A kayaker in a bright orange kayak on a calm lake with clear water, surrounded by rocks and greenery, and a dock with a building in the background.

Dewey Beach Holiday Rentals

  • 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
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Dewey Beach holiday rentals

Interior

Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (190 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is HK$3,723
HK$6,240 total
includes taxes & fees
18 Jul - 19 Jul
Ocean Block Dewey Beach and Pet Friendly!
On the beach, sun-loungers

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, (116 reviews)
"Wonderful clean property close to beach. Loved it."
United States
Tiffanie B.
The price is HK$3,912
HK$7,132 total
includes taxes & fees
31 Jul - 1 Aug
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
Interior

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Dewey Beach
9.6 out of 10, Exceptional, (82 reviews)
"The host was very hospitable and available if we needed anything. The accomodations were great! Would stay again. "
United States
Sharon M.
The price is HK$3,536
HK$5,546 total
includes taxes & fees
23 Jul - 24 Jul
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
TV

Coastal | Private Balcony | 1 BR | Sleeps 4

Coastal | Private Balcony | 1 BR | Sleeps 4
Dewey Beach
10.0 out of 10, Exceptional, (1 review)
"Great location, super clean and easy to deal with"
United States
Suzanne B.
Coastal | Private Balcony | 1 BR | Sleeps 4
Beach nearby

3 BR townhouse, short walk to the beach and Dewey

3 BR townhouse, short walk to the beach and Dewey
Ann Acres
10.0 out of 10, Exceptional, (22 reviews)
"Great location! Easy check in/check out. Would stay again!"
United States
Rachel C.
The price is HK$3,292
HK$5,165 total
includes taxes & fees
3 Aug - 4 Aug
3 BR townhouse, short walk to the beach and Dewey
Smart TV, books

3 Bedroom/Dog friendly/direct ocean views!

3 Bedroom/Dog friendly/direct ocean views!
Dewey Beach
9.8 out of 10, Exceptional, (39 reviews)
"Great place in a fantastic location. Jenny is an exceptional host."
United States
Andy W.
The price is HK$5,683
HK$9,568 total
includes taxes & fees
4 Aug - 5 Aug
3 Bedroom/Dog friendly/direct ocean views!
Exterior

Steps to Shore: Newly Renovated Dewey Beach Home!

Steps to Shore: Newly Renovated Dewey Beach Home!
Dewey Beach
10.0 out of 10, Exceptional, (8 reviews)
"The place is amazing. Right by the beach and a couple minute walk to all the town of Dewey has to offer. Super clean, great accommodations. Absolutely hoot to come back and stay here again!"
United States
Fred H.
The price is HK$13,679
HK$20,419 total
includes taxes & fees
16 Jul - 17 Jul
Steps to Shore: Newly Renovated Dewey Beach Home!
Terrace/patio

Luxurious Penthouse, King beds. Dog & ADA Friendly

Luxurious Penthouse, King beds. Dog & ADA Friendly
Dewey Beach
10.0 out of 10, Exceptional, (67 reviews)
"Great place to stay. Would highly recommend."
United States
Paul
Luxurious Penthouse, King beds. Dog & ADA Friendly
Exterior

Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars
Rehoboth Beach
10.0 out of 10, Exceptional, (26 reviews)
The price is HK$10,300
HK$14,032 total
includes taxes & fees
1 Aug - 2 Aug
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars
Front of property

Steps to Shore: Newly Renovated Dewey Beach Home!

Steps to Shore: Newly Renovated Dewey Beach Home!
3.0 star property
Dewey Beach
The price is HK$15,560
HK$19,396 total
includes taxes & fees
16 Jul - 17 Jul
Steps to Shore: Newly Renovated Dewey Beach Home!
Interior

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, (79 reviews)
The price is HK$5,479
HK$8,603 total
includes taxes & fees
5 Aug - 6 Aug
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Exterior

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, (51 reviews)
"The place was extremely nice but the could not sleep on that bed again. Sinks way down like you are in two hammocks with a big lump in the middle. May work for some people but we couldn’t sleep. Other than that extremely nice and very well stocked. Good location to sports on the Beach complex for tournaments."
United States
Walter
The price is HK$1,372
HK$2,374 total
includes taxes & fees
27 Jul - 28 Jul
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Property grounds

401 142nd Street

401 142nd Street
North Ocean City
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful stay at a clean cottage"
United States
Jenn C.
The price is HK$1,190
HK$3,861 total
includes taxes & fees
13 Jul - 14 Jul
401 142nd Street
Exterior

Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
The price is HK$1,568
HK$3,551 total
includes taxes & fees
15 Jul - 16 Jul
Bayside Resort -11282 Signature Blvd.
Beach nearby

The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches

The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches
Bayside
9.8 out of 10, Exceptional, (22 reviews)
"Very comfortable accommodations!"
United States
William W.
The price is HK$1,587
HK$2,960 total
includes taxes & fees
13 Jul - 14 Jul
The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches
Smart TV

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (43 reviews)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is HK$1,270
HK$2,634 total
includes taxes & fees
20 Jul - 21 Jul
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
Living area

Modern Minimalist Condo

Modern Minimalist Condo
North Ocean City
The price is HK$1,815
HK$2,305 total
includes taxes & fees
15 Jul - 16 Jul
Modern Minimalist Condo
TV, fireplace

Pool • Private Wooded Deck • Mins. to Lewes Beach

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
8.0 out of 10, Very good, (1 review)
"The stay was great! The house was missing a few items but luckily there were stores right down the street. During our stay, a maintenance appointment occurred, and the rental property had no idea it was scheduled. It was a little concerning that the maintenance person left the back door unlocked and wide open. Would stay again but communication needs to improve and so does security!"
United States
Deanna Q.
Pool • Private Wooded Deck • Mins. to Lewes Beach
Interior

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (34 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is HK$1,223
HK$2,987 total
includes taxes & fees
6 Aug - 7 Aug
Spacious Condo•Pond Views•Centrally located
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
"The room was spacious. The bed was comfortable. The kitchenette was a bonus. The location was perfect. If anything was a bit of a hassle, it was the parking, with some of the spots hard to navigate out of or simply too small for an ordinary vehicle. But, like many others who have reviewed this hotel, I would certainly stay here again."
Heidi 2-night trip
Posted 15 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?

Ocean Block Single Family Home - Open floor plan & pet friendly!: This highly rated holiday home rental in Dewey Beach is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Dewey Beach?

Expedia has 155 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, Bottle & Cork and Delaware Seashore State Park 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.