Book Holiday Homes in Dewey Beach

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Featured Holiday Homes in Dewey Beach

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!
Private Pool Dewey Beach House Two Blocks from Beach!

Private Pool Dewey Beach House Two Blocks from 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 Fifer Orchards Local-Fresh ...
Private Pool Dewey Beach House Two Blocks from Beach!
Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets

Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be on the beach, within a 15-minute drive of Rehoboth Beach Boardwalk and Lewes Beach.
Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets
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Beach Block Townhouse With NEW Everything & Ocean Views

Beach Block Townhouse With NEW Everything & Ocean Views

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be near the beach, within a 15-minute drive of Rehoboth Beach Boardwalk and Lewes Beach.
Beach Block Townhouse With NEW Everything & Ocean Views
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, within a 15-minute drive of Rehoboth Beach Boardwalk and Lewes Beach.
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!
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 15-minute drive of Rehoboth Beach Boardwalk and Lewes Beach.
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Adorable Beach House in perfect location

Adorable Beach House in perfect location

Rehoboth Beach
With a stay at this vacation home in Dewey Beach (Ann Acres), you'll be within a 15-minute drive of Rehoboth Beach Boardwalk and Lewes Beach.
Adorable Beach House in perfect location
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!
New to rental world in a prime location in Dewey with pool for 2025!

New to rental world in a prime location in Dewey with pool for 2025!

Dewey Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, a 5-minute drive from Rehoboth Beach Boardwalk and 14 minutes from Lewes ...
New to rental world in a prime location in Dewey with pool for 2025!
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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$89
Highest Price
AU$183
Popular accommodation
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!, Private Pool Dewey Beach House Two Blocks from Beach!, Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets, Beach Block Townhouse With NEW Everything & Ocean Views, Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!, 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool, Adorable Beach House in perfect location, Beach Retreat Located in the Heart of Dewey!, New to rental world in a prime location in Dewey with pool for 2025!

Top trending hotels in Dewey Beach

Surf Club Oceanfront Hotel

Surf Club Oceanfront Hotel

2 out of 5
1 Read Avenue, Dewey Beach, DE
The price is AU$129 per night from 1 Dec to 2 Dec
AU$129
includes taxes & fees
1 Dec - 2 Dec
With a stay at Surf Club Oceanfront Hotel, you'll be centrally located in Dewey Beach, within a 15-minute drive of Rehoboth Beach Boardwalk and Lewes 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 refundableReserve now, pay when you stay
The price is AU$89 per night from 5 Dec to 6 Dec
AU$89
includes taxes & fees
5 Dec - 6 Dec
When you stay at Gold Leaf Hotel of Dewey - Rehoboth Beach in Dewey Beach, you'll be near the beach, within a 15-minute drive of Rehoboth Beach Boardwalk and ...
Gold Leaf Hotel of Dewey - Rehoboth 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$183 per night from 25 Nov to 26 Nov
AU$183
includes taxes & fees
25 Nov - 26 Nov
When you stay at Hyatt Place Dewey Beach in Dewey Beach, you'll be by the ocean, within a 15-minute drive of Rehoboth Beach Boardwalk and Lewes Beach.
Hyatt Place Dewey Beach
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The Bay Resort

The Bay Resort

2.5 out of 5
126 Bellevue St., Dewey Beach, DE
With a stay at The Bay Resort in Dewey Beach, you'll be near the beach, just steps from Bottle & Cork and a 3-minute drive from Delaware Seashore State ...
The Bay Resort
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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.