Dewey Beach holiday rentals

We found 3,174 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Dewey Beach by choosing from 151 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:27 Nov - 4 Dec

Interior
Interior
Interior
Interior
Exceptional
(52 reviews)

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

Lewes

8% off
S$4,944
for 7 nights, 1 home
S$706 per night
includes taxes & fees
Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront
Dining
Property grounds
Interior
Interior
Exceptional
(38 reviews)

Beautiful home with elevator and amazing views! Kayaks, Fire Pit and more!

Ocean View

8% off
S$5,566
for 7 nights, 1 home
S$795 per night
includes taxes & fees
Beautiful home with elevator and amazing views! Kayaks, Fire Pit and more!
Private kitchen
Interior
Exterior
Property grounds
Exceptional
(86 reviews)

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

Bethany Beach

8% off
S$7,338
for 7 nights, 1 home
S$1,048 per night
includes taxes & fees
MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!
Interior
Exterior
Sports court
Exterior
Wonderful
(45 reviews)

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

Rehoboth Beach

8% off
S$3,543
for 7 nights, 1 home
S$506 per night
includes taxes & fees
Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!
Private kitchen
Interior
Interior
Dining
Exceptional
(54 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

12% off
S$2,076
for 7 nights, 1 home
S$297 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Living room
Center townhouse
Bunk room balcony
King bedroom 1
Exceptional
(31 reviews)

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

Dewey Beach

8% off
S$5,429
for 7 nights, 1 home
S$776 per night
includes taxes & fees
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
The kitchen is fully equipped with new appliances
The kitchen offers everything you need to cook as well as plenty of space
The large dining table can accommodate 12+ people
The downstairs master has a great reading nook as well
Exceptional
(45 reviews)

Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!

Rehoboth Beach

20% off
S$7,361
for 7 nights, 1 home
S$1,052 per night
includes taxes & fees
Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!
Livingroom (with new pullout sofa - queen size)
Welcome to Casa Cottage
Dinning
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

20% off
S$5,395
for 7 nights, 1 cottage
S$771 per night
includes taxes & fees
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Large king sofa, Large Smart TV, DVD player movie & music library
Marina
Living area
Room
Exceptional
(22 reviews)

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

Lewes

6% off
S$3,429
for 7 nights, 1 apartment
S$490 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
(52 reviews)

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

Rehoboth Beach

7% off
S$2,508
for 7 nights, 1 home
S$358 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Family Room
Upper Level
Dining Room with Bar Area
Exterior
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$3,925
for 7 nights, 1 home
S$561 per night
includes taxes & fees
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach
Sunny TV den/sunroom
Outdoor dining
breakfast bar
Spacious bright and airy living room off the den and kitchen
Exceptional
(63 reviews)

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

Bethany Beach

8% off
S$3,546
for 7 nights, 1 home
S$507 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Breakfast bar
Covered and screened porch off kitchen
Large living area with tons of natural light
Dining area. Seats for 8.
Exceptional
(210 reviews)

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

Dewey Beach

12% off
S$2,813
for 7 nights, 1 home
S$402 per night
includes taxes & fees
Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.
Living room
Stay right on the beach!
breakfast bar and view of living area porch and Rehoboth bay
Main bedroom king bed
Exceptional
(149 reviews)

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

Dewey Beach

8% off
S$5,336
for 7 nights, 1 apartment
S$762 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
A brighter picture of the master bedroom.
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 !
Welcome to Bethany Bay beautiful landscaping everywhere you turn.
Exceptional
(175 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off
S$1,635
for 7 nights, 1 apartment
S$234 per night
includes taxes & fees
Bethany Bay Relaxation Awaits
Screened Porch
Exterior
Living Area
Dining
Exceptional
(56 reviews)

Townhome, Pool, 1.5m to Beach, Close to Shops & Trail

Rehoboth Beach

8% off
S$3,924
for 7 nights, 1 home
S$561 per night
includes taxes & fees
Townhome, Pool, 1.5m to Beach, Close to Shops & Trail
Children’s area
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Marina
Interior
Exceptional
(27 reviews)

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

Lewes

6% off
S$3,303
for 7 nights, 1 apartment
S$472 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Interior
Pool
Private kitchen
Living area
Exceptional
(28 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
S$5,212
for 7 nights, 1 home
S$745 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Boardwalk with firepits overlooking bay
Aerial view of back of building with bay beach and boardwalk areas
View from roof deck overlooking pool on the bay
Kitchen with Bar seating
Exceptional
(38 reviews)

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

Dewey Beach

7% off
S$5,509
for 7 nights, 1 apartment
S$787 per night
includes taxes & fees
Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views
Second Bedroom - Queen bed
Front of building.  We are the top condo on the left
Kitchen.  All appliances, coffee maker, blender, toaster, dishes, etc..
Dining area.  Plenty of seating.
Exceptional
(17 reviews)

Dewey Beach Condo sleeps 8 - Awesome Rates

Dewey Beach

13% off
S$2,825
for 7 nights, 1 apartment
S$404 per night
includes taxes & fees
Dewey Beach Condo sleeps 8 - Awesome Rates
Interior
Interior
Private kitchen
Living area
Wonderful
(26 reviews)

7 Bedrooms, Private Pool, Perfect Location!

Rehoboth Beach

19% off
S$2,518
for 7 nights, 1 home
S$360 per night
includes taxes & fees
7 Bedrooms, Private Pool, Perfect Location!
Room
i’m just
Living area
Apartment size washer & dryer.  Ice maker.
Exceptional
(86 reviews)

Cozy Beach Condo 3rd House From Ocean!

Bethany Beach

8% off
S$1,173
for 7 nights, 1 apartment
S$168 per night
includes taxes & fees
Cozy Beach Condo 3rd House From Ocean!
Welcome to The Palms of Rehoboth. Unwind on the balcony with serene pond views and gentle breezes!
Dining Room: Bright and airy, perfect for family meals and game nights! Enjoy the spacious layout!
Kitchen Delight: Modern appliances and bright decor make meal prep a breeze!
Living Room: Bright and airy space perfect for unwinding after a day at the beach with stylish decor and inviting seating!
Exceptional
(106 reviews)

Spacious Rehoboth Beach Condo | Pool Views | Linens & Towels Included

Rehoboth Beach

12% off
S$2,374
for 7 nights, 1 apartment
S$339 per night
includes taxes & fees
Spacious Rehoboth Beach Condo | Pool Views | Linens & Towels Included
Living Room
Your view!
Fully equipped kitchen
Spring Lake Community pool a short walk from the front door
Exceptional
(85 reviews)

Lakefront 3 bedroom townhouse in quiet community with pool

Rehoboth Beach

8% off
S$3,749
for 7 nights, 1 home
S$536 per night
includes taxes & fees
Lakefront 3 bedroom townhouse in quiet community with pool
  • 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)
  • 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)
  • Bethany Beach Beaches (11.2 mi / 18 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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