Dewey Beach Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Dewey Beach holiday rentals

Fridge, microwave, oven, stovetop
Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (187)
"We had a great return visit to this little cottage. My whole family enjoyed the location very much. Easy walk to the beach and to town. Everything was clean and the new outdoor shower was lovely. "
United States
Jessica B.
The price is HK$1,944
HK$4,128 total
includes taxes & fees
28 Dec - 29 Dec
Ocean Block Dewey Beach and Pet Friendly!
Terrace/patio
Dog-friendly Vintage Dewey Beach Cottage - just 110 steps from beach!

Dog-friendly Vintage Dewey Beach Cottage - just 110 steps from beach!

Dog-friendly Vintage Dewey Beach Cottage - just 110 steps from beach!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (61)
"Great place right off the beach. "
United States
David R.
The price is HK$1,715
HK$4,160 total
includes taxes & fees
5 Jan - 6 Jan 2026
Dog-friendly Vintage Dewey Beach Cottage - just 110 steps from beach!
Fridge, microwave, oven, stovetop
Modern Condo On Beach Block in Dewey Beach

Modern Condo On Beach Block in Dewey Beach

Modern Condo On Beach Block in Dewey Beach
Dewey Beach
9.4 out of 10, Exceptional, (9)
"Great apartment for a big family, walking distance to everything Dewey has to offer. Would definitely stay again!"
United States
Nicolas M.
The price is HK$1,743
HK$3,314 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Condo On Beach Block in Dewey Beach
On the beach, sun-loungers
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
Rehoboth by the Sea
9.6 out of 10, Exceptional, (112)
"This place is an absolute gem. The property is homey and the location couldn’t be any better. The host was incredibly responsive and helpful. "
United States
Marjee O.
The price is HK$2,333
HK$5,201 total
includes taxes & fees
2 Jan - 3 Jan 2026
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
Fridge, microwave, oven, stovetop
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Rehoboth by the Sea
10.0 out of 10, Exceptional, (72)
"An amazing get away!"
United States
Ann-Margaret D.
The price is HK$2,527
HK$5,184 total
includes taxes & fees
2 Jan - 3 Jan 2026
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Pool
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Selbyville
9.2 out of 10, Wonderful, (118)
"Plenty of room, and everything you need for a few nights."
United States
Michael A.
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Outdoor pool, a heated pool
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is HK$980
HK$2,400 total
includes taxes & fees
28 Dec - 29 Dec
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Sun deck
The Sandpiper Beach Club

The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (397)
"Excellent staffing, maintenance, off street parking, views. "
United States
Francis
The price is HK$1,322
HK$1,667 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Sandpiper Beach Club
Exterior
2nd Story Apt: King/Full/Twin in Historic 1876 Lank House, walk to Dogfish Head!

2nd Story Apt: King/Full/Twin in Historic 1876 Lank House, walk to Dogfish Head!

2nd Story Apt: King/Full/Twin in Historic 1876 Lank House, walk to Dogfish Head!
2.0 star property
Milton
The price is HK$460
HK$908 total
includes taxes & fees
5 Jan - 6 Jan 2026
2nd Story Apt: King/Full/Twin in Historic 1876 Lank House, walk to Dogfish Head!
Beach nearby
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is HK$583
HK$2,855 total
includes taxes & fees
26 Jan - 27 Jan 2026
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Exterior
Elegant 3-Bedroom Condo in Lewes with Pond Views

Elegant 3-Bedroom Condo in Lewes with Pond Views

Elegant 3-Bedroom Condo in Lewes with Pond Views
Plantations East
9.8 out of 10, Exceptional, (21)
"Amazing location!!!!"
United States
Tania W.
Elegant 3-Bedroom Condo in Lewes with Pond Views
Property grounds
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
The price is HK$762
HK$3,418 total
includes taxes & fees
3 Jan - 4 Jan 2026
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
Outdoor pool
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (47)
"Very thoughtful and hospitable hosts. We had a lovely time!"
United States
Eve S.
The price is HK$700
HK$1,524 total
includes taxes & fees
5 Jan - 6 Jan 2026
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Outdoor dining
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
North Ocean City
10.0 out of 10, Exceptional, (18)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
The price is HK$718
HK$1,958 total
includes taxes & fees
29 Dec - 30 Dec
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
Property grounds
Cozy Lil' Charmer Near Bethany Beach 1-bedroom apartment with AC

Cozy Lil' Charmer Near Bethany Beach 1-bedroom apartment with AC

Cozy Lil' Charmer Near Bethany Beach 1-bedroom apartment with AC
2.0 star property
Millville
The price is HK$692
HK$1,306 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy Lil' Charmer Near Bethany Beach 1-bedroom apartment with AC
Fridge, microwave, oven, stovetop
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Milton
9.8 out of 10, Exceptional, (28)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is HK$1,050
HK$2,948 total
includes taxes & fees
28 Dec - 29 Dec
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Fridge, microwave, oven, stovetop
2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (24)
"Great location for a brief trip to the beach."
United States
Kristina N.
The price is HK$373
HK$1,168 total
includes taxes & fees
28 Dec - 29 Dec
2 Bedroom Condo Henlopen Station w/ Brand New Bed
Beach nearby
Steps to the Beach : Sea Loft 103:

Steps to the Beach : Sea Loft 103:

Steps to the Beach : Sea Loft 103:
North Ocean City
10.0 out of 10, Exceptional, (3)
"Too many lockboxes and under the step was a little deceiving due to finding the key on the pole right outside the door. Otherwise this was a great place and perfect location. "
United States
Kris K.
The price is HK$808
HK$3,311 total
includes taxes & fees
28 Dec - 29 Dec
Steps to the Beach : Sea Loft 103:
Exterior detail
Historic home, great yard & Walk to Dogfish Head Brewery!

Historic home, great yard & Walk to Dogfish Head Brewery!

Historic home, great yard & Walk to Dogfish Head Brewery!
Milton
9.8 out of 10, Exceptional, (10)
"We had a great experience! It was clean, cozy, and had easy access to a number of locations. Will book again!"
United States
Jeffrey
The price is HK$497
HK$947 total
includes taxes & fees
4 Jan - 5 Jan 2026
Historic home, great yard & Walk to Dogfish Head Brewery!
Beach nearby
Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (32)
"We were very happy with our stay. "
United States
Stefanie N.
The price is HK$1,057
HK$2,614 total
includes taxes & fees
28 Dec - 29 Dec
Charming 2-Bed Condo Steps From the Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dewey Beach Hotel Reviews

Surf Club Oceanfront Hotel

Surf Club Oceanfront Hotel

10/10 Excellent
"Great ocean view and sunlight, big room, modern heating, full fridge. Upgraded at no cost. Pleasantly surprised."
Greg 2-night trip
Posted 20 hours ago
Surf Club Oceanfront Hotel

Find out more about Dewey Beach

Search for holiday rentals in Dewey Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Dewey Beach using one of the methods below:

  • View our selection of featured holiday rentals in Dewey Beach
  • Use the map to find apartments and other holiday homes in the Dewey Beach neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dewey Beach while they last

Look no further and take a look at our great range of rental properties in Dewey Beach!

Frequently asked questions

Can I find a holiday rental in Dewey Beach?

Yes, there are holiday rentals in Dewey Beach close to Dewey Beach Parasail, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Dewey Beach speak positively about the popular beaches and top-notch restaurants in this destination. Give yourself some extra time to check out the shops and bars during your trip.

What are some of the best holiday rentals that Dewey Beach has to offer?

Beach Retreat Located in the Heart of Dewey!: This highly rated holiday home rental in Dewey Beach has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Dewey Beach?

Expedia has 180 holiday rentals for your stay in Dewey Beach.

What can I see and do in Dewey Beach?

Family-friendly attractions include Dewey Beach Parasail and John Waples Memorial Playground, whereas Dewey Beach and Indian Beach are a couple of great spots to enjoy the outdoors. While here, Delaware Seashore State Park and Bottle & Cork are other places worth a visit.

What are holiday rentals like in Dewey Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dewey Beach. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.