Dewey Beach Rentals
From $347 per night (USD)VRBO
Upscale condo in heart of Dewey with pool & AC - walk to beach, bay & hot spots
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Town of Dewey Beach - 1609 Coastal Hwy, The Opal #306S The Space: This modern condo is steps from the bay, ...
From $347 per night (USD)VRBO
From $835 per night (USD)Expedia
Charming & bright beach getaway with generous patio & yard- near golf & shore
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Town of Dewey Beach - 104 Jersey St The Space: This magnificent, single-level home, boasting lush green sp ...
From $835 per night (USD)Expedia
From $786 per night (USD)VRBO
OCEANBLOCK! LINENS INCLUDED!! ONE OF THE ORIGINAL DEWEY BEACH COTTAGES! LOFT AREA!!! DEWEY'S OLDEST HOME - RECENTLY RENOVATED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 13
OCEANBLOCK! ***ONE OF THE ORIGINAL DEWEY BEACH COTTAGES! ***FEATURING A SPACIOUS LOFT AREA WITH SLEEPING ACCOMMODATIONS* ...
From $786 per night (USD)VRBO
From $1068 per night (USD)Expedia
Pet friendly & private pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 110 Carolina Street, a charming, DOG FRIENDLY coastal cottage located in the coveted Rehoboth by the Sea neig ...
From $1068 per night (USD)Expedia
From $385 per night (USD)VRBO
Dewey No. 4 at the Shore Beach Block
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
New 2026- Get ready to relax and unwind in this inviting, 2 bedroom, best-loved beach condo, just steps away from the s ...
From $385 per night (USD)VRBO
From $494 per night (USD)VRBO
Lakefront on Chesapeake in North Dewey
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa del Sol – Coming Soon Coming Soon to Luxury Villas by the Sea! Nestled along the peaceful shores of Silver Lake ...
From $494 per night (USD)VRBO
From $508 per night (USD)VRBO
\"Sunset Sands\" 2 BR Condo in Dewey Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Sunset Sands” in The Residences at Lighthouse Cove, #358! Where luxury meets the bay at this spacious and sp ...
From $508 per night (USD)VRBO
From $1309 per night (USD)VRBO
Luxury Ocean-Block Villa | Pool + Pet Friendly
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Villa Carolina, an exceptional luxury beach retreat in the prestigious Rehoboth by the Sea community of North ...
From $1309 per night (USD)VRBO
From $264 per night (USD)VRBO
70 Steps to the Sand • 2BR/1BA • 2 Balconies • Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Surfrider H is a charming 2-bedroom, 1-bath townhome offering more than 1100 sq ft of living space, just 70 steps from D ...
From $264 per night (USD)VRBO
From $329 per night (USD)Expedia
Surfrider F — 70 Steps to the Sand • 3BR/2BA • 2 Balconies • Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay just 70 steps from Dewey’s well-guarded beach in this bright and spacious 3-bedroom, 2-bath townhome located in the ...
From $329 per night (USD)Expedia
From $426 per night (USD)VRBO
NEW TO VRBO-STYLISH DIGS-4 BR-3,5 BA-ELEVATOR-109 Houston, STEPS TO DEWEY BCH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NEW TO THE MARKET! MINI-WEEKS AVAILABLE ALL SUMMER! Enjoy INTRODUCTORY PRICING for the 2026 Season. ONE BLOCK TO THE O ...
From $426 per night (USD)VRBO
From $891 per night (USD)VRBO
Keys Cottage - Steps to the Beach, Rooftop, Firepit
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Enjoy the best of Dewey Beach at this spacious coastal getaway just steps from the sand! Located steps from the beach, y ...
From $891 per night (USD)VRBO
From $451 per night (USD)VRBO
Town of Dewey Beach - 103 New Orleans St Unit B
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The Space: Welcome to your Dewey Beach getaway! This charming apartment at 103 New Orleans St offers a perfect blend of ...
From $451 per night (USD)VRBO
From $1305 per night (USD)Expedia
Spacious Beach Retreat, Walk to Dewey Beach, Sleeps 14, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Bring the whole family—and your four-legged friends—to this spacious coastal getaway in the sought-after location commun ...
From $1305 per night (USD)Expedia
From $1484 per night (USD)VRBO
Dewey-New- Completely Renovated-1 Block to Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Heart of Dewey Beach, this coastal retreat is the perfect getaway for families and groups—sleeping up to 12 guests. Ste ...
From $1484 per night (USD)VRBO
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NEW LISTING! Rehoboth by the Sea - Ocean Block - 19 Cullen St
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW LISTING! "THE BEACHHOUSE" - Ocean Block Charm in this Updated Mid-Century Modern Beach House! A beloved family retr ...
Click For PricingExpedia
From $657 per night (USD)VRBO
Baystrand II in Dewey Beach walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Space: Experience the best of Dewey Beach from this beautifully located coastal retreat. Just two blocks from the A ...
From $657 per night (USD)VRBO
From $371 per night (USD)Expedia
Dewey, Spacious Pet-Friendly 4BR/4BA, Bay Views, 1 Block to Beach, Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Relax, Unwind & Enjoy the Best of Dewey Beach. Walk to everything! Welcome to your ideal Dewey Beach getaway! This spac ...
From $371 per night (USD)Expedia
From $443 per night (USD)VRBO
SWEET 3 BR, DOG-FRIENDLY COTTAGE IN OCEAN BLOCK DEWEY - 24 West St.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
NEW TO THE MARKET, so the calendar is wide open for you! SALT AIR, SANDY FEET & PAWS! You'll love this classic 3BR, do ...
From $443 per night (USD)VRBO
From $842 per night (USD)Expedia
Dewey Beach - 18 Chicago St
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Space: Escape to the charm of Dewey Beach at this private ocean-block cottage on quiet Chicago Street. Enjoy the en ...
From $842 per night (USD)Expedia
From $514 per night (USD)VRBO
Ocean Five Getaway, Walk to the Beach, located in Dewey
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Ocean Block getaway just steps from the sand in the heart of Dewey Beach! This spacious home is perfect for families and ...
From $514 per night (USD)VRBO
From $479 per night (USD)Expedia
Exceptional Dewey Beach Stay Central Location Near Ocean & Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to your classic Dewey Beach cottage escape — where salty air, flip-flops, and laid-back beach days set the tone. ...
From $479 per night (USD)Expedia
From $812 per night (USD)VRBO
BRAND NEW IN DEWEY BEACH- 6 BR, 6 BA -SLEEPS 13 - 104 BUENA ST.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
NEW LISTING! BRAND NEW HOME WITH ROOFTOP RETREAT IS STEPS TO THE BEACH IN DEWEY BEACH! Be the very first guests to sta ...
From $812 per night (USD)VRBO
From $871 per night (USD)VRBO
* NEW * Charming Coastal Cottage with Private Saltwater Pool – walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Salty Toes Bungalow, brought to you by Dewey Beach Luxury Rentals. Indulge in elevated coastal living in thi ...
From $871 per night (USD)VRBO
From $695 per night (USD)VRBO
15B Clayton- Remodeled Ocean Block Townhome in Dewey Beach – Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
15B Clayton St. - Professionally Managed by Coldwell Banker Premier. Welcome to your perfect Dewey Beach vacation rental ...
From $695 per night (USD)VRBO
From $535 per night (USD)VRBO
Ocean-Block Pet Friendly Dewey Beach Retreat - Beach Days and Porch Nights!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Ocean-Block Pet Friendly Dewey Beach Retreat - Beach Days and Porch Nights! Wake up just steps from the sand in this sp ...
From $535 per night (USD)VRBO
From $443 per night (USD)VRBO
4BR 2 blocks to Beach! Close to all the Dewey fun!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Delightful single-level home with grill & outdoor seating, newly renovated, and open kitchen/dining room, plus ...
From $443 per night (USD)VRBO