Book Holiday Homes in Dewey Beach

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Featured Holiday Homes in Dewey Beach

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

Dewey Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, a 4-minute drive from Rehoboth Beach and 5 minutes from Rehoboth Beach ...
Opens in a new windowSandy Paws Beach House. Pet Friendly! Completely renovated in 2024!
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

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 Cape Henlopen State Park.
Opens in a new windowCharming 2-bedroom townhome with sweeping bay views in Dewey Beach
10 Chicago Street  - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

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 Rehoboth Beach.
Opens in a new window10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
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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 a 5-minute drive from Cape Henlopen State Park and 5 minutes from Rehoboth Beach Boardwalk.
Opens in a new windowBeach Retreat Located in the Heart of Dewey!
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be on the beach, within a 5-minute drive of Rehoboth Beach and Cape Henlopen State Park.
Opens in a new windowWaterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!

Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!

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 Rehoboth Beach.
Opens in a new windowIconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

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

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be on the waterfront, a 5-minute drive from Rehoboth Beach and 6 minutes from Rehoboth Beach ...
Opens in a new windowBayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!

Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!

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 Rehoboth Beach.
Opens in a new windowAdorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious

Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be on the beach, a 5-minute drive from Rehoboth Beach and 6 minutes from Rehoboth Beach ...
Opens in a new windowBeachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious
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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
187 Holiday Homes
Lowest Price
AU$97
Highest Price
AU$213
Popular accommodation
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!, Charming 2-bedroom townhome with sweeping bay views in Dewey Beach, 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool, Beach Retreat Located in the Heart of Dewey!, Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail, Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!, Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!, Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!, Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious

Top trending hotels in Dewey Beach

The Bay Resort

The Bay Resort

3 out of 5
126 Bellevue St., Dewey Beach, DE
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 9 Oct to 10 Oct
AU$132
9 Oct - 10 Oct
includes taxes & fees
With a stay at The Bay Resort in Dewey Beach, you'll be near the bay, just steps from Bottle & Cork and a 3-minute drive from Delaware Seashore State Park.
Opens in a new windowThe Bay Resort
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$97 per night from 30 Sept to 1 Oct
AU$97
30 Sept - 1 Oct
includes taxes & fees
With a stay at Gold Leaf Hotel of Dewey - Rehoboth Beach in Dewey Beach, you'll be within a 5-minute drive of Rehoboth Beach and Cape Henlopen State Park.
Opens in a new windowGold Leaf Hotel of Dewey - Rehoboth Beach
Surf Club Oceanfront Hotel

Surf Club Oceanfront Hotel

2 out of 5
1 Read Avenue, Dewey Beach, DE
With a stay at Surf Club Oceanfront Hotel, you'll be centrally located in Dewey Beach, a 4-minute drive from Rehoboth Beach and 5 minutes from Rehoboth Beach ...
Opens in a new windowSurf Club Oceanfront Hotel
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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$213 per night from 28 Sept to 29 Sept
AU$213
28 Sept - 29 Sept
includes taxes & fees
When you stay at Hyatt Place Dewey Beach in Dewey Beach, you'll be by the ocean, a 5-minute drive from Rehoboth Beach and 6 minutes from Rehoboth Beach ...
Opens in a new windowHyatt Place Dewey Beach
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.