Search Holiday Homes in Dewey Beach

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Browse Select Dewey Beach Holiday Homes

Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!

9.8 out of 10, Exceptional, (18)
"Property was excellent. Not far from the beach and close to Dewey Beach shops and restaurants. Enjoyable stay."
Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!

Steps to Shore: Newly Renovated Dewey Beach Home!

10.0 out of 10, Exceptional, (1)
"The owner/host was amazing and super helpful and accommodating. The home is in a great location, conveniently close to all the best things Dewey Beach has to offer. The house can accommodate many people and the beds were comfortable."
Steps to Shore: Newly Renovated Dewey Beach Home!

Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

10.0 out of 10, Exceptional, (1)
"Location: Beautiful views of the bay and easy walk to restaurants and the beach. Perfect"
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Roof Top Penthouse! Vacation Luxury!

9.8 out of 10, Exceptional, (14)
"Very good"
Roof Top Penthouse! Vacation Luxury!

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

9.8 out of 10, Exceptional, (57)
"We loved the closeness to the beach the marina and local food restaurants.Would love to stay here for a longer time so much to do here."
The price is £385
includes taxes & fees
29 Jun - 30 Jun
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

2026 OPEN FOR BOOKING! CHOOSE YOUR FAVORITE WEEK OR WEEKEND WHILE AVAILABLE!!

9.8 out of 10, Exceptional, (112)
"Our group had the best weekend at Memories! Everything was just as pictured and described. Debbie and her team were wonderful and so accommodating. We will definitely be back next year!"
2026 OPEN FOR BOOKING! CHOOSE YOUR FAVORITE WEEK OR WEEKEND WHILE AVAILABLE!!

OCEANFRONT! Fall is beautiful in Dewey!!

10.0 out of 10, Exceptional, (70)
"The home was beautiful and in a great location. My family had a great time on our weekend getaway."
OCEANFRONT! Fall is beautiful in Dewey!!

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

9.8 out of 10, Exceptional, (70)
"Great views and location to the bay and beach."
Stunning Bayside Townhome w/ Private Beach, Breathtaking Water Views, & Parking!

The Porch House - 2nd Ocean Block

10.0 out of 10, Exceptional, (41)
"Fantastic location, you can not beat walking to all the restaurants and stores.House is very comfortable and clean. Second year that we have stayed and look forward to coming back!"
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

Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!

8.0 out of 10, Very good, (1)
"Overall neat, clean and freshly painted. Lvg/dining furnishings made the most of limited space to give the basics needs for a family. Building is quiet. TV youtube & netflix many shutdowns, maybe needs upgrade. Wastebaskets & miirrors in all bedrooms would be nice. Toilet paper was not adequately supplied, we bought it. Good location for beach access and very nice pool. Overall our family enjoyed our stay."
Adorable 3 bdrm townhome - Pool and Great Location - walk to the beach!

DEWEY Beach Block Cottage on the Best Block in Dewey!

9.8 out of 10, Exceptional, (70)
"Beautiful small cottage "
The price is £541
includes taxes & fees
25 Jul - 26 Jul
DEWEY Beach Block Cottage on the Best Block in Dewey!

Town of Dewey Beach --- 6 Jersey Street | Ocean-block house in Dewey Beach

8.8 out of 10, Excellent, (6)
"Loved the location! House was perfect size for 7. Comfortably bedding and sitting area. Very clean!"
Town of Dewey Beach --- 6 Jersey Street | Ocean-block house in Dewey Beach

Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach

9.6 out of 10, Exceptional, (29)
"This was a great location. Clean well maintained property. Looking forward to staying there again"
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach

Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!

Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!

Adorable Beach House in perfect location

9.8 out of 10, Exceptional, (91)
"Great location, walking distance to the beach and other activities!!"
Adorable Beach House in perfect location

Quintessential Dewey Beach Cottage-1.5 Blocks to the Beach

9.0 out of 10, Wonderful, (14)
"Cozy place but very nice and close to beaches and bars/restaurants. Would recommend and stay again."
Quintessential Dewey Beach Cottage-1.5 Blocks to the Beach

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

9.8 out of 10, Exceptional, (192)
"We love the location! The house is perfect for our family. Our hosts respond to any issues or question with in minutes. It is just a perfect get away for our family to end our summer."
Ocean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!

Three Level Townhouse with Beautiful Ocean Views

9.8 out of 10, Exceptional, (62)
"We had a great stay at this beach property. A short walk to the beach (not even half of an block) and the house was fully equipped for us to use for the week. Highly recommend and will come back again."
Three Level Townhouse with Beautiful Ocean Views

Fantastic Location on Saulsbury St with a 3-night weekend option

9.8 out of 10, Exceptional, (61)
"Amazing host and stay!"
Fantastic Location on Saulsbury St with a 3-night weekend option
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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