Book Holiday Homes in Dewey Beach

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Dewey Beach

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 property in Dewey Beach (Ann Acres), you'll be within a 5-minute drive of Rehoboth Beach Boardwalk and Dewey Beach.
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach
Roof Top Penthouse! Vacation Luxury!

Roof Top Penthouse! Vacation Luxury!

Dewey Beach
A stay at this vacation home places you in the heart of Dewey Beach, just a 3-minute walk from Dewey Beach and within a 5-minute drive of Rehoboth Beach.
Roof Top Penthouse! Vacation Luxury!
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, a 5-minute walk from Dewey Beach and a 5-minute drive from Rehoboth Beach.
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Save an average of 15% on thousands of hotels when you're signed in
SPECIAL HALF PRICE DISCOUNT FOR LAST AVAILABLE SUMMER WEEK JUNE 21-28! BOOK NOW!

SPECIAL HALF PRICE DISCOUNT FOR LAST AVAILABLE SUMMER WEEK JUNE 21-28! BOOK NOW!

Dewey Beach
With a stay at this vacation home in Dewey Beach (Rehoboth by the Sea), you'll be a 2-minute walk from Dewey Beach and within a 5-minute drive of Rehoboth Beach ...
SPECIAL HALF PRICE DISCOUNT FOR LAST AVAILABLE SUMMER WEEK JUNE 21-28! BOOK NOW!
OCEANFRONT! Fall is beautiful in Dewey!!

OCEANFRONT! Fall is beautiful in Dewey!!

Dewey Beach
With a stay at this vacation home, you'll be centrally located in Dewey Beach, steps from Dewey Beach and within a 5-minute drive of Rehoboth Beach.
OCEANFRONT! Fall is beautiful in Dewey!!
Stunning Bayside Townhome w/ Private Beach, Breathtaking Water Views, & Parking!

Stunning Bayside Townhome w/ Private Beach, Breathtaking Water Views, & Parking!

Dewey Beach
A stay at this vacation home places you in the heart of Dewey Beach, just a 5-minute walk from Dewey Beach and within a 5-minute drive of Rehoboth Beach.
Stunning Bayside Townhome w/ Private Beach, Breathtaking Water Views, & Parking!
The Porch House - 2nd Ocean Block

The Porch House - 2nd Ocean Block

Dewey Beach
With a stay at this vacation home in Dewey Beach, you'll be near the beach, a 4-minute walk from Dewey Beach and a 5-minute drive from Rehoboth Beach ...
The Porch House - 2nd Ocean Block
Spectacular pet friendly house walk to beach w/ocean views, private pool

Spectacular pet friendly house walk to beach w/ocean views, private pool

Dewey Beach
With a stay at this property, you'll be centrally located in Dewey Beach, steps from Dewey Beach and within a 5-minute drive of Rehoboth Beach Boardwalk.
Spectacular pet friendly house walk to beach w/ocean views, private pool
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 Dewey Beach.
Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!
Don't see what you're looking for?
See all available properties in Dewey Beach
View all properties
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
181 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach, Roof Top Penthouse! Vacation Luxury!, Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!, SPECIAL HALF PRICE DISCOUNT FOR LAST AVAILABLE SUMMER WEEK JUNE 21-28! BOOK NOW!, OCEANFRONT! Fall is beautiful in Dewey!!, Stunning Bayside Townhome w/ Private Beach, Breathtaking Water Views, & Parking!, The Porch House - 2nd Ocean Block, Spectacular pet friendly house walk to beach w/ocean views, private pool, Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!

Top trending hotels in Dewey Beach

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
With a stay at Gold Leaf Hotel of Dewey - Rehoboth Beach in Dewey Beach, you'll be near the beach, a 4-minute walk from Dewey Beach and a 4-minute drive from ...
Gold Leaf Hotel of Dewey - Rehoboth Beach
The Bay Resort

The Bay Resort

2.5 out of 5
126 Bellevue St., Dewey Beach, DE
Fully refundableReserve now, pay when you stay
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
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
With a stay at Hyatt Place Dewey Beach in Dewey Beach, you'll be by the ocean, a 3-minute walk from Dewey Beach and a 5-minute drive from Rehoboth Beach.
Hyatt Place Dewey Beach
Save an average of 15% on thousands of hotels when you're signed in
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, steps from Dewey Beach and within a 5-minute drive of Rehoboth Beach.
Surf Club Oceanfront Hotel
Don't see what you're looking for?
See all available properties in Dewey Beach
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.