Business Details
50+ Years
experience
Emergency
services
Trusted Ocean City Real Estate Experts for Rentals & Sales
Established in 1969, Holiday Real Estate is a third-generation family-owned business dedicated to delivering excellence in real estate services. We specialize in vacation and long-term rentals, residential and commercial property sales, and property management across Ocean City, Maryland, and Lower Sussex County, Delaware. With five local offices and over 55 years of combined experience, our team provides personalized support to vacationers, investors, retirees, and homebuyers. Our commitment to professionalism, integrity, and innovation ensures clients receive tailored solutions that meet their unique needs. We prioritize customer satisfaction through responsive service, including 24/7 emergency maintenance support.Our interactive property search tools and user-friendly online reservation systems streamline the rental and purchasing processes. Recognized for prompt issue resolution, decades of consistency, and clean, well-maintained properties, we remain the preferred choice for repeat renters and buyers. Our long hours and daily availability set us apart in the industry. We uphold transparency through clearly outlined check-in/check-out policies and detailed property descriptions to build trust with clients. With a focus on adaptability and continuous improvement, we ensure every clients real estate journey is seamless and satisfying.
Services
Vacation Rentals
Long Term Rentals
Real Estate Sales
Property Management
Condo Rentals
Commercial Property Rentals
Home Purchases
Investment Property Sales
Seasonal Rentals
Residential Property Management
Details
- Year established: 1969
Highlights and features
- We offer over 50 years of experience in Ocean City real estate.
- Family-owned business with three generations of expertise.
- Five local offices providing convenient access for all clients.
- 24/7 emergency maintenance service ensures rapid issue resolution.
- Interactive property search tools simplify finding your ideal rental or purchase.
What people say
Top notch service
5 stars
Quick and easy check-in
Always as advertised
Loyal for 20 years
Services
Vacation Rentals
Holiday Real Estate offers a diverse selection of vacation rentals in Ocean City, MD, and coastal Delaware. From cozy condos to spacious family homes, our properties cater to various group sizes and budgets. Each rental is thoroughly inspected to ensure cleanliness, comfort, and adherence to detailed descriptions. We prioritize rapid customer support, including emergency maintenance for urgent issues like climate control adjustments during extreme weather.
Real Estate Sales
We specialize in residential and commercial property sales across Ocean City and Lower Sussex County. Our agents provide expert guidance through every transaction step, from initial search to closing. Interactive online tools simplify property comparisons, while our local market knowledge ensures competitive pricing strategies. Three generations of experience enable us to negotiate optimal terms for buyers and sellers in this dynamic coastal market.
Property Management
Our property management services ensure hassle-free ownership for clients with vacation or investment properties. We handle maintenance requests, guest communications, and rental scheduling with proven efficiency. Proactive maintenance checks and rapid response protocols preserve property value while maintaining high guest satisfaction scores. Owners benefit from transparent reporting and consistent occupancy rates in seasonal markets.
Condo Rentals
We manage hundreds of condo rentals across Ocean Citys prime locations. Properties range from budget-friendly studios to luxury units with oceanfront views. Our check-in process streamlines access with minimal wait times during peak hours. Guests receive clear guidelines about community rules and amenities, ensuring smooth stays while respecting neighboring residents experiences in shared buildings.
Commercial Property Rentals
Holiday Real Estate facilitates commercial property rentals for businesses operating in Ocean Citys tourism-driven economy. Our portfolio includes retail spaces near the boardwalk, office suites in downtown hubs, and seasonal concession locations. We match tenants with high-traffic areas while ensuring compliance with local regulations. Flexible lease terms accommodate both year-round operations and seasonal ventures.
Questions
What areas do you serve for real estate transactions?
We specialize in Ocean City, Maryland, and Lower Sussex County, Delaware, including Rehoboth Beach, Bethany Beach, and Berlin, MD. Our five local offices provide regional expertise for coastal property needs.
Do you offer emergency maintenance for rental properties?
Yes! Our team provides 24/7 emergency maintenance, including rapid climate control adjustments. Guests have received same-day AC installations during heatwaves, ensuring comfort throughout their stay.
How can I list my property with Holiday Real Estate?
Contact our Rentals or Sales departments to schedule a consultation. We’ll assess your property’s potential, provide pricing recommendations, and leverage our marketing channels to maximize visibility for rentals or sales.
Are pet-friendly vacation rentals available?
Yes, we offer a selection of pet-friendly units. Our online search filters allow you to easily identify pet-accepting properties. Guests praise our accommodating policies for travelers with dogs in Ocean City.
What makes Holiday Real Estate different from other agencies?
As a third-generation family-owned company since 1969, we combine deep local expertise with personalized service. Our 24/7 emergency support, five convenient offices, and decades of repeat customers distinguish us from competitors.
Reviews (6)
ELainia Ross-Jones
Nov 26, 2021
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After I made the reservation, I was told that I needed to pay the balance within a week because of the timing of my reservation. No problem. After I paid the balance, I was called to confirm my reservation twice (to be sure I was coming.) Okay
Two and half weeks before check-in reservation, my reservation was cancelled by the owner due to unforseen circumstances. Initially I was told that, in the past, when this happened, the owner would pay the difference since it was their fault. After I chose another property that was offered, I was told I'd have to pay the difference, another $200.
That
Two and half weeks before check-in reservation, my reservation was cancelled by the owner due to unforseen circumstances. Initially I was told that, in the past, when this happened, the owner would pay the difference since it was their fault. After I chose another property that was offered, I was told I'd have to pay the difference, another $200.
That
Howard
Aug 26, 2021
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I booked a vacation through a third party website. I received a call from Monica saying I needed to verify my employment, if I worked there for 2+ years, and the employment of all guests (all adults) staying with me. Ive never had to give employment verification just to book a vacation after I already paid in full. I am highly disappointed in the professionalism from Monica and her Director Ted Smith.
My experience with them as a customer was awful! They cancelled my reservation because they were unable to verify employment of one of my adult guests. I will gladly take my money elsewhere and suggest
My experience with them as a customer was awful! They cancelled my reservation because they were unable to verify employment of one of my adult guests. I will gladly take my money elsewhere and suggest
Cyndi Kishbaugh
Jul 28, 2021
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Location of spot in regards to beach was perfect. Quality of building was ok. Response on repairs were ok but didn't fix the issues for use of dishwasher and dryer to use while there. Care of enjoyment of vacation with rude tenants was very poor. Not sure I wanna use them again for family vacation.
Martha H.
Jul 28, 2021
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These less that 5 star reviews are totally wrong - My family, friends and I have rented thru Holiday Real Estate for years. Never, ever have we had any issues with office staff or handling emergency's. Now that we have our own place I have used Holiday to rent my unit for years too. And they treat us just as great. Things happen and Holiday is there to correct it so you can enjoy your get a way. Thanks to everyone at Holiday for your service to your customers and clients!! Bradley on the Bay - Martha
Patty Dunn
Jul 22, 2021
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My family and I went to Ocean City for the first time after my Mom died because she always goes with us all the time..The staff in the office is very friendly and helpful prices are very reasonable and the apartment is right on 23rd street and just 5 mi uses to beach and boardwalk
Angie Smolka
Jul 02, 2021
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The condo On third Street called Polynesian room 502 was not updated at all the couch was a disaster dirty and smelled terrible . The carpet was dirty and smelled awful as well . The Bed in the bed room was not the greatest. Patio furniture was dirty. You cant have people stay in a place where you cant feel comfortable and afraid to sit on the furniture. Im very disappointed.I would have rated this condo a minus if I could have.
