Dewey Beach holiday rentals

We found 3,157 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Dewey Beach by choosing from 159 houses, 121 flats and other holiday rentals. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Dewey Beach

Showing deals for:4 Dec - 11 Dec

Interior
Interior
Private kitchen
Interior
Exceptional
(53 reviews)

Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront

Lewes

8% off
S$4,951
for 7 nights, 1 home
S$707 per night
includes taxes & fees
Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront
Private kitchen
Interior
Living area
Property grounds
Exceptional
(88 reviews)

MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!

Bethany Beach

8% off
S$6,479
for 7 nights, 1 home
S$926 per night
includes taxes & fees
MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!
Exterior
Exterior
Interior
Sports court
Wonderful
(45 reviews)

Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!

Rehoboth Beach

8% off
S$3,549
for 7 nights, 1 home
S$507 per night
includes taxes & fees
Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!
2nd Floor Kitchen
Private kitchen
Terrace/patio
Living area
Exceptional
(52 reviews)

Ocean Block Home in Dewey Beach

Dewey Beach

9% off
S$10,227
for 7 nights, 1 home
S$1,461 per night
includes taxes & fees
Ocean Block Home in Dewey Beach
Private kitchen
Exterior
Living area
Private kitchen
Exceptional
(147 reviews)

New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered

Lewes

8% off
S$5,339
for 7 nights, 1 home
S$763 per night
includes taxes & fees
New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered
Large, fully stocked kitchen / dining room perfect for entertaining
Private deck off primary bedroom
Beach Cove Villas Unit 16
Property grounds
Exceptional
(61 reviews)

Luxurious coastal getaway w/ magnificent bay views, beach access, pool, & WIFI

Bethany Beach

7% off
S$2,491
for 7 nights, 1 home
S$356 per night
includes taxes & fees
Luxurious coastal getaway w/ magnificent bay views, beach access, pool, & WIFI
Large living area with tons of natural light
Covered and screened porch off kitchen
Dining area. Seats for 8.
Brand new decks on front and rear including screened in porch off kitchen
Exceptional
(210 reviews)

Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.

Dewey Beach

12% off
S$2,381
for 7 nights, 1 home
S$340 per night
includes taxes & fees
Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.
Living room
Center townhouse
Bunk room balcony
King bedroom 1
Exceptional
(32 reviews)

BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS

Dewey Beach

8% off
S$5,437
for 7 nights, 1 home
S$777 per night
includes taxes & fees
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
Enjoy sunlit breakfasts or laughter filled dinners at this spacious table for 8
Fully stocked kitchen for easy dinners and entertaining
Play a game, work on a puzzle, or simply enjoy the high-speed WiFi available.
Safety features incl keyless entry, smoke and carbon monoxide detectors and more
Exceptional
(148 reviews)

Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!

Rehoboth Beach

8% off
S$3,375
for 7 nights, 1 home
S$482 per night
includes taxes & fees
Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!
Living area
Pool
Private kitchen
Terrace/patio
Exceptional
(29 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
S$5,220
for 7 nights, 1 home
S$746 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Exterior
Upper Level
Kitchen
Dining Room with Bar Area
Exceptional
(42 reviews)

Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach

Dewey Beach

8% off
S$6,372
for 7 nights, 1 home
S$910 per night
includes taxes & fees
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach
Terrace/patio
Interior
Private kitchen
Dining
Exceptional
(55 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

12% off
S$2,079
for 7 nights, 1 home
S$297 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Interior
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Children’s area
Marina
Exceptional
(28 reviews)

LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI

Lewes

6% off
S$3,258
for 7 nights, 1 apartment
S$465 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Dinning
Welcome to Casa Cottage
Livingroom (with new pullout sofa - queen size)
Hallway to the 1st Bedroom with a queen size bed, and Bathroom.
Exceptional
(37 reviews)

CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!

Rehoboth Beach

19% off
S$4,611
for 7 nights, 1 cottage
S$659 per night
includes taxes & fees
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Room
Marina
Large king sofa, Large Smart TV, DVD player movie & music library
Living area
Exceptional
(22 reviews)

LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY

Lewes

6% off
S$3,434
for 7 nights, 1 apartment
S$491 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
breakfast bar
Outdoor dining
Sunny TV den/sunroom
Room
Exceptional
(63 reviews)

Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach

Bethany Beach

8% off
S$3,446
for 7 nights, 1 home
S$492 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Fully equipped kitchen
Your view!
2nd bedroom bath with entry to main hall
Living Room
Exceptional
(85 reviews)

Lakefront 3 bedroom townhouse in quiet community with pool

Rehoboth Beach

8% off
S$3,761
for 7 nights, 1 home
S$537 per night
includes taxes & fees
Lakefront 3 bedroom townhouse in quiet community with pool
Nothing tops off a great beach day like a stop at the pool life is good !
A great place to relax with a cocktail or your morning coffee !
Another picture of our updated kitchen.
A brighter picture of the master bedroom.
Exceptional
(175 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off
S$1,638
for 7 nights, 1 apartment
S$234 per night
includes taxes & fees
Bethany Bay Relaxation Awaits
Walnut dining table with seating for 8 so the whole family can eat together.
Living area
Kitchen with granite counter and seating for 3 at the breakfast bar.
Community pool with bathrooms and shower, open Memorial Day till mid-September.
Exceptional
(52 reviews)

Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins

Rehoboth Beach

7% off
S$2,247
for 7 nights, 1 home
S$321 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Main bedroom king bed
Stay right on the beach!
Living room
breakfast bar and view of living area porch and Rehoboth bay
Exceptional
(151 reviews)

3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br

Dewey Beach

8% off
S$5,344
for 7 nights, 1 apartment
S$763 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
Pool
Outdoor dining
Fitness facility
Interior
Exceptional
(5 reviews)

NEW Pet Friendly Condo Walk to Shops Near Beaches

Rehoboth Beach

8% off
S$4,139
for 7 nights, 1 apartment
S$591 per night
includes taxes & fees
NEW Pet Friendly Condo Walk to Shops Near Beaches
Great room with large sectional and additional dining area.
The home's 30+ foot entrance hall with black & white photography, white panelling and a concealed  wet bar.
Incredible custom kitchen with commercial grade appliances, marble mosaic floor, quartzite counters and walnut island.
The house is entered through an impressive columned side entrance.
Exceptional
(41 reviews)

Designer's Own Lakefront Home - 1 Block to Beach - Calendar open thru 5/27

Rehoboth Beach

16% off
S$7,593
for 7 nights, 1 home
S$1,085 per night
includes taxes & fees
Designer's Own Lakefront Home - 1 Block to Beach - Calendar open thru 5/27
Boardwalk with firepits overlooking bay
Aerial view of back of building with bay beach and boardwalk areas
View of sunset from Balcony
Kitchen with Bar seating
Exceptional
(39 reviews)

Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views

Dewey Beach

7% off
S$5,517
for 7 nights, 1 apartment
S$788 per night
includes taxes & fees
Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views
Living area
Outdoor dining
Spacious primary bedroom with king bed and large closet
Fully equipped fitness center with a wide range of equipment
Wonderful
(5 reviews)

NEW Upscale Pet Friendly Condo - Walk to Outlets + Near Beaches

Rehoboth Beach

8% off
S$4,139
for 7 nights, 1 apartment
S$591 per night
includes taxes & fees
NEW Upscale Pet Friendly Condo - Walk to Outlets + Near Beaches
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Dewey Beach is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Dewey Beach. This city's surfing, shopping and bird watching draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Dewey Beach

Are you hoping to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Dewey Beach a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Funland (1.5 mi / 2.4 km)
  • Jungle Jim's River Safari Water Park (2 mi / 3.2 km)
  • Bear Trap Dunes Golf Club (11 mi / 17.7 km)
  • Baywood Greens Golf Course (14 mi / 22.6 km)
  • Bayside Resort Golf Club (15.9 mi / 25.5 km)
  • Dewey Beach Parasail (0.2 mi / 0.3 km)

Exploring the beaches and other natural features in Dewey Beach

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Dewey Beach. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Dewey Beach (0.2 mi / 0.3 km)
  • Rehoboth Beach (2 mi / 3.2 km)
  • Indian River Inlet (5.9 mi / 9.5 km)
  • Cape Henlopen Beach (6.7 mi / 10.8 km)
  • Lewes Beach (6.7 mi / 10.8 km)
  • Savannah Beach (6.9 mi / 11.1 km)

Seasonal weather in Dewey Beach

Travellers enjoy Dewey Beach for its surfing. If you're planning a holiday around warm-weather activities, July, August, June and September are the hottest months to visit, when temperatures average 23°C.

Transport options to and around Dewey Beach

The nearest airport is in Georgetown, DE (GED-Sussex County), located 15.6 mi (25.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Cape May, NJ (WWD-Cape May County), which is 23.4 mi (37.6 km) away.

Frequently asked questions

What is the best area to stay in Dewey Beach when booking a holiday rental?
Grab a holiday home in Rehoboth by the Sea and you'll be based in one of Dewey Beach's most renowned areas. Dewey Beach and East of Maui are two top attractions here that'll occupy you during your visit.
What is the most popular type of holiday rental accommodation in Dewey Beach?
Condos are the most popular style of holiday rental in Dewey Beach, according to our data. Even if you've got something a little different in mind, Vrbo has properties in many shapes and sizes. Filter our options to find your ideal match.
How much does it cost to rent a holiday rental in Dewey Beach?
The average price for a holiday home in Dewey Beach depends on several factors, including property type, length of stay and season. Whether you're dreaming about a sprawling villa with lots of space or a quaint cabin perfect for just you and the kids, just add your travel dates to find some great-value stays.
How much does it cost to rent a beach house in Dewey Beach?
The average price for a holiday rental close to the beach in Dewey Beach depends on when you'll be there and the type and size of property you're looking for. You can quickly and easily find prices on Vrbo by entering the dates you'll be travelling. Then use our handy filter tool to pick the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday rentals in Dewey Beach?
Pack a suitcase and a bone for your pup because Dewey Beach has 343 holiday homes that welcome pets with open arms. Let your furriest pal join in on the family trip at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Dewey Beach?
Grab your swimwear and inflatable unicorn, because there are 80 houses with a private pool in Dewey Beach. Book one of these superb holiday rentals and let every day be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Dewey Beach?
An ocean view, mountain views and a barbecue grill rank as the most popular rental amenities in Dewey Beach. Whether you plan to go as a party of one, with your other half or a group of friends, Vrbo can help you find a holiday home that suits your style with all the conveniences you're looking for.
Are there large group holiday rentals in Dewey Beach?
Dewey Beach has 133 holiday rentals that can cater to 10 or more guests. These properties come with the privacy and space you need to share good times with loved ones.
Are there holiday rentals in Dewey Beach that welcome kids?
Gather the whole crew for an unforgettable adventure in Dewey Beach at one of our 343 family-friendly holiday rentals. Many of these stays feature conveniences that are great for trips with youngsters, like full kitchens, extra bedrooms and entertainment units. Just click on the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Dewey Beach?
Keep your kids entertained at these top family-friendly attractions in Dewey Beach:
  • Lewes Beach
  • Rehoboth Beach
  • Funland
Are there one-bedroom holiday rentals in Dewey Beach?
You'll find 10 one-bedroom properties in Dewey Beach to select from. A one-bedroom holiday home is a wonderful option if it's only two of you or if you're flying solo. Toss in more privacy, space and convenience than a regular hotel, and you're bound to have a memorable getaway.
Can I find two-bedroom holiday rentals in Dewey Beach?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 89 two-bedroom holiday rentals Dewey Beach has to offer.
Are there holiday rentals with WiFi in Dewey Beach?
Dewey Beach has 119 holiday rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to writing and sending emails, these Vrbo homes make it easy to get online.
How can I find holiday rentals with air conditioning in Dewey Beach?
You can pick from 339 holiday homes with air conditioning in Dewey Beach offering that cool, cool breeze and extra level of comfort. Enter your preferred travel dates and then make use of our filter tool to look for properties with air conditioning.
How old do you have to be to rent a holiday rental in Dewey Beach?
You'll have to check with the Dewey Beach holiday rental you'd like on Vrbo as the age limit varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Dewey Beach for?
The length of time you can book a holiday rental in Dewey Beach varies according to the property. Just enter your preferred travel dates to look at a list of options offering extended stays. With lots of creature comforts like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to find the perfect place to call your home away from home in Dewey Beach.

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