Location

Dates

Guests

Vacation rentals in Dewey Beach, Delaware, United States

Bright and Inviting Sunroom Retreat

Steps from the Rehoboth Bay

Bright Bay-View Sunroom Retreat and/or Office

Bright and Airy Living Room opens to Deck

Spacious Pet-Friendly 4BR/4BA, Bay Views Sleeps 10

4 bedrooms·4 baths

Dewey Beach • Delaware

5(4 reviews)

$1,185.00 USD total for 3 nights

Oct 25 – 28, 2026

Walk to Beach! Spacious, Unique & Fun for All. Quiet Area with tons of space.

HUGE Sideyard on OVERSIZED LOT. Allows for plenty of outdoor living space.

Great Room Living room area with built in sofa. Main Entrance of Home.

Thermodor Gas Range. Windows to Private Side Screened Porch.

"Penthouse" Living room on 3rd Floor. TV, Sonos and Double Bed in this area.

Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!

8 bedrooms·7 baths

Dewey Beach • Delaware

5(51 reviews)

$12,795.30 USD total for 3 nights

Oct 23 – 26, 2026

Welcome to this warm and cheery open floor plan! 1 block from the beach!

Beach Block, The Best Views in all the action! image 2

Beach Block, The Best Views in all the action! image 3

Beach Block, The Best Views in all the action! image 4

Beach Block, The Best Views in all the action! image 5

Beach Block, The Best Views in all the action!

4 bedrooms·3 baths

Dewey Beach • Delaware

$1,952.00 USD total for 3 nights

Oct 23 – 26, 2026

Light-filled sitting area.

Comfy couch, pulls out into a queen-sized bed that sleeps two.

King-size bed (super comfortable) in sunny, relaxing bedroom.

The condo is on the first floor, with a small deck outside and three steps up to entry door.

Enjoy your coffee on the front porch!

Sweet getaway - beach block, Dewey Beach, Delaware

1 bedroom·1 bath

Dewey Beach • Delaware

4.97(330 reviews)

$666.71 USD total for 3 nights

Oct 24 – 27, 2026

Living Room with Pull Out Queen Sofa Bed

Spring Lake Escape-dog friendly, monthly available image 2

Spring Lake Escape-dog friendly, monthly available image 3

Spring Lake Escape-dog friendly, monthly available image 4

Spring Lake Escape-dog friendly, monthly available image 5

Spring Lake Escape-dog friendly, monthly available

1 bedroom·1 bath

Dewey Beach • Delaware

5(18 reviews)

$686.77 USD total for 3 nights

Oct 23 – 26, 2026

Dew Be Salty- Lux Pond View beach condo w/ Pool

Dew Be Salty- Lux Pond View beach condo w/ Pool

Dew Be Salty- Lux Pond View beach condo w/ Pool

Dew Be Salty- Lux Pond View beach condo w/ Pool

Dew Be Salty- Lux Pond View beach condo w/ Pool

Dew Be Salty- Lux Pond View beach condo w/ Pool

1 bedroom·1½ baths

Rehoboth Beach • Delaware

5(90 reviews)

$797.00 USD total for 3 nights

Oct 23 – 26, 2026

Spring Lake Dog Friendly Between Rehoboth & Dewey image 13

Spring Lake Dog Friendly Between Rehoboth & Dewey image 2

Spring Lake Dog Friendly Between Rehoboth & Dewey image 1

Spring Lake Dog Friendly Between Rehoboth & Dewey image 4

Spring Lake Dog Friendly Between Rehoboth & Dewey image 6

Dog Friendly Between Rehoboth & Dewey, Spring Lake

1 bedroom·1½ baths

Dewey Beach • Delaware

5(5 reviews)

$1,050.00 USD total for 3 nights

Oct 23 – 26, 2026

Mariner's Court - Spacious ocean block condominium just steps to the boardwalk and beach. Building amenities include large pool, elevator, Bellman's cart, building-wide wifi, outdoor shower, and picnic area with grills.

Large sectional sofa with pullout queen sleep sofa

Sectional sofa , large flat screen tv, game table/ work space

Large flat screen tv, w/ combo dvd, vhs player

Game table/ work space/ puzzle table

Spacious Ocean Block Condo - steps to the beach!

3 bedrooms·2 baths

Rehoboth Beach • Delaware

5(31 reviews)

$4,077.50 USD total for 7 nights

Oct 23 – 30, 2026

Living room, community pool open Memorial Day weekend to mid-September.

Kitchen and breakfast bar.

Community swimming pool with bathrooms and shower

Walnut dining table with seating for 8.

Dining area, and kitchen with seating at counter.

POOL, 2 Kings, 1 Queen, 3 Twins, 4BR/3.5Bath

4 bedrooms·3½ baths

Rehoboth Beach • Delaware

5(113 reviews)

$954.38 USD total for 3 nights

Oct 26 – 29, 2026

Mariner's Court -

Popular ocean block condominium w/ ocean and pool views and just steps to the boardwalk and beach.

Building amenities include large pool, elevator, Bellman's cart, building-wide wifi, outdoor shower, and picnic area with grills.

Living room with pullout queen bed

Books, cd player, radio on boat shelf

Rehoboth Beach Condo w/ Ocean views!

Rehoboth Beach Condo w/ Ocean views!

3 bedrooms·2 baths

Rehoboth Beach • Delaware

5(26 reviews)

$1,837.50 USD total for 3 nights

Oct 23 – 26, 2026

View of pool from deck

Pool view from yard

3rd floor pool view

Night view of pool

Sapphire Coastal Chateau

8 bedrooms·7½ baths

Rehoboth Beach • Delaware

$6,270.00 USD total for 4 nights

Oct 23 – 27, 2026

The Sea Glass Waterfront Pvt Pool ~ Book a Memory!

The Pristine Beach of North Shores one of the World's most Beautiful Beaches

The Sea Glass Waterfront Pvt Pool ~ Book a Memory!

The Sea Glass Waterfront Pvt Pool ~ Book a Memory!

The waterfront of The Sea Glass

The Sea Glass Waterfront Pvt Pool ~ Book a Memory!

7 bedrooms·5½ baths

Rehoboth Beach • Delaware

4.97(33 reviews)

$4,987.55 USD $4,109.75 USD total for 4 nights

Oct 23 – 27, 2026

Spacious Private 2BR/2BA | Pool | Garage | Central

Spacious Private 2BR/2BA | Pool | Garage | Central

Spacious Private 2BR/2BA | Pool | Garage | Central

Spacious Private 2BR/2BA | Pool | Garage | Central

Spacious Private 2BR/2BA | Pool | Garage | Central

Spacious Private 2BR/2BA | Pool | Garage | Central

2 bedrooms·2 baths

Rehoboth Beach • Delaware

$577.41 USD total for 3 nights

Oct 24 – 27, 2026

Beach Perfect Getaway: 2-Bedroom Apartment

Beach Perfect Getaway: 2-Bedroom Apartment

Beach Perfect Getaway: 2-Bedroom Apartment

Beach Perfect Getaway: 2-Bedroom Apartment

Beach Perfect Getaway: 2-Bedroom Apartment

Beach Perfect Getaway: 2-Bedroom Apartment

2 bedrooms·2 baths

Rehoboth Beach • Delaware

4.94(105 reviews)

$466.45 USD total for 3 nights

Oct 23 – 26, 2026

Family perfect getaway 2 bedroom apartment

Family perfect getaway 2 bedroom apartment

Family perfect getaway 2 bedroom apartment

Family perfect getaway 2 bedroom apartment

Family perfect getaway 2 bedroom apartment

Family perfect getaway 2 bedroom apartment

2 bedrooms·2 baths

Rehoboth Beach • Delaware

5(26 reviews)

$479.25 USD total for 3 nights

Oct 23 – 26, 2026

3br/2ba | amazing outdoors | close to everything

3br/2ba | amazing outdoors | close to everything

3br/2ba | amazing outdoors | close to everything

3br/2ba | amazing outdoors | close to everything

3br/2ba | amazing outdoors | close to everything

3br/2ba | amazing outdoors | close to everything

3 bedrooms·2 baths

Rehoboth Beach • Delaware

5(3 reviews)

$520.98 USD total for 3 nights

Oct 23 – 26, 2026

Dining Table for Four

Bedroom 2 (King Bed)

Bedroom 1 (Queen Bed)

Chic Beach Condo | Near Rehoboth & Lewes Beaches

2 bedrooms·2 baths

Rehoboth Beach • Delaware

4.87(495 reviews)

$459.80 USD total for 3 nights

Oct 25 – 28, 2026

Chic-ish Shack at Angola By the Bay

Chic-ish Shack at Angola By the Bay

Chic-ish Shack at Angola By the Bay

Chic-ish Shack at Angola By the Bay

Chic-ish Shack at Angola By the Bay

Chic-ish Shack at Angola By the Bay

3 bedrooms·2 baths

Lewes • Delaware

$855.00 USD total for 3 nights

Jan 6 – 9, 2027

Living Room at Entry

Living Room with Couch & 2 La-Z-Boy Recliners

Living Room with Couch & 2 La-Z-Boy Recliners

Living Room with Couch & 2 La-Z-Boy Recliners

Cabana Beach Condo at The Villages of Five Points

2 bedrooms·2 baths

Lewes • Delaware

5(85 reviews)

$1,103.25 USD $1,005.86 USD total for 7 nights

Oct 27 – Nov 3, 2026

Bleu Ocean Sunrise

View from 3rd floor rear deck off master

Master Deck Views

Beach Access about 250 yards to beach

Bleu Ocean Sunrise

8 bedrooms·6 baths

Bethany Beach • Delaware

$4,702.50 USD total for 3 nights

Oct 23 – 26, 2026

4-bedroom townhome at the Peninsula

4-bedroom townhome at the Peninsula

4-bedroom townhome at the Peninsula

4-bedroom townhome at the Peninsula

4-bedroom townhome at the Peninsula

4-bedroom townhome at the Peninsula

4 bedrooms·3½ baths

Millsboro • Delaware

5(1 review)

$3,256.00 USD total for 7 nights

Oct 23 – 30, 2026

50 Steps to Beach! Rooftop Lounge! Modern Coastal Vibes!

Another view of the half bathroom

Stylish coastal living room to relax in after a day at the beach!

Shared full bathroom for both bedrooms on the 3rd floor.

Beach gear & toys/games for guest use!

50 Steps to Beach! Rooftop Lounge! Modern Coastal Vibes!

3 bedrooms·2½ baths

Bethany Beach • Delaware

$1,462.78 USD total for 4 nights

Oct 23 – 27, 2026

Our Shorebird Way

Our Shorebird Way

Our Shorebird Way

Queen bedroom with 32" smart tv

Our Shorebird Way

4 bedrooms·2 baths

Millsboro • Delaware

$1,321.25 USD total for 3 nights

Oct 23 – 26, 2026

Cozy living room perfect for relaxing after a long day on the sand

4bd Cottage 2mi to Beach Bikes+Chairs included image 2

Great spot to rock and unwind as the sun goes down while the bikes and cars go by.

Parking for up to 4 cars

Dinner table seats 6

4bd Cottage 2mi to Beach Bikes+Chairs included

4 bedrooms·2 baths

Ocean View • Delaware

5(20 reviews)

$1,100.00 USD $1,055.00 USD total for 3 nights

Oct 23 – 26, 2026