Book Holiday Homes in Dewey Beach

Start date: Check-in selected.
To Date
End date: Check-out

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

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!
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
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!
Save an average of 15% on thousands of hotels when you're signed in
Dewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome

Dewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome

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 windowDewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome
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
 Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck

Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be by the sea, within a 5-minute drive of Rehoboth Beach and Cape Henlopen State Park.
Opens in a new window Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck
Ocean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!

Ocean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!

Dewey Beach
When you stay at this vacation home in Dewey Beach, you'll be by the sea, a 5-minute drive from Rehoboth Beach and 6 minutes from Rehoboth Beach Boardwalk.
Opens in a new windowOcean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!
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 Rehoboth Beach.
Opens in a new windowLuxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear
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
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
188 Holiday Homes
Lowest Price
AU$108
Highest Price
AU$171
Popular accommodation
Beach Retreat Located in the Heart of Dewey!, Charming 2-bedroom townhome with sweeping bay views in Dewey Beach, Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!, Dewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome, Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious , Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck, Ocean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!, Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear, Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

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$171 per night from 10 Nov to 11 Nov
AU$171
10 Nov - 11 Nov
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
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$108 per night from 10 Nov to 11 Nov
AU$108
10 Nov - 11 Nov
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
The price is AU$128 per night from 5 Nov to 6 Nov
AU$128
5 Nov - 6 Nov
includes taxes & fees
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
Save an average of 15% on thousands of hotels when you're signed in
The Bay Resort

The Bay Resort

3 out of 5
126 Bellevue St., Dewey Beach, DE
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
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.