Dewey Beach holiday rentals

We found 3,172 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Dewey Beach by choosing from 151 houses, 119 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:20 Nov - 27 Nov

Dining
Living area
Interior
Kitchen
Exceptional
(128 reviews)

Water Views, Central Location, and Dogs STAY FREE!

Dewey Beach

17% off
S$4,849
for 7 nights, 1 apartment
S$693 per night
includes taxes & fees
Water Views, Central Location, and Dogs STAY FREE!
Interior
Interior
Private kitchen
Interior
Exceptional
(52 reviews)

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

Lewes

8% off
S$4,979
for 7 nights, 1 home
S$711 per night
includes taxes & fees
Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront
Living area
Interior
Property grounds
Exterior
Exceptional
(86 reviews)

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

Bethany Beach

8% off
S$7,360
for 7 nights, 1 home
S$1,051 per night
includes taxes & fees
MAJOR UPGRADES RECENTLY COMPLETED! Gorgeous Ocean View! Closest to the Water!
Living area
Exterior
Sports court
Interior
Wonderful
(45 reviews)

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

Rehoboth Beach

8% off
S$3,569
for 7 nights, 1 home
S$510 per night
includes taxes & fees
Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!
HUGE Sideyard on OVERSIZED LOT.  Allows for plenty of outdoor living space.
Walk to Beach! Spacious, Unique & Fun for All.  Quiet Area with tons of space.
"Penthouse" Living room on 3rd Floor.  TV, Sonos and Double Bed in this area.
Thermodor Gas Range.  Windows to Private Side Screened Porch.
Exceptional
(52 reviews)

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

Dewey Beach

9% off
S$22,294
for 7 nights, 1 home
S$3,185 per night
includes taxes & fees
Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!
Interior
Interior
Private kitchen
Terrace/patio
Exceptional
(53 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

12% off
S$2,091
for 7 nights, 1 home
S$299 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Livingroom (with new pullout sofa - queen size)
Welcome to Casa Cottage
Hallway to the 1st Bedroom with a queen size bed, and Bathroom.
Dinning
Exceptional
(36 reviews)

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

Rehoboth Beach

20% off
S$5,391
for 7 nights, 1 cottage
S$770 per night
includes taxes & fees
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
Another picture of our updated kitchen.
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
(173 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off
S$2,547
for 7 nights, 1 apartment
S$364 per night
includes taxes & fees
Bethany Bay Relaxation Awaits
The great light in the master offers a great place to relax
The kitchen offers everything you need to cook as well as plenty of space
The kitchen is fully equipped with new appliances
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$6,944
for 7 nights, 1 home
S$992 per night
includes taxes & fees
Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!
Bunk room balcony
Center townhouse
King bedroom 1
Living room
Exceptional
(31 reviews)

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

Dewey Beach

8% off
S$5,468
for 7 nights, 1 home
S$781 per night
includes taxes & fees
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
Room
Marina
NEW POOL, Loungers, table & Chairs,
Large king sofa, Large Smart TV, DVD player movie & music library
Exceptional
(22 reviews)

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

Lewes

7% off
S$3,389
for 7 nights, 1 apartment
S$484 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
Open concept living/dining
Exterior
Sun porch
French doors open to the sun porch
Exceptional
(64 reviews)

SeaLaVie - In town, Great Porch, WALK to Beach, 3 night stays available!

Rehoboth Beach

12% off
S$4,710
for 7 nights, 1 home
S$673 per night
includes taxes & fees
SeaLaVie - In town, Great Porch, WALK to Beach, 3 night stays available!
Spacious bright and airy living room off the den and kitchen
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$3,504
for 7 nights, 1 home
S$501 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Living area
Pool
Interior
Terrace/patio
Exceptional
(28 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
S$5,250
for 7 nights, 1 home
S$750 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Beach Cove Villas Unit 16
Private deck off primary bedroom
Property grounds
Large, fully stocked kitchen / dining room perfect for entertaining
Exceptional
(60 reviews)

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

Bethany Beach

8% off
S$2,477
for 7 nights, 1 home
S$354 per night
includes taxes & fees
Luxurious coastal getaway w/ magnificent bay views, beach access, pool, & WIFI
Pool
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Interior
Children’s area
Exceptional
(27 reviews)

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

Lewes

6% off
S$3,271
for 7 nights, 1 apartment
S$467 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Kitchen
Upper Level
Dining Room with Bar Area
Family Room
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$2,654
for 7 nights, 1 home
S$379 per night
includes taxes & fees
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach
Large living area with tons of natural light
Covered and screened porch off kitchen
Breakfast bar
Dining area. Seats for 8.
Exceptional
(209 reviews)

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

Dewey Beach

12% off
S$2,860
for 7 nights, 1 home
S$409 per night
includes taxes & fees
Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.
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
Safety features incl keyless entry, smoke and carbon monoxide detectors and more
Exceptional
(147 reviews)

Rare Summer Openings!! Guest-Favorite Rehoboth Beach Retreat : 10/10 Reviews

Rehoboth Beach

8% off
S$3,886
for 7 nights, 1 home
S$555 per night
includes taxes & fees
Rare Summer Openings!! Guest-Favorite Rehoboth Beach Retreat : 10/10 Reviews
Screened Porch
Exterior
Living Area
Dining
Exceptional
(54 reviews)

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

Rehoboth Beach

8% off
S$3,953
for 7 nights, 1 home
S$565 per night
includes taxes & fees
Townhome, Pool, 1.5m to Beach, Close to Shops & Trail
Main bedroom king bed
Stay right on the beach!
Living room
front porch
Exceptional
(148 reviews)

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

Dewey Beach

8% off
S$5,374
for 7 nights, 1 apartment
S$768 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
Kitchen with Bar seating
Aerial view of back of building with bay beach and boardwalk areas
View of sunset from Balcony
Boardwalk with firepits overlooking bay
Exceptional
(38 reviews)

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

Dewey Beach

7% off
S$5,548
for 7 nights, 1 apartment
S$793 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
Living room with queen size pullout bed
Dining area.  Plenty of seating.
Exceptional
(16 reviews)

Dewey Beach Condo sleeps 8 - Awesome Rates

Dewey Beach

13% off
S$2,723
for 7 nights, 1 apartment
S$389 per night
includes taxes & fees
Dewey Beach Condo sleeps 8 - Awesome Rates
Living area
Interior
Private kitchen
Outdoor dining
Exceptional
(16 reviews)

Colgate Cottage- Pet Friendly Rehoboth Beach 3 bedroom home w/ Community Pool

Rehoboth Beach

9% off
S$3,010
for 7 nights, 1 home
S$430 per night
includes taxes & fees
Colgate Cottage- Pet Friendly Rehoboth Beach 3 bedroom home w/ Community 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)
  • Silver Lake (1 mi / 1.6 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)

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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