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

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Dewey Beach holiday rentals

TV

1. Coastal | Private Balcony | 1 BR | Sleeps 4

Coastal | Private Balcony | 1 BR | Sleeps 4
Dewey Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great location, super clean and easy to deal with"
United States
Suzanne B.
The price is NZ$866
includes taxes & fees
3 Sept - 4 Sept
Coastal | Private Balcony | 1 BR | Sleeps 4
Interior

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

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Dewey Beach
9.8 out of 10, Exceptional, (77 reviews)
"Great place!"
United States
Paul R.
The price is NZ$759
includes taxes & fees
18 Aug - 19 Aug
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Interior

3. 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, (84 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 NZ$1,051
includes taxes & fees
3 Sept - 4 Sept
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Interior

4. Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (194 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is NZ$1,221
includes taxes & fees
1 Sept - 2 Sept
Ocean Block Dewey Beach and Pet Friendly!
On the beach, sun-loungers

5. 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, (119 reviews)
"Wonderful clean property close to beach. Loved it."
United States
Tiffanie B.
The price is NZ$1,469
includes taxes & fees
14 Sept - 15 Sept
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
Smart TV, books

6. 3 Bedroom/Dog friendly/direct ocean views!

3 Bedroom/Dog friendly/direct ocean views!
Dewey Beach
10.0 out of 10, Exceptional, (42 reviews)
"Loved the location! Pretty much on the beach and walkable to the restaurants in Dewey."
United States
Nancy
The price is NZ$1,915
includes taxes & fees
6 Sept - 7 Sept
3 Bedroom/Dog friendly/direct ocean views!
Exterior

7. 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, (28 reviews)
"Everything was amazing! Loved our stay! "
United States
Susan L.
The price is NZ$1,691
includes taxes & fees
2 Sept - 3 Sept
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars
Interior

8. 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, (82 reviews)
"We loved staying here! A wonderful view of the ocean from the screened porch. Very nicely furnished w/ well equipped kitchen. Jenny is a great host to work with."
United States
Cindy R.
The price is NZ$1,890
includes taxes & fees
21 Aug - 22 Aug
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
TV

9. Beach Club Retreat | Pool | 3 Blocks to the Beach

Beach Club Retreat | Pool | 3 Blocks to the Beach
Rehoboth by the Sea
9.6 out of 10, Exceptional, (9 reviews)
"Accommodated our needs for a last minute trip away!"
United States
tiffany P.
The price is NZ$844
includes taxes & fees
20 Aug - 21 Aug
Beach Club Retreat | Pool | 3 Blocks to the Beach
Exterior

10. Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (24 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is NZ$618
includes taxes & fees
8 Sept - 9 Sept
Charming 1-bedroom cottage with loft in Rehoboth Beach
Interior

11. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (10 reviews)
"Very nice place. And very friendly host."
United States
Willis
The price is NZ$283
includes taxes & fees
11 Sept - 12 Sept
Charming Room in Downtown Rehoboth Beach
1 bedroom, free WiFi, bed sheets

12. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (18 reviews)
"Our room was beautiful. Our hosts were fantastic. Kind and friendly without being intrusive in any way (although, they were a couple I’d want to be friends with). It was easy to park. In walking distance from the beach but just far enough we weren't overwhelmed by people. We were shown other beautiful rooms on the property and are 100% going to book again—this time with either a bigger apartment with our whole family or even better us and another couple."
United States
Shoshana K.
The price is NZ$283
includes taxes & fees
1 Sept - 2 Sept
Charming Room in Downtown Rehoboth Beach
Coffee/tea maker, fridge, microwave, oven

13. 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, (32 reviews)
"Great location for a brief trip to the beach."
United States
Kristina N.
The price is NZ$353
includes taxes & fees
31 Aug - 1 Sept
2 Bedroom Condo Henlopen Station w/ Brand New Bed
Beach nearby

14. 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 NZ$533
includes taxes & fees
8 Sept - 9 Sept
The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches
Dining

15. Rehoboth Townhouse with Pool! 3 Blocks to Beach!

Rehoboth Townhouse with Pool! 3 Blocks to Beach!
Country Club Estates
10.0 out of 10, Exceptional, (197 reviews)
"nice place, great walkable location."
United States
Lamouse-Welch F.
The price is NZ$915
includes taxes & fees
10 Sept - 11 Sept
Rehoboth Townhouse with Pool! 3 Blocks to Beach!
Exterior

16. 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, (58 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
The price is NZ$358
includes taxes & fees
24 Aug - 25 Aug
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Coffee/tea maker, fridge, microwave, oven

17. Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!

Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!
West Rehoboth
9.8 out of 10, Exceptional, (103 reviews)
"Lovely stay, great location, well-equipped kitchen. Perfect for biking as the path is right behind the house!"
United States
Erica W.
The price is NZ$851
includes taxes & fees
19 Aug - 20 Aug
Executive Townhome featured on A&E’s Vacation Home Potential Feb 2019!
Coffee/tea maker, fridge, microwave, oven

18. Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun

Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun
North Rehoboth
9.0 out of 10, Wonderful, (47 reviews)
"Beautiful location and perfect spot for our family. We will be back!"
United States
Maura S.
The price is NZ$878
includes taxes & fees
9 Sept - 10 Sept
Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun
Interior

19. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (38 reviews)
"Great set up and plenty of room and parking! Host was easy to communicate with and they were very quick to reply. I would definitely stay there again in the future. "
United States
Jennifer B.
The price is NZ$635
includes taxes & fees
9 Sept - 10 Sept
Spacious Condo•Pond Views•Centrally located
Coffee/tea maker, fridge, microwave, oven

20. Delightful Cottage•Pet Friendly•Fenced Yard

Delightful Cottage•Pet Friendly•Fenced Yard
Midway
9.4 out of 10, Exceptional, (41 reviews)
"Very nice property and quiet for the location. We will plan on staying there again."
United States
Barbara S.
The price is NZ$595
includes taxes & fees
9 Sept - 10 Sept
Delightful Cottage•Pet Friendly•Fenced Yard
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

Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

8/10 Good
"Staff very friendly and helpful. Nice spot for a last minute getaway (for our purposes). Steps away from the beach."
Joseph 2-night trip
Posted 4 hours ago
Gold Leaf Hotel of Dewey - Rehoboth Beach

Find out more about Dewey Beach

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dewey Beach holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dewey Beach. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Dewey Beach. Seeing all the best attractions is bound to make you fall in love with Dewey Beach. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Dewey Beach short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

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. Other favourite homes for rent in Dewey Beach are 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool and 20981 Coastal Highway #12- Beach Club- Dog friendly with a pool and walking distance to beach!.

How many holiday rentals are there in Dewey Beach?

Expedia has 151 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 Fifer Orchards Local-Fresh Market - Dewey Beach, 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.