Rehoboth ranked No. 2 for Happiest Seaside Town

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Residential
$595,000 3 bed • 2 bath

10790 Heritage Rd., Lincoln, DE

MLS Desu2069060

Residential
$4,399,000 5 bed • 5 bath • 1 hf ba

3 Laurel St, Rehoboth Beach, DE

MLS Desu2087390

Residential
$179,900 3 bed • 2 bath

25808 Hallmark St, Millsboro, DE

MLS Desu2099710

Residential
$250,000 3 bed • 1 bath

315 Coulter St, Milton, DE

MLS Desu2101674

Residential
$2,300,000 4 bed • 2 bath • 1 hf ba

19 Brooklyn Ave, Rehoboth Beach, DE

MLS Desu2096264

IMG_1764 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$7,500.00/week

10 NEW CASTLE STREET

South Rehoboth Beach

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1+2022.7+J+VidalSee+Glass+39.best+Coverjpg+J Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$5,760.00/week

17 HARBOR ROAD

North Shores Beach

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IMG_2662 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$2,100.00/week

309 STOCKLEY STREET

South Rehoboth Beach

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IMG_5642 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$225.00/day

30384 CROWLEY DRIVE #611

Ocean View

FLEXIBLE CHECKIN DATE!

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252415A7-EF7A-4A96-8A44-56E09B1E1E04_1_201_a Rehoboth ranked No. 2 for Happiest Seaside Town - 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!

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exterior+2 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$2,450.00/week

14 Texas Avenue

Lewes Beach

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151533_pix1.jpeg Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$5,000.00/week

208 W Third Street

In-Town Lewes

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006_dji_20250301113308_0004_d_with_star_578 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$7,000.00/week

23 PEPPER AVENUE

Indian Beach

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IMG_4339 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$3,600.00/week

309 SCARBOROUGH AVENUE

South Rehoboth Beach

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001_img_9401_67 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$3,600.00/week

72 COLUMBIA AVENUE

The Pines Beach

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IMG_9069 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$1,160.00/week

6202 SANDY BOTTOM CIRCLE 19999

Surrounding Rehoboth and Dewey

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Wilmington_Pool Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$1,675.00/week

50 WILMINGTON AVENUE #106

South Rehoboth Beach

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Residential
$389,000 3 bed • 2 bath

17432 Slipper Shell Way #22, Lewes, DE

MLS Desu2101110

Residential
$90,000 3 bed • 2 bath

21720 B St, Rehoboth Beach, DE

MLS Desu2101746

Residential
$3,699,999 6 bed • 4 bath • 1 hf ba

35 Maryland Ave, Rehoboth Beach, DE

MLS Desu2101012

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

30921 Stallion Ln, Lewes, DE

MLS Desu2100712

Residential
$865,000 5 bed • 3 bath • 1 hf ba

27 Bridle Ridge Cir, Lewes, DE

MLS Desu2100572

Residential
$4,850,000 4 bed • 3 bath • 1 hf ba

1 New Castle St, Rehoboth Beach, DE

Sold 12/16/2025

Land
$70,000

28046 Layton Davis Rd, Millsboro, DE

Sold 12/15/2025

Residential
$335,000 3 bed • 3 bath • 1 hf ba

30043 Plantation Dr, Millsboro, DE

Sold 12/15/2025

Residential
$1,020,803 4 bed • 4 bath • 1 hf ba

21863 Eastbridge Loop, Lewes, DE

Sold 12/15/2025

Residential
$1,124,386 5 bed • 4 bath • 1 hf ba

21860 Eastbridge Loop, Lewes, DE

Sold 12/12/2025

No listings found.

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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Thank you for making check-in and check-out process easy and organized!Satisfied Client

THANK YOU and all the Lingo rental staff for all you do to rent our home, keep the tenants happy, and our house in great shape. You do a terrific job managing our rentals. All the best wishes for a wonderful summer!Satisfied Client

In Rehoboth there is Jack Lingo…and then there is everyone else!Satisfied Client

It’s great working w/all of you at Jack Lingo. You made our first full season with the beach house easy. Looking forward to another great year this year!Satisfied Client

BTW I wanted to thank you and your team for all of the rentals this summer. Great job! CheersSatisfied Client

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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