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

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

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

Dewey Beach
Stay at this vacation home in Dewey Beach. Enjoy free WiFi, balconies, and in-room washers/dryers. Popular attractions Rehoboth Beach Boardwalk and Baycenter ...
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
Stay at this vacation home in Dewey Beach. Enjoy free WiFi, private pools, and a water park. Popular attractions Rehoboth Beach Boardwalk and Lewes Beach are ...
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
Book a stay at this beach vacation home in Dewey Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Rehoboth Beach Boardwalk and John ...
Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets
Save an average of 15% on thousands of hotels when you're signed in
Beach Block Townhouse With NEW Everything & Ocean Views

Beach Block Townhouse With NEW Everything & Ocean Views

Dewey Beach
Stay at this vacation home in Dewey Beach. Enjoy a water park, patios, and cable/satellite TV service. Popular attractions Rehoboth Beach Boardwalk and Dewey ...
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
Book a stay at this beach vacation home in Dewey Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Rehoboth Beach Boardwalk and Dewey ...
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
Stay at this vacation home in Dewey Beach. Enjoy a pool table, patios, and in-room fireplaces. Popular attractions Rehoboth Beach Boardwalk and East of Maui ...
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
Stay at this vacation home in Dewey Beach. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions 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
Stay at this vacation home in Dewey Beach. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Rehoboth Beach ...
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
Stay at this vacation home in Dewey Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Rehoboth Beach Boardwalk and East of Maui are located ...
New to rental world in a prime location in Dewey with pool for 2025!
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
97 Holiday Homes
Lowest Price
NZ$99
Highest Price
NZ$203
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 NZ$143 per night from 1 Dec to 2 Dec
NZ$143
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this beach hotel in Dewey Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
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 NZ$99 per night from 24 Nov to 25 Nov
NZ$99
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this beach hotel in Dewey Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
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 NZ$203 per night from 25 Nov to 26 Nov
NZ$203
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3-star beach hotel in Dewey Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Hyatt Place Dewey Beach
Save an average of 15% on thousands of hotels when you're signed in
The Bay Resort

The Bay Resort

2.5 out of 5
126 Bellevue St., Dewey Beach, DE
Stay at this motel in Dewey Beach. Enjoy free WiFi, an outdoor pool, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
The 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.