Dewey Beach Vacation Rentals

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Vacation Rentals in Dewey Beach

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (102)
"The host was fantastic with communication and the rental was perfect for our stay!"
Beach Retreat Located in the Heart of Dewey!

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

9.8 out of 10, Exceptional, (128)
"Incredibly well-located, this beachfront property exceeded our expectations. Truly an unforgettable vacation experience with friends and our pup. "
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

Ocean Block Dewey Beach Condo with Parking

3.0 out of 10, (2)
"We were very disappointed with this stay. Before I booked this place I messaged the owner / RE/Max regarding the property details and was given responses that ended up not being accurate. For example, the vrbo listing said one of the bedrooms had a daybed and 2 twin beds, but after I booked the non-refundable stay the owner said there are only 2 twin beds in that room. Another example, the vrbo listing said there is free wifii, but we were not provided any wifii info (username and password)...
Ocean Block Dewey Beach Condo with Parking

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

9.8 out of 10, Exceptional, (60)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Modern Condo On Beach Block in Dewey Beach

9.6 out of 10, Exceptional, (4)
"Great apartment for a big family, walking distance to everything Dewey has to offer. Would definitely stay again!"
The price is CA $350
CA $648 total
includes taxes & fees
Oct 1 - Oct 2
Modern Condo On Beach Block in Dewey Beach

Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

9.6 out of 10, Exceptional, (5)
"Location: Beautiful views of the bay and easy walk to restaurants and the beach. Perfect"
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Steps to Shore: Newly Renovated Dewey Beach Home!

10.0 out of 10, Exceptional, (3)
"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!"
Steps to Shore: Newly Renovated Dewey Beach Home!

Breathtaking Ocean Front Condominium . Fall weekends with the dog.

9.4 out of 10, Exceptional, (84)
"Location is perfect We had a wonderful week The place is very comfy and would Stay again Thank you Kerry"
Breathtaking Ocean Front Condominium . Fall weekends with the dog.

Perfect Dewey Beach 2 BR Condo with Awesome Balcony Views

9.8 out of 10, Exceptional, (13)
"We really enjoyed our stay. The location was perfect and the condo was great! "
Perfect Dewey Beach 2 BR Condo with Awesome Balcony Views

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

9.8 out of 10, Exceptional, (64)
"Next to police station and local pub"
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

Adorable OCEAN BLOCK beach condo

10.0 out of 10, Exceptional, (24)
"We enjoyed a great getaway at Dewey Beach. The condo location is perfect with easy access to the beach and restaurants. We will be back."
Adorable OCEAN BLOCK beach condo

70 STEPS TO THE OCEAN No streets to cross to get to the Beach. Walk to everythin

9.6 out of 10, Exceptional, (65)
"Everything about the property was great. Will stay again."
70 STEPS TO THE OCEAN No streets to cross to get to the Beach. Walk to everythin

Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

9.4 out of 10, Exceptional, (25)
"Very nice clean place great location. "
Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

Cozy, renovated, coastal cottage in the middle of Dewey Beach! Prime location!

9.6 out of 10, Exceptional, (59)
"Super clean and put together. Fit all my friends and me perfectly! Host was quick to answer when I had any questions. Amazing location to many bars, restaurants and the beach!"
Cozy, renovated, coastal cottage in the middle of Dewey Beach! Prime location!

Ocean Block Dewey Beach and Pet Friendly!

10.0 out of 10, Exceptional, (180)
"This is our fifth year coming to Dewey in early Spring, our annual family outing! A great little spot steps from the beach, anything you need in Dewey, and bonus - a few blocks from a great playground! "
The price is CA $447
CA $854 total
includes taxes & fees
Oct 1 - Oct 2
Ocean Block Dewey Beach and Pet Friendly!

WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

9.8 out of 10, Exceptional, (77)
"Perfect location and Maria was so amazing"
WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

9.8 out of 10, Exceptional, (280)
"This is one of many stays at this cottage, and as always, we thoroughly enjoyed our stay. The location is perfect. The owners are very responsive. The unit is clean and has everything you need for a great stay. "
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

Come see beautiful fall sunsets over the bay! Amazing off season rates!

10.0 out of 10, Exceptional, (126)
"Went for a short recharge getaway in early April. Although the weather was dreary, we enjoyed the calm water view and quiet. Just what we needed to relax."
Come see beautiful fall sunsets over the bay! Amazing off season rates!

Located on prime street in Dewey Beach walking to everything with brand new POOL

10.0 out of 10, Exceptional, (34)
"Great place to stay in the heart of Dewey. Check-In was easy, place was clean, and landlord was very responsive."
Located on prime street in Dewey Beach walking to everything with brand new POOL

2 BR Dewey Beach Penthouse Paradise

10.0 out of 10, Exceptional, (2)
"Nothing but wonders! We loved our stay so much we even tried to extend it, but the condo was already booked! The host was incredibly responsive and helpful throughout. The aesthetic and layout of the condo? Chef’s kiss. The location is unbeatable, and the amenities oh my god to die for. The pool is exclusive to condo guests, which made it feel even more relaxing and special. Truly can’t wait to stay here again in the future. I would recommend this place to anyone and everyone!"
2 BR Dewey Beach Penthouse Paradise
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

Find out more about Dewey Beach

Everything you need to know about Dewey Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dewey Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dewey Beach vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dewey Beach vacation rentals we have selected for you start as low as CA $350 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 vacation 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 vacation.

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. 

Frequently asked questions

Can I find a vacation rental in Dewey Beach?

Yes, we give you a choice of vacation rentals in Dewey Beach close to Dewey Beach Parasail, or you can select a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Dewey Beach?

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!: Visitors give good reviews to this Dewey Beach vacation home rental, which is located on the beach and has a patio, a selection of games, and air-conditioning 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 you can cook with friends or family. Another good choice for your trip to Dewey Beach is 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool.

How many vacation rentals are there in Dewey Beach?

Expedia has 291 vacation 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, Delaware Seashore State Park and Bottle & Cork are other places worth a visit.

What are vacation rentals like in Dewey Beach?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Dewey Beach. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.