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

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!
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 | 183 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! |
More accommodations in Dewey Beach
Top trending hotels in Dewey Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

The Bay Resort

Hyatt Place Dewey Beach

Surf Club Oceanfront Hotel
More ways to explore Dewey Beach
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.