Latest Listings

We are now accepting 2026 off-season and summer vacation rental reservations! Contact us today for more information.

Availability and pricing will vary.

Featured Homes
Featured Rentals
New Listings
Open Houses
Just Closed

Residential
$479,500 4 bed • 3 bath

18526 Cool Spring Rd, Milton, DE

MLS Desu2100946

Residential
$3,995,000 5 bed • 5 bath • 1 hf ba

52 Henlopen Ave, Rehoboth Beach, DE

MLS Desu2098434

Residential
$4,500,000 3 bed • 4 bath • 1 hf ba

19 Palmer Ave, Rehoboth Beach, DE

MLS Desu2101376

Residential
$1,499,900 5 bed • 4 bath

901 Savannah Rd, Lewes, DE

MLS Desu2104442

Residential
$837,680 4 bed • 2 bath • 1 hf ba

Pcl 33 N Dupont Hwy, Georgetown, DE

MLS Desu2090840

FRONT+2 Latest Listings - Jack Lingo REALTOR

Starting at
$285.00/day

25 PORT ROYAL ROAD

Ocean View

Book Now!

252415A7-EF7A-4A96-8A44-56E09B1E1E04_1_201_a Latest Listings - Jack Lingo REALTOR

Starting at
$200.00/day

CENTRAL AVENUE 33476 PINE BAY COTTAGE

Surrounding Bethany Area

Ask about renting additional 5 bedroom unit on property!

Book Now!

IMG_0565 Latest Listings - Jack Lingo REALTOR

Starting at
$2,850.00/week

506 SCARBOROUGH AVENUE

South Rehoboth Beach

Book Now!

100collins_aerial Latest Listings - Jack Lingo REALTOR

Starting at
$765.00/week

207 MARINA VIEW

Dewey Beach

Book Now!

IMG_4350 Latest Listings - Jack Lingo REALTOR

Starting at
$3,200.00/week

45 BROOKLYN AVENUE

South Rehoboth Beach

PHOTOS COMING SOON! UNDER RENOVATIONS!

Book Now!

beach Latest Listings - Jack Lingo REALTOR

Starting at
$3,500.00/week

111 CAROLINA STREET

Rehoboth By The Sea Beach

PHOTOS COMING SOON!

Book Now!

Starting at
$1,200.00/week

401 THE CREST

North Rehoboth Beach

Book Now!

img_5396 Latest Listings - Jack Lingo REALTOR

Starting at
$1,750.00/week

37498 KAITLYN DRIVE #25

Surrounding Rehoboth and Dewey

COMMUNITY POOL!

Book Now!

34843+Pinehurst+Main+Living+3 Latest Listings - Jack Lingo REALTOR

Starting at
$1,000.00/week

34843 Pinehurst Way

Lewes

Book Now!

24888_pix1 Latest Listings - Jack Lingo REALTOR

Starting at
$3,100.00/week

7 Pilot Point

Lewes Beach

Book Now!

Starting at
$1,800.00/week

37 Pilot Point

Lewes Beach

Book Now!

044_img_9435_23 Latest Listings - Jack Lingo REALTOR

Starting at
$3,260.00/week

19 MARYLAND AVENUE

North Rehoboth Beach

BEAUTIFULLY RENOVATED OCEAN BLOCK COTTAGE!

Book Now!

Residential
$3,995,000 5 bed • 3 bath • 1 hf ba

69 Henlopen Ave, Rehoboth Beach, DE

MLS Desu2106036

Residential
$1,065,000 4 bed • 3 bath

18365 Highwood Dr, Rehoboth Beach, DE

MLS Desu2105840

Residential
$675,000 3 bed • 2 bath

21153 Conti St, Lewes, DE

MLS Desu2105858

Residential
$555,000 3 bed • 2 bath

5 Radcliffe Dr, Rehoboth Beach, DE

MLS Desu2105820

Residential
$1,499,900 5 bed • 4 bath

901 Savannah Rd, Lewes, DE

MLS Desu2104442

Residential
$950,000 5 bed • 2 bath • 1 hf ba

4 S Lake Ter, Rehoboth Beach, DE

Sold 02/27/2026

Residential
$620,000 3 bed • 2 bath • 1 hf ba

107 Carter Way, Lewes, DE

Sold 02/27/2026

Residential
$620,000 4 bed • 3 bath • 1 hf ba

20291 Flagler Ct, Rehoboth Beach, DE

Sold 02/27/2026

Residential
$395,000 4 bed • 3 bath • 1 hf ba

11 John Hall Dr, Ocean View, DE

Sold 02/27/2026

Residential Lease
$2,600 4 bed • 2 bath • 1 hf ba

31088 Clearwater Dr, Lewes, DE

Sold 02/26/2026

Residential
$495,000 4 bed • 3 bath • 1 hf ba

21022 Wavecrest Ter, Lewes, DE

MLS Desu2105162

Open House
Date: 02/28/2026
12:00 PM - 02:00 PM

Additional Information: Hosted by Carrie Lingo, Associate Broker | 302-645-2207 (office) | 302-344-9188 (cell)

Residential
$739,000 3 bed • 2 bath • 1 hf ba

36447 Warwick Dr, Rehoboth Beach, DE

MLS Desu2100260

Open House
Date: 02/28/2026
01:00 PM - 03:00 PM

Additional Information: Hosted by Tiffini Anderson, REALTOR® | 302-227-3883 (office) | 703-628-6293 (cell)

Residential
$2,200,000 4 bed • 4 bath • 1 hf ba

30921 Stallion Ln, Lewes, DE

MLS Desu2100712

Open House
Date: 03/14/2026
11:00 AM - 02:00 PM

Additional Information: Hosted by Susan Mills, BROKER | 302-934-3970 (office) | 302-542-4146 (cell)

Residential
$499,900 3 bed • 2 bath • 1 hf ba

19426 Parsons Rd, Georgetown, DE

MLS Desu2105762

Open House
Date: 03/14/2026
11:00 AM - 02:00 PM

Additional Information: Hosted by Tammy Rust, REALTOR® | 302-934-3970 (office) | 443-789-1480 (cell)

Residential
$4,795,000 6 bed • 5 bath • 1 hf ba

2 Chicago St, Dewey Beach, DE

MLS Desu2077352

Open House
Date: 03/14/2026
12:00 PM - 02:00 PM

Additional Information: Hosted by Amanda Ryan, REALTOR® | 302-227-3883 (office) | 302-841-9603 (cell)

Residential
$1,220,000 4 bed • 3 bath

18116 Highwood Dr #131, Rehoboth Beach, DE

MLS Desu2101778

Open House
Date: 03/15/2026
11:00 AM - 01:00 PM

Additional Information: Hosted by Carly Meluney, REALTOR® | 302-645-2207 (office) | 215-266-6336 (cell)

Residential
$519,900 4 bed • 3 bath

26468 E Old Gate Dr, Millsboro, DE

MLS Desu2105054

Open House
Date: 03/15/2026
11:00 AM - 02:00 PM

Additional Information: Hosted by Bea Maggio, REALTOR® | 302-934-3970 (office) | 443-789-1480 (cell)

We Make Real Estate a Day at the Beach

Jack Lingo, REALTOR® is a family-owned-and-operated Delaware real estate business that focuses on representing all home buyers and sellers equally, fairly, and with the utmost integrity. Our licensed Delaware sales and rental agents are the best of the best, making us the leader in Delaware real estate sales and rentals at the beach. Our highly qualified agents are eager to assist you with the purchase of residential or commercial land in Delaware and look forward to helping you find the perfect Rehoboth Beach, Dewey Beach, or Lewes vacation home. Feel free to visit any of our open houses in Rehoboth Beach, Dewey Beach, Lewes, Bethany Beach, Millsboro, or the rest of Sussex County. Browse our listings now!

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JUST MINUTES TO

DOWNTOWN LEWES & THE BEACHES

Contact our Lewes office today!

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Your staff at check-in and drop-off was very organized and made everything seamless. What seemed like it was going to be a long wait at check-in went super quick, which was a plus!Satisfied Client

I want to thank you for finding us a great rental when Beach Haven was unavailable. We absolutely love it and are anxious to book again for next year. Thanks again for all your help!Satisfied Client

We greatly enjoyed our vacation, the house was great, the linen package was a great service, and you and your company were very responsive.Satisfied Client

This was our second rental with Jack Lingo in Rehoboth Beach. The house was beautiful and clean and the realtor was in constant communication throughout the process to make it smooth and easy renting process.Google Review

I can’t thank you enough for saving my family’s vacation. Your prompt attention and kindness is most appreciated.
Thank you,Satisfied Client

Testimonials

The Best Beach Vacation Rentals

On behalf of Jack Lingo, REALTOR'S® entire rental team, thank you for your interest in staying with us during your 2025 visit to Southern Delaware. With offices located in Rehoboth Beach, Lewes, and Millsboro, Delaware, you have plenty of excellent options from which to choose when searching for a vacation home.

We are proud of our rental team's consistent dedication to customer service. It is this pride that has helped us to remain the most trusted professionals in Coastal Delaware real estate rentals for over 50 years. From inland bay cottages to oceanfront homes and condos, we boast an abundance of vacation properties to suit your needs.

We Make Real Estate a Day at the Beach

Featured Agent

Greg Wood

The Best Beach Vacation Rentals

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