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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Dewey Beach holiday rentals

1. 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, (80 reviews)
"Great place!"
United States
Paul R.
The price is NZ$678
includes taxes & fees
5 Oct - 6 Oct
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

2. Dewey, Spacious Pet-Friendly 4BR/4BA, Bay Views, 1 Block to Beach, Sleeps 10

Dewey, Spacious Pet-Friendly 4BR/4BA, Bay Views, 1 Block to Beach, Sleeps 10
Dewey Beach
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, comfortable and a lot of natural light. Excellent location right by the beach and we were able to go to all of our favorite spots in dewey. enjoyed our weekend"
United States
Stephen D.
The price is NZ$659
includes taxes & fees
4 Oct - 5 Oct
Dewey, Spacious Pet-Friendly 4BR/4BA, Bay Views, 1 Block to Beach, Sleeps 10

3. 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, (127 reviews)
"The place is a comfy little space near the beach, restaurants and shops. Parking is easy. The hostess is very communicative and helpful. Everything was clean and ready when we arrived."
United States
Bradley
The price is NZ$1,371
includes taxes & fees
1 Oct - 2 Oct
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

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, (197 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is NZ$1,155
includes taxes & fees
11 Oct - 12 Oct
Ocean Block Dewey Beach and Pet Friendly!

5. 3 Bedroom/Dog friendly/direct ocean views!

3 Bedroom/Dog friendly/direct ocean views!
Dewey Beach
10.0 out of 10, Exceptional, (48 reviews)
"Loved the location! Pretty much on the beach and walkable to the restaurants in Dewey."
United States
Nancy
The price is NZ$1,785
includes taxes & fees
5 Oct - 6 Oct
3 Bedroom/Dog friendly/direct ocean views!

6. 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, (31 reviews)
"Amazing home and great location! Everything was clean and updated, and the backyard was perfect for the kids. Thank you, Christian, for your hospitality and for coordinating the check-in process so smoothly!"
United States
Alexander L.
The price is NZ$1,350
includes taxes & fees
28 Oct - 29 Oct
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

7. 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, (88 reviews)
"Great little cottage! Absolutely loved the screened in little porch with the ocean view. Perfect on a rainy day:)"
United States
Julie A.
The price is NZ$1,519
includes taxes & fees
5 Oct - 6 Oct
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

8. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (22 reviews)
"Nice space, accessible to the boardwalk, easy parking, and very friendly and accommodating host. Had a great time, highly recommend and would stay here again."
United States
James
The price is NZ$293
includes taxes & fees
29 Sept - 30 Sept
Charming Room in Downtown Rehoboth Beach

9. 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, (36 reviews)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is NZ$318
includes taxes & fees
29 Sept - 30 Sept
2 Bedroom Condo Henlopen Station w/ Brand New Bed

10. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (27 reviews)
"A stay and host. Tim went above and beyond to make us feel welcome. Residence comes with a parking pass that can be used throughout town, nice touch. Will definitely be back!"
United States
Joseph
The price is NZ$293
includes taxes & fees
29 Sept - 30 Sept
Charming Room in Downtown Rehoboth Beach

11. 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, (26 reviews)
"loved our stay!"
United States
Clair H.
The price is NZ$616
includes taxes & fees
29 Sept - 30 Sept
Charming 1-bedroom cottage with loft in Rehoboth Beach

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

Beach Club Retreat | Pool | 3 Blocks to the Beach
Rehoboth by the Sea
9.4 out of 10, Exceptional, (10 reviews)
"Accommodated our needs for a last minute trip away!"
United States
tiffany P.
The price is NZ$890
includes taxes & fees
29 Sept - 30 Sept
Beach Club Retreat | Pool | 3 Blocks to the Beach

13. Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
Bayside
10.0 out of 10, Exceptional, (9 reviews)
"The house was clean, comfortable and spacious. We were able to extend our checkout time easily. My family really enjoyed our long weekend stay!"
United States
Daniel R.
The price is NZ$1,399
includes taxes & fees
27 Oct - 28 Oct
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

14. 200 steps to the beach - walk everywhere downtown! Private location.

200 steps to the beach - walk everywhere downtown! Private location.
Downtown
8.8 out of 10, Excellent, (36 reviews)
"This was our second time staying at this property and we plan to stay again next year! The location can't be beat!"
United States
Jodi B. F.
The price is NZ$516
includes taxes & fees
30 Sept - 1 Oct
200 steps to the beach - walk everywhere downtown! Private location.

15. Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA
Midway
9.0 out of 10, Wonderful, (6 reviews)
"Nice and cozy home, great location to Rehoboth Beach and had everything we needed!"
United States
Brian F.
Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

16. Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens

Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens
Bayside
10.0 out of 10, Exceptional, (3 reviews)
"Very well equipped kitchen, the host Megan, was very helpful, we very much appreciated her quick response to our questions. Highly recommend."
United States
donna h.
The price is NZ$715
includes taxes & fees
30 Sept - 1 Oct
Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens

17. Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!

Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
Bayside
9.8 out of 10, Exceptional, (7 reviews)
"The house by Jim was great! It is newly renovated, the appliances are new, and the property is very clean and well maintained. The location is excellent! it is near Rehoboth and Dewey so you can get sun and relaxing beach time during the day and an energetic bar scene at night. The house is on a quiet road that is easy to get to and close to super markets and many stores on the main road so that you can get anything you may have forgotten to bring. The backyard is great for a small pet, the...
United States
Michael V.
The price is NZ$1,343
includes taxes & fees
28 Oct - 29 Oct
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!

18. Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!
Downtown
9.8 out of 10, Exceptional, (126 reviews)
"Great little place for 2 adults. Owners were very responsive and communicative. We will be back!"
United States
Charlotte A.
The price is NZ$622
includes taxes & fees
29 Sept - 30 Sept
Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

19. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.6 out of 10, Exceptional, (42 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$488
includes taxes & fees
25 Oct - 26 Oct
Spacious Condo•Pond Views•Centrally located

20. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
9.8 out of 10, Exceptional, (27 reviews)
"Very pet friendly for my two small dogs 9lbs and 15lbs.So satisfied I think we will return the end of September for a few days."
United States
Bill G.
The price is NZ$563
includes taxes & fees
8 Oct - 9 Oct
Oasis at Muchy Branch
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Dewey Beach Hotel Reviews

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?

Steps to Shore: Spacious Bethany Beach Retreat: This holiday home rental outside Dewey Beach is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 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 158 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 East of Maui, 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.