Dewey Beach Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Dewey Beach

Beach Retreat Located in the Heart of Dewey!
Outdoor dining

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (103)
"We had a great time staying at this condo. It’s located right in the middle of Dewey which made getting around without a car very easy! My friends and I had a blast! "
Beach Retreat Located in the Heart of Dewey!
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!
Outdoor dining

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

9.8 out of 10, Exceptional, (132)
"We had a great stay at this rental. Very clean and a perfect location right on the beach."
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!
Breathtaking Ocean Front Condominium . Fall weekends with the dog.
Property grounds

Breathtaking Ocean Front Condominium . Fall weekends with the dog.

9.4 out of 10, Exceptional, (86)
"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.
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
Smart TV, DVD player, music library, video library

Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

9.8 out of 10, Exceptional, (105)
"On the whole we love the place. Only negative if you have little ones the band noise is LOUD especially in the master bedroom you can hear it perfectly! Also if there is a lot of rain the street floods but it’s nothing against this place. It’s perfect for a safe little beach for our grandchildren ages 3 & 1. We would come again and stay here. "
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Beach

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

9.8 out of 10, Exceptional, (61)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach
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
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious
On the beach, sun loungers

Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious

10.0 out of 10, Exceptional, (80)
"Wonderful townhouse. Perfectly located to all that the are has to offer and right on the ocean. "
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill
Beach nearby

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

9.8 out of 10, Exceptional, (289)
"Perfect location, quiet, easy access to everything "
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill
Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck
Property grounds

Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck

9.6 out of 10, Exceptional, (28)
"This house was house"
Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck
Ocean Block Dewey Beach and Pet Friendly!
Fridge, microwave, oven, stovetop

Ocean Block Dewey Beach and Pet Friendly!

10.0 out of 10, Exceptional, (185)
"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! "
$577 nightly
The price is $596
Oct 13 - Oct 14
Total with taxes and fees
Ocean Block Dewey Beach and Pet Friendly!
Ocean Block Dewey Beach Condo with Parking
Fridge, microwave, oven, stovetop

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
Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!
Fridge, microwave, oven, stovetop

Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!

10.0 out of 10, Exceptional, (48)
"Beautiful house, well maintained. Excellent location - 2 blocks from Dewey Beach and the town is walkable. We also walked to Rehoboth Beach. Plenty of great amenities and an enormous amount of space. The owner, Todd, was helpful with recommendations and was responsive during our stay."
Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!
Last minute opening!! Mini summer stay available!!
Fridge, microwave, oven, stovetop

Last minute opening!! Mini summer stay available!!

10.0 out of 10, Exceptional, (76)
"Great location and beautiful property. "
Last minute opening!! Mini summer stay available!!
CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE
Beach nearby

CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE

6.8 out of 10, (3)
"very nice "
CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE
Dewey Beach-Block Penthouse
Terrace/patio

Dewey Beach-Block Penthouse

10.0 out of 10, Exceptional, (3)
"Great Location! Lines provided. Clean and plenty of bathrooms and bedrooms."
Dewey Beach-Block Penthouse
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Interior

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

9.8 out of 10, Exceptional, (66)
"had fantastic time here!"
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
2 BR Dewey Beach Penthouse Paradise
Indoor pool, outdoor pool

2 BR Dewey Beach Penthouse Paradise

9.4 out of 10, Exceptional, (3)
"Our stay was great and I would highly recommend this property. Instructions were clear, the place was spacious, clean, modern, and in a great location. Gorgeous terrace views and pool and outdoor area were very nice. We would definitely stay here again. "
2 BR Dewey Beach Penthouse Paradise
70 STEPS TILL TOES IN THE SAND No cableTV thru Oct. Lowest rates of the year!!
Property grounds

70 STEPS TILL TOES IN THE SAND No cableTV thru Oct. Lowest rates of the year!!

9.6 out of 10, Exceptional, (66)
"Convenient Location in the middle of all the excitement Dewy beach has to offer. Owner was very responsive and helpful. Must rent or bring your own towels (bath & kitchen) and linens for beds. "
70 STEPS TILL TOES IN THE SAND No cableTV thru Oct. Lowest rates of the year!!
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Fridge, microwave, oven, stovetop

Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

10.0 out of 10, Exceptional, (70)
"Great view from the sun deck and great location. "
$857 nightly
The price is $880
Oct 1 - Oct 2
Total with taxes and fees
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Location, Location, Location! Immaculately Kept!
Exterior

Location, Location, Location! Immaculately Kept!

9.8 out of 10, Exceptional, (43)
"It was a great house for a family of 15 with 10 adults and 5 children 10,6 and 3- 3 year olds. There was plenty of space for everyone . It was a 5 minute walk to the beach and a few min to restaurants and quick shopping. Rehobeth Boardwalk was about a 9 minute drive. Highly recommend. "
Location, Location, Location! Immaculately Kept!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dewey Beach Hotel Reviews

The Bay Resort

The Bay Resort

10/10 Excellent
"Sunsets! Mgr Aaryn & team, excellent! Quiet hours, natural scenery & dog friendly. Steps to kayaks, Dock & 4 hammocks. Convenient location. (Motel rooms.) Fluffy bedding. Look forward to returning! Met guests with 15+ yrs' repeat visits."
Angela 2-night trip
Posted 5 days ago
The Bay Resort

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Dewey Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $596 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool: Visitors give good reviews to this Dewey Beach vacation home rental, which offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a pool table.

How many vacation rentals are there in Dewey Beach?

Expedia has 286 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.