Book Holiday Homes in Dewey Beach

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Featured Holiday Homes in Dewey Beach

Beach Retreat Located in the Heart of Dewey!

Beach Retreat Located in the Heart of Dewey!

Dewey Beach
With a stay at this vacation home in Dewey Beach, you'll be within a 10-minute drive of Rehoboth Beach Boardwalk and Sunset Park.
Beach Retreat Located in the Heart of Dewey!
Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!

Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!

Dewey Beach
With a stay at this vacation home in Dewey Beach (Ann Acres), you'll be within a 5-minute drive of Rehoboth Beach Boardwalk and Fifer Orchards Local-Fresh Market ...
Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

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

Dewey Beach
With a stay at this vacation home in Dewey Beach, you'll be on the waterfront, within a 10-minute drive of Rehoboth Beach Boardwalk and John Waples Memorial ...
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
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Location, Location, Location! Immaculately Kept!

Location, Location, Location! Immaculately Kept!

Dewey Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, within a 5-minute drive of Rehoboth Beach Boardwalk and Bottle & Cork.
Location, Location, Location! Immaculately Kept!
Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!

Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!

Rehoboth Beach
With a stay at this vacation home in Dewey Beach (Rehoboth by the Sea), you'll be within a 5-minute drive of Rehoboth Beach Boardwalk and Fifer Orchards Local-Fresh ...
Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!
Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!

Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!

Rehoboth Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, within a 10-minute drive of Rehoboth Beach Boardwalk and Indian Beach.
Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!
WALK TO BEACH -  5 BR, DOG-FRIENDLY BEAUTY - 101 SWEDES ST, DEWEY BEACH

WALK TO BEACH - 5 BR, DOG-FRIENDLY BEAUTY - 101 SWEDES ST, DEWEY BEACH

Dewey Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, within a 5-minute drive of Rehoboth Beach Boardwalk and Bottle & Cork.
WALK TO BEACH - 5 BR, DOG-FRIENDLY BEAUTY - 101 SWEDES ST, DEWEY BEACH
NEWLY RENOVATED IN HEART OF DEWEY BEACH - 2002 Bayard Ave

NEWLY RENOVATED IN HEART OF DEWEY BEACH - 2002 Bayard Ave

Dewey Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, within a 5-minute drive of Rehoboth Beach Boardwalk and Bottle & Cork.
NEWLY RENOVATED IN HEART OF DEWEY BEACH - 2002 Bayard Ave
Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear

Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear

Dewey Beach
With a stay at this vacation home in Dewey Beach (Rehoboth by the Sea), you'll be within a 5-minute drive of Rehoboth Beach Boardwalk and Fifer Orchards Local-Fresh ...
Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear
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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.

Dewey Beach Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dewey Beach vacation homes are the perfect way for you to wing it.

Holiday houses in Dewey Beach let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dewey Beach in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dewey Beach adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dewey Beach with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dewey Beach vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Dewey Beach Holiday Homes essential information

Accommodation
97 Holiday Homes
Lowest Price
AU$113
Highest Price
AU$628
Popular accommodation
Beach Retreat Located in the Heart of Dewey!, Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!, Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!, Location, Location, Location! Immaculately Kept!, Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!, Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!, WALK TO BEACH - 5 BR, DOG-FRIENDLY BEAUTY - 101 SWEDES ST, DEWEY BEACH, NEWLY RENOVATED IN HEART OF DEWEY BEACH - 2002 Bayard Ave, Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear

Top trending hotels in Dewey Beach

Hyatt Place Dewey Beach

Hyatt Place Dewey Beach

3 out of 5
1301 Coastal Hwy, Dewey Beach, DE
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 3 Feb to 4 Feb
AU$174
includes taxes & fees
3 Feb - 4 Feb
With a stay at Hyatt Place Dewey Beach in Dewey Beach, you'll be by the ocean, within a 10-minute drive of Rehoboth Beach Boardwalk and Dewey Beach ...
Hyatt Place Dewey Beach
Surf Club Oceanfront Hotel

Surf Club Oceanfront Hotel

2 out of 5
1 Read Avenue, Dewey Beach, DE
The price is AU$166 per night from 24 Jan to 25 Jan
AU$166
includes taxes & fees
24 Jan - 25 Jan
With a stay at Surf Club Oceanfront Hotel, you'll be centrally located in Dewey Beach, within a 10-minute drive of Rehoboth Beach Boardwalk and Dewey Beach.
Surf Club Oceanfront Hotel
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
1400 Coastal Highway One, Dewey Beach, DE
Fully refundable
The price is AU$113 per night from 29 Jan to 30 Jan
AU$113
includes taxes & fees
29 Jan - 30 Jan
With a stay at Gold Leaf Hotel of Dewey - Rehoboth Beach in Dewey Beach, you'll be near the beach, within a 10-minute drive of Rehoboth Beach Boardwalk and Dewey ...
Gold Leaf Hotel of Dewey - Rehoboth Beach
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Atlantic Oceanside Dewey

Atlantic Oceanside Dewey

2.5 out of 5
1700 Coastal Hwy, Dewey Beach, DE
Fully refundableReserve now, pay when you stay
The price is AU$628 per night from 22 Feb to 23 Feb
AU$628
includes taxes & fees
22 Feb - 23 Feb
Located in Dewey Beach, Atlantic Oceanside Dewey is on the Strip, just a 5-minute walk from Dewey Beach Parasail and a 2-minute drive from Delaware Seashore ...
Atlantic Oceanside Dewey
Don't see what you're looking for?
See all available properties in Dewey Beach
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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.

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^Subject to availability and chosen travel dates.