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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Dewey Beach holiday rentals

A balcony with a view of a marina and boats.

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 HK$1,234
HK$2,631 total
includes taxes & fees
6 Oct - 7 Oct
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
A living room with a blue armchair, a grey armchair, a flat-screen TV, a fireplace, and a clock on the wall.

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)
"We only had one night but home was well appointed and reasonable. Very comfortable, excellent location even tho weather was not!"
United States
cheryl T.
The price is HK$2,471
HK$2,747 total
includes taxes & fees
11 Oct - 12 Oct
Dewey, Spacious Pet-Friendly 4BR/4BA, Bay Views, 1 Block to Beach, Sleeps 10
A beach view from a porch with a 'SEASIDE' sign, sandy dunes, and sparse vegetation.

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 HK$3,130
HK$5,893 total
includes taxes & fees
2 Oct - 3 Oct
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
A sunlit patio with wicker furniture, a potted plant, and a decorative rug.

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 HK$2,745
HK$4,835 total
includes taxes & fees
11 Oct - 12 Oct
Ocean Block Dewey Beach and Pet Friendly!
A sandy beach with a rope barrier and wooden posts.

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 HK$4,299
HK$7,449 total
includes taxes & fees
11 Oct - 12 Oct
3 Bedroom/Dog friendly/direct ocean views!
A two-story house with a front porch, a driveway, and a well-maintained lawn.

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 HK$3,389
HK$5,926 total
includes taxes & fees
12 Oct - 13 Oct
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars
A covered porch with wicker furniture, a view of the beach, and a house in the background.

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 HK$3,915
HK$6,468 total
includes taxes & fees
5 Oct - 6 Oct
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
A hallway with a white door, a mounted television, a framed picture of a ship, and a small decorative item on the wall.

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 HK$1,020
HK$1,301 total
includes taxes & fees
30 Sept - 1 Oct
Charming Room in Downtown Rehoboth Beach
A kitchen with wooden cabinets, a dishwasher, a sink, and pendant lighting.

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 HK$510
HK$1,396 total
includes taxes & fees
30 Sept - 1 Oct
2 Bedroom Condo Henlopen Station w/ Brand New Bed
A hotel room with a bed, a bedside table with a lamp, a bench with towels, and two colorful wall art pieces.

10. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (29 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
Charming Room in Downtown Rehoboth Beach
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

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 HK$1,177
HK$2,579 total
includes taxes & fees
30 Sept - 1 Oct
Charming 1-bedroom cottage with loft in Rehoboth Beach
A modern kitchen with a marble countertop, a dining area with a bench, and a red door.

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 HK$2,109
HK$3,703 total
includes taxes & fees
30 Sept - 1 Oct
Beach Club Retreat | Pool | 3 Blocks to the Beach
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

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 HK$1,120
HK$5,571 total
includes taxes & fees
30 Sept - 1 Oct
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
A kitchen with stainless steel appliances, a kettle, a coffee maker, and a microwave.

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

200 steps to the beach - walk everywhere downtown! Private location.
Downtown
9.0 out of 10, Wonderful, (37 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 HK$1,405
HK$2,213 total
includes taxes & fees
30 Sept - 1 Oct
200 steps to the beach - walk everywhere downtown! Private location.
A hotel room with a bed, a nightstand, a lamp, and a window with curtains.

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
A living room with a sofa, coffee table, and a fireplace.

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 HK$1,546
HK$2,996 total
includes taxes & fees
30 Sept - 1 Oct
Rehoboth & Dewey Getaway with Pool, Patio, Shuffleboard, Linens
A beach scene with a wooden chair and a wooden structure on the sand.

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 HK$1,404
HK$5,530 total
includes taxes & fees
20 Oct - 21 Oct
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
Two Adirondack chairs on a wooden deck in front of a house with blue shutters and a white door.

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.
Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!
A room with a large window overlooking a river, a wicker chair, and a glass table.

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 HK$541
HK$2,095 total
includes taxes & fees
25 Oct - 26 Oct
Spacious Condo•Pond Views•Centrally located
A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

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 HK$831
HK$2,398 total
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.
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Top Dewey Beach Hotel Reviews

Hyatt Place Dewey Beach

Hyatt Place Dewey Beach

10/10 Excellent
"Been here several times over the years. Great location and fantastic breakfast!"
Catarina 2-night trip
Posted 10 hours ago
Hyatt Place Dewey Beach

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
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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?

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10: This holiday home rental outside Dewey Beach is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Dewey Beach?

Expedia has 153 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.