Dewey Beach holiday rentals

We found 3,128 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Dewey Beach by choosing from 160 houses, 118 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:18 Dec - 25 Dec

Exterior
Interior
Private kitchen
Living area
Exceptional
(88 reviews)

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

Bethany Beach

8% off
S$6,384
for 7 nights, 1 home
S$912 per night
includes taxes & fees
MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!
Beach Cove Villas Unit 16
Private deck off primary bedroom
Property grounds
Living area
Exceptional
(62 reviews)

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

Bethany Beach

8% off
S$2,435
for 7 nights, 1 home
S$348 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
(212 reviews)

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

Dewey Beach

12% off
S$2,297
for 7 nights, 1 home
S$328 per night
includes taxes & fees
Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.
Private kitchen
Exterior
Private kitchen
Living area
Exceptional
(147 reviews)

New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered

Lewes

8% off
S$5,584
for 7 nights, 1 home
S$798 per night
includes taxes & fees
New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered
Living area
Private kitchen
Room
Terrace/patio
Exceptional
(52 reviews)

Ocean Block Home in Dewey Beach

Dewey Beach

9% off
S$10,096
for 7 nights, 1 home
S$1,442 per night
includes taxes & fees
Ocean Block Home in Dewey Beach
Private kitchen
Front Of Home
Living area
Outdoor dining
Exceptional
(207 reviews)

36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023

Rehoboth Beach

5% off
S$16,463
for 7 nights, 1 home
S$2,352 per night
includes taxes & fees
36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023
Bunk room balcony
Center townhouse
Dining
Living room
Exceptional
(33 reviews)

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

Dewey Beach

8% off
S$5,251
for 7 nights, 1 home
S$750 per night
includes taxes & fees
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
Interior
Interior
Private kitchen
Dining
Exceptional
(55 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

10% off
S$2,556
for 7 nights, 1 home
S$365 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Comfortable bedrooms with linens & towels provided so you don't have to them
Fully stocked kitchen for easy dinners and entertaining
Enjoy sunlit breakfasts or laughter filled dinners at this spacious table for 8
Play a game, work on a puzzle, or simply enjoy the high-speed WiFi available.
Exceptional
(150 reviews)

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

Rehoboth Beach

8% off
S$3,678
for 7 nights, 1 home
S$525 per night
includes taxes & fees
Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!
Pool
Exterior
Dining
Exterior
Exceptional
(9 reviews)

Fully renovated cottage in amenity rich waterfront community - Angola By The Bay

Lewes

9% off
S$1,847
for 7 nights, 1 home
S$264 per night
includes taxes & fees
Fully renovated cottage in amenity rich waterfront community - Angola By The Bay
Outdoor dining
Exterior
Third Floor Terrace
View from Third Floor Terrace
Exceptional
(104 reviews)

SPECTACULAR Ocean views! 7BR, 5 Bath, Hot tub

Rehoboth Beach

16% off
S$7,371
for 7 nights, 1 home
S$1,053 per night
includes taxes & fees
SPECTACULAR Ocean views! 7BR, 5 Bath, Hot tub
Welcome to Bethany Bay beautiful landscaping everywhere you turn.
A great place to relax with a cocktail or your morning coffee !
Nothing tops off a great beach day like a stop at the pool life is good !
A brighter picture of the master bedroom.
Exceptional
(175 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off
S$1,622
for 7 nights, 1 apartment
S$232 per night
includes taxes & fees
Bethany Bay Relaxation Awaits
Private kitchen
Pool
Interior
Terrace/patio
Exceptional
(29 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
S$5,244
for 7 nights, 1 home
S$749 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Marina
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Interior
Pool
Exceptional
(28 reviews)

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

Lewes

6% off
S$3,297
for 7 nights, 1 apartment
S$471 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Dining Room with Bar Area
Upper Level
Family Room
Kitchen
Exceptional
(43 reviews)

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

Dewey Beach

8% off
S$6,153
for 7 nights, 1 home
S$879 per night
includes taxes & fees
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach
Livingroom (with new pullout sofa - queen size)
Welcome to Casa Cottage
Dinning
Livingroom (with new pullout sofa - queen size)
Exceptional
(37 reviews)

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

Rehoboth Beach

24% off
S$5,806
for 7 nights, 1 cottage
S$829 per night
includes taxes & fees
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Sunny TV den/sunroom
Outdoor dining
Room
Spacious bright and airy living room off the den and kitchen
Exceptional
(64 reviews)

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

Bethany Beach

8% off
S$3,377
for 7 nights, 1 home
S$482 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Large king sofa, Large Smart TV, DVD player movie & music library
Marina
Living area
Room
Wonderful
(24 reviews)

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

Lewes

7% off
S$3,367
for 7 nights, 1 apartment
S$481 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
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
(54 reviews)

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

Rehoboth Beach

8% off
S$2,403
for 7 nights, 1 home
S$343 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Spring Lake Community pool a short walk from the front door
Your view!
Living Room
Fully equipped kitchen
Exceptional
(85 reviews)

Lakefront 3 bedroom townhouse in quiet community with pool

Rehoboth Beach

8% off
S$3,747
for 7 nights, 1 home
S$535 per night
includes taxes & fees
Lakefront 3 bedroom townhouse in quiet community with pool
Living area
Stay right on the beach!
Living room
Main bedroom king bed
Exceptional
(153 reviews)

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

Dewey Beach

8% off
S$5,161
for 7 nights, 1 apartment
S$737 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
Private kitchen
Kitchen and dining area seats 16 total
Dining
Great room with game table and 58" flatscreen tv; sliding door leads out to deck
Exceptional
(167 reviews)

Spectacular Views, Close to everything Rehoboth + Pet Friendly!

Rehoboth Beach

8% off
S$4,180
for 7 nights, 1 home
S$597 per night
includes taxes & fees
Spectacular Views, Close to everything Rehoboth + Pet Friendly!
Apartment size washer & dryer.  Ice maker.
i’m just
Room
Fully stocked kitchen
Exceptional
(90 reviews)

Cozy Beach Condo 3rd House From Ocean!

Bethany Beach

8% off
S$1,150
for 7 nights, 1 apartment
S$164 per night
includes taxes & fees
Cozy Beach Condo 3rd House From Ocean!
Living Room
balcony
Kitchen
Kitchen
Exceptional
(79 reviews)

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

Dewey Beach

8% off
S$2,070
for 7 nights, 1 home
S$296 per night
includes taxes & fees
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    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)
  • Baywood Greens (7 mi / 11.2 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)

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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