Dewey Beach Holiday Rentals

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Our top choices for Dewey Beach holiday rentals

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 NZ$920
includes taxes & fees
30 Dec - 31 Dec
Ocean Block Dewey Beach and Pet Friendly!

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 NZ$935
includes taxes & fees
6 Jan - 7 Jan 2026
Dog-friendly Vintage Dewey Beach Cottage - just 110 steps from 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 location and space for gathering with friends. Other than needing to bring towels and sheets (which I understand is standard), it has everything you need for a weekend stay. "
United States
meredith s.
The price is NZ$821
includes taxes & fees
29 Jan - 30 Jan 2026
Modern Condo On Beach Block in Dewey Beach

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 NZ$1,146
includes taxes & fees
2 Jan - 3 Jan 2026
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

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 NZ$1,142
includes taxes & fees
2 Jan - 3 Jan 2026
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

"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""

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 NZ$519
includes taxes & fees
30 Dec - 31 Dec
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

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 NZ$367
includes taxes & fees
4 Jan - 5 Jan 2026
The Sandpiper Beach Club

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 NZ$200
includes taxes & fees
30 Dec - 31 Dec
2nd Story Apt: King/Full/Twin in Historic 1876 Lank House, walk to Dogfish Head!

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 NZ$635
includes taxes & fees
30 Dec - 31 Dec
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

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, (22)
"Amazing location!!!!"
United States
Tania W.
The price is NZ$420
includes taxes & fees
5 Jan - 6 Jan 2026
Elegant 3-Bedroom Condo in Lewes with Pond Views

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 NZ$753
includes taxes & fees
15 Jan - 16 Jan 2026
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

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 NZ$346
includes taxes & fees
5 Jan - 6 Jan 2026
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

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 NZ$413
includes taxes & fees
30 Dec - 31 Dec
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

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
10.0 out of 10, Exceptional, (1)
"Welcoming, accommodating hosts. Beautiful property with excellent amenities. Wonderful, refreshing stay!"
United States
Yvonne J.
The price is NZ$288
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Lil' Charmer Near Bethany Beach 1-bedroom apartment with AC

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 NZ$701
includes taxes & fees
2 Jan - 3 Jan 2026
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

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 NZ$264
includes taxes & fees
4 Jan - 5 Jan 2026
2 Bedroom Condo Henlopen Station w/ Brand New Bed

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 NZ$730
includes taxes & fees
30 Dec - 31 Dec
Steps to the Beach : Sea Loft 103:

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, (12)
"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 NZ$214
includes taxes & fees
11 Jan - 12 Jan 2026
Historic home, great yard & Walk to Dogfish Head Brewery!

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)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is NZ$578
includes taxes & fees
24 Jan - 25 Jan 2026
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.
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Top Dewey Beach Hotel Reviews

Find out more about Dewey Beach

Everything you need to know about Dewey Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dewey Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dewey Beach holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dewey Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dewey Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dewey Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dewey Beach holiday rentals we have selected for you start as low as NZ$920 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dewey Beach rentals

At Expedia, we put the best Dewey Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dewey Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dewey Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dewey Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.