thoroughly inspect every home prior to all guest arrivals and after each departure. All ESVR properties also undergo comprehensive preseason and postseason inspections to provide you feedback regarding any maintenance concerns.

24/7 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.

Strong Vendor Relationships

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.


Innovative Marketing

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.

Image

Comprehensive Marketing

We use the latest in technology including dynamic revenue management, easy to use website, and the most popular third party booking to get our homeowners the maximum return for their investment.

Image

Cutting Edge Revenue Management

We use the cutting edge pricing software Beyond Pricing which acts to dynamically change the rates to match supply and demand so that our owners get the most efficient pricing. Maintaining the delicate balance between seasonal rates, competitive pricing, and strategic adjustments, we optimize your listing to maximize revenue and occupancy.

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Extensive Past Guest Database & Outreach

With 17 years of guest data, over 51% of our reservations come from repeat guests and direct ESVR website bookings. Third Party Sites such as VRBO and Airbnb drive 35% of our reservations. Our Eastern Shore Vacation Rentals Reservation Team is available by phone to answer any guest questions and assist with their bookings.

Find out what your home is worth with Eastern Shore Vacations

What Our Owners Have To Say

Learn more about our rental program

Detailed Home Care

The care and maintenance of your investment is your top priority. Our dedicated and thorough inspections ensure your home is in pristine condition for every guest, and our pre and post season inspections make sure they remain in pristine condition year round.

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Thorough Inspections

We thoroughly inspect every home prior to all guest arrivals and after each departure. All ESVR properties also undergo comprehensive preseason and postseason inspections to provide you feedback regarding any maintenance concerns.

Image

24/7 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.

Image

Strong Vendor Relationships

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.

Exceptional Guest Services

Today’s vacation rental guest wants more than just a place to stay–they want to experience the Chesapeake Bay area. 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.

Personalized Guest Services

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.

Guest Portal

ESVR guests receive automotive checkpoints throughout their stay and can manage their reservations from one secure portal to pay their balances, sign the rental agreement and add-on services all in one place!

Strong Vendor Relationships

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.


Exceptional Guest Services

Today’s vacation rental guest wants more than just a place to stay–they want to experience the Chesapeake Bay area. 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.

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Personalized Guest Services

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.

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Guest Portal

ESVR guests receive automotive checkpoints throughout their stay and can manage their reservations from one secure portal to pay their balances, sign the rental agreement and add-on services all in one place!


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24/7 Support

Rest easy knowing your guests have continuous support from our expert, local team. We’re available 24/7 to assist guests with anything they need.

Join the Eastern Shore Vacation Rentals family

No Long Term Contracts | Successful Partnership

No Long Term Contracts

Successful Partnership

719 Goldsborough Street; Easton, MD 21601


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