JACK LINGO REALTOR- Rehoboth Rentals

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Hours 9:00 am - 5:00 pm
  • Sunday 10:00 am - 4:00 pm
  • Monday 9:00 am - 5:00 pm
  • Tuesday 9:00 am - 5:00 pm
  • Wednesday 9:00 am - 5:00 pm
  • Thursday 9:00 am - 5:00 pm
  • Friday 9:00 am - 5:00 pm
  • Saturday 9:00 am - 5:00 pm

Vacation Rentals in Southern Delaware

Find your perfect getaway at Delaware’s beautiful beaches with Jack Lingo, REALTOR®. From Rehoboth Beach to Dewey Beach and Lewes, we offer a variety of vacation rentals, including luxurious oceanfront estates, cozy condos, and classic beach cottages. Whether you’re planning a summer retreat or a cozy off-season escape, we have options for every budget and group size.

Many rentals are available year-round, including short-term stays with three-night minimums and long weekends during the off-season. Booking is easy with our online reservation system, and many properties are dog-friendly—just ask about specific rules.

With local agents available 24/7 to assist, Jack Lingo, REALTOR® ensures a hassle-free experience from start to finish. Explore our rentals online or contact our Rehoboth Beach (302-227-3883) or Lewes (302-645-2207) offices to find your perfect beach vacation rental today!

Recent Reviews

JACK LINGO REALTOR- Rehoboth Rentals
Carol Odea Hart : 5 on 10/13/2026 5:12 pm
We had been talking with a young lady a year ago about possibly moving to Delaware in their office. She was very sweet and didn't have any issues with the time to talk with us then about a possible move.
Well, life as it is...and entire year passed and we were finally ready. My husband and I met with Caitlin Dengars, and we have to tell you, a lot happens in a year, she appears before us at 7-1/2 months pregnant and with not a bat in her eye, gets right down to business.
She found us the most amazing home. We are truly grateful for Jack Lingo Reality, our wonderful agent, Caitlin and all her hard work!
This is the best place to go if you are looking for someone to help you!!

Carol & John
5 5
JACK LINGO REALTOR- Rehoboth Rentals
zadick askinazi : 1 on 7/16/2026 1:52 pm
I am writing regarding our recent stay at 47 Holly Road, Rehoboth Beach, DE from July 4 through July 11, 2026. Jack Lingo Realty was the rental agency we worked with for the weekly rental costing approx.$16,000. Upon entering the house, we were shocked at the bad condition of the ground floor, kitchen and florida room. The oven was filthy as was the outside grill. The pool was dirty, silt was present along the lining and there were cracks on the bottom. Unbeknownst to us the pool pump was nonfunctional. The florida room was a mess, debris on the floor, what looked like mold on the door frame and edges of the ceiling and algae on the screens. We immediately called our agent Gina from Jack Lingo. They did call their handyman and an assistant immediately to come out and clean what was clearly not cleaned in a very long time. They also did get the pool company to fix and clean the pool two days later. It was our impression that they knew the pool was not working before we got there. The master bath was a jacuzzi bath with a makeshift shower curtain. It was very difficult to get in and out of, especially for older people. No hand rail or bath mat at all and the light over the sink was not working.

The bigger problem was that no one from the agency spotted these issues before our vacation started.
We paid the top price for a weekly summer rental in Rehoboth Beach. I did check the prices so I know that we paid for a high end property. This was clearly not of the caliber of what we expected for what we paid. There was actually a hand print on the wall!

Outside wasn't much better. The balcony chairs were rusted and falling apart, just scattered around with no order to them. The deck near the pool is uneven and slanted in multiple spots, with boards coming up, and the fence by the water is crooked and leaning toward the house. Someone could easily get hurt on either one.

Gina, our realtor, told us that we’d have beach access, chairs and umbrellas included because the owner is part of the community, which was not true, he was not a paying resident and we ended up paying for beach chairs ourselves. During our calls to the agency, we spoke with Gina who said she had not seen the house. That disclosure makes this even worse. She didn’t bother to do a walk through before selling this property. That’s shocking to me.

While we loved Rehobeth Beach, it would have been an even better exhad we been treated with more care and professionalism when selling to us property that is not the standard for the price we paid.

See images and videos attached.

Dick Askinazi
Reservation #220835
1 5
JACK LINGO REALTOR- Rehoboth Rentals
Vibha Vij : 5 on 7/31/2026 12:02 am
We had an outstanding experience working with Molly Bayard at Jack Lingo Realty. From the very beginning, Molly was knowledgeable, responsive, patient, and truly dedicated to helping us find the perfect beach home in Rehoboth.

She took the time to understand exactly what we were looking for, guided us through every step of the process, and made what could have been a stressful experience feel smooth and enjoyable. Her knowledge of the Rehoboth market, attention to detail, and genuine care for her clients really set her apart.

Thanks to Molly, we found a beautiful beach home that we absolutely love. We couldn’t be happier with our experience and highly recommend her to anyone looking to buy or sell a home in the area. Thank you, Molly, for helping make our dream of owning a beach home a reality! We wish you best of luck with your future endeavors!
5 5
JACK LINGO REALTOR- Rehoboth Rentals