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Holiday Rentals in Dewey Beach

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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
9.6 out of 10, Exceptional, (84 reviews)
"Stay was amazing! Area was local and condo was clean."
United States
Eva W.
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

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, (79 reviews)
"Great place!"
United States
Paul R.
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

3. Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (195 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is €637
includes taxes & fees
1 Sept - 2 Sept
Ocean Block Dewey Beach and Pet Friendly!

4. 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)
"The house was super cute and in a great location! It was small but for a weekend with only 3 adults it was perfect. Unfortunately, the weather was awful (freezing and cold) so we really didn’t get to enjoy the beach at all . However, it was great for food and night time entertainment. Everything was within a few blocks. I would absolutely return when the weather is nicer (for reference, we were in town for a memorial weekend wedding)! Thank you for an Awesome time!"
United States
jennifer d.
The price is €776
includes taxes & fees
28 Aug - 29 Aug
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

5. 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 €983
includes taxes & fees
25 Sept - 26 Sept
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
9.8 out of 10, Exceptional, (29 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.
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, (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.
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

8. One bedroom Apartment in Rehoboth Beach

One bedroom Apartment in Rehoboth Beach
Spring Lake
10.0 out of 10, Exceptional, (14 reviews)
"Very nice place and location. Peaceful and quiet neighborhood and so close to everything. I will be staying here again in the future. The 3 of us were so happy with this condo and how nice it was! Loved that it had an outdoor shower to rinse off after the beach. The community pool was very nice and a very short walk from the property. Highly recommend!!"
United States
Krista
The price is €293
includes taxes & fees
2 Sept - 3 Sept
One bedroom Apartment in Rehoboth Beach

9. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (16 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 €146
includes taxes & fees
21 Sept - 22 Sept
Charming Room in Downtown Rehoboth Beach

10. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (19 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 €146
includes taxes & fees
24 Sept - 25 Sept
Charming Room in Downtown Rehoboth Beach

11. 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)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is €169
includes taxes & fees
31 Aug - 1 Sept
2 Bedroom Condo Henlopen Station w/ Brand New Bed

12. 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 €303
includes taxes & fees
22 Sept - 23 Sept
Charming 1-bedroom cottage with loft in Rehoboth Beach

13. 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.
Beach Club Retreat | Pool | 3 Blocks to the Beach

14. 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, (59 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 €204
includes taxes & fees
14 Sept - 15 Sept
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

15. 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, (23 reviews)
"Very comfortable accommodations!"
United States
William W.
The price is €278
includes taxes & fees
8 Sept - 9 Sept
The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches

16. 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, (34 reviews)
"The space was very cozy and clean. It was a lovely place to stay and is literally steps away from the boardwalk and beach. Excellent location for the shops. I would definitely stay again. In addition, the host was quick with replies. "
United States
Roseann B.
The price is €280
includes taxes & fees
25 Sept - 26 Sept
200 steps to the beach - walk everywhere downtown! Private location.

17. 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, (122 reviews)
"Great little place for 2 adults. Owners were very responsive and communicative. We will be back!"
United States
Charlotte A.
The price is €307
includes taxes & fees
21 Sept - 22 Sept
Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

18. 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, (198 reviews)
"nice place, great walkable location."
United States
Lamouse-Welch F.
Rehoboth Townhouse with Pool! 3 Blocks to Beach!

19. Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach

Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach
Bayside
10.0 out of 10, Exceptional, (11 reviews)
"This condo was great and everything around was easy access. We will stay there again "
United States
Tanya
Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach

20. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (39 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.
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.
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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, apart-hotels, 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 €637 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. 

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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 BOOK FOR 2027 & FALL & WINTER 2026! ROOFTOP POOL & HOT TUB OPEN ALL YEAR! and 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool.

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.