Rehoboth ranked No. 2 for Happiest Seaside Town

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Residential
$519,900 4 bed • 3 bath

26468 E Old Gate Dr, Millsboro, DE

MLS Desu2105054

Residential
$575,000 4 bed • 2 bath • 1 hf ba

36451 Dog Leg Ct, Frankford, DE

MLS Desu2107086

Residential
$657,400 3 bed • 2 bath

21804 Eastbridge Loop, Lewes, DE

MLS Desu2007302

Residential
$665,999 2 bed • 1 bath

25 Collins Ave #3a, Dewey Beach, DE

MLS Desu2097756

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

52 Henlopen Ave, Rehoboth Beach, DE

MLS Desu2098434

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

Starting at
$2,480.00/week

33521 SCHOONER DRIVE

Surrounding Rehoboth and Dewey

COMMUNITY POOL!

Book Now!

69F5FC34-34D5-4DFC-902C-5A85E78E3C6F Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$350.00/day

33476 CENTRAL AVENUE-LOBLOLLY COVE

Surrounding Bethany Area

Ask about renting additional 2 bedroom unit on property!

Book Now!

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

Starting at
$285.00/day

25 PORT ROYAL ROAD

Ocean View

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

Starting at
$1,100.00/week

20013 NEWRY DRIVE #10

Surrounding Rehoboth and Dewey

BEAUTIFUL CONDO!

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vieweh517 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$715.00/week

517 EDGEWATER HOUSE

North Rehoboth Beach

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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

Surrounding Bethany Area

Ask about renting additional 5 bedroom unit on property!

Book Now!

IMG_3398 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$1,670.00/week

20253 SIMONTON COURT

Surrounding Rehoboth and Dewey

Book Now!

4738FE53-300B-4A68-815D-3F45166CD720 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$3,000.00/week

6 SEA WINDS

Dewey Beach

OCEAN FRONT TOWNHOUSE!

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20230527_094026 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$2,880.00/week

7A DICKINSON AVENUE

Dewey Beach

Book Now!

Starting at
$1,900.00/week

20637 DAISEY ROAD

Surrounding Rehoboth and Dewey

FRIDAY TO FRIDAY RENTAL!

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IMG_1267 Rehoboth ranked No. 2 for Happiest Seaside Town - Jack Lingo REALTOR

Starting at
$4,000.00/week

18 VIRGINIA AVENUE

North Rehoboth Beach

Book Now!

Starting at
$2,700.00/week

16 Pilot Point

Lewes Beach

Book Now!

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

106 Cambridge Way, Rehoboth Beach, DE

MLS Desu2112146

Residential
$695,000 4 bed • 4 bath • 1 hf ba

17804 Seashore Dr, Lewes, DE

MLS Desu2112206

Residential
$575,000 3 bed • 2 bath

118 Chesapeake Dr, Rehoboth Beach, DE

MLS Desu2112470

Residential
$559,000 3 bed • 3 bath

4100 Sand Piper Dr #4119, Rehoboth Beach, DE

MLS Desu2111858

Residential
$1,575,000 4 bed • 4 bath

38312 James A St, Rehoboth Beach, DE

MLS Desu2112286

Residential Lease
$2,150 3 bed • 2 bath

17432 Slipper Shell Way, Lewes, DE

Sold 06/01/2026

Residential
$915,000 4 bed • 3 bath • 1 hf ba

27 Fogland Ln, Ocean View, DE

Sold 05/28/2026

Residential
$4,550,000 7 bed • 8 bath • 1 hf ba

32 Eleanor Lee Ln E, Rehoboth Beach, DE

Sold 05/28/2026

Residential
$290,000 2 bed • 2 bath

24238 Zinfandel Lane #r404, Lewes, DE

Sold 05/27/2026

Residential Lease
$2,100 3 bed • 2 bath • 1 hf ba

25835 Teal Ct, Millsboro, DE

Sold 05/27/2026

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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Everyone one at Jack Lingo was polite and had answers when I called. Thank you.Satisfied Client

Our stay was wonderful. We love the house and the neighborhood. I recommend you to all my friends. Looking forward to next year!Satisfied Client

I appreciate the great service.Satisfied Client

...Thank you so very much! We have been so very happy with your company (and the cleaners) in all respects.
Warmly,Satisfied Client

We have been renting our beach week vacation through Jack Lingo Realtor for 6 years. The check-in process is smooth and easy. The couple of times we have had issues they have always responded promptly.Google Review

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