Holiday Homes in Dewey Beach

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Featured Holiday Homes in Dewey Beach

Our top choices for Dewey Beach holiday homes

BEST VALUE!! SPACIOUS Home! Short Walk to Beach! Many Amenities!! Great Reviews!

9.8 out of 10, Exceptional, (44)
"Clean and spacious. Had all the things we need for a weekend getaway. Area is quiet. Walking distance to the beach. Host is detail oriented and communicates well."
BEST VALUE!! SPACIOUS Home! Short Walk to Beach! Many Amenities!! Great Reviews!

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (100)
"As described with a seamless check-in. Walking distance to all nightlife. The 5 individual beds were ideal."
Beach Retreat Located in the Heart of Dewey!

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

9.6 out of 10, Exceptional, (5)
"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

Steps to Shore: Newly Renovated Dewey Beach Home!

10.0 out of 10, Exceptional, (3)
"The place is amazing. Right by the beach and a couple minute walk to all the town of Dewey has to offer. Super clean, great accommodations. Absolutely hoot to come back and stay here again!"
Steps to Shore: Newly Renovated Dewey Beach Home!

Aug18-22 AVAILABLE Waterfront HUGE Price Reduction PrivateBeach🦀

9.8 out of 10, Exceptional, (105)
"Very nice place. Close to local restaurants and bars!! "
The price is AU$1,705
includes taxes & fees
1 Sept - 2 Sept
Aug18-22 AVAILABLE Waterfront HUGE Price Reduction PrivateBeach🦀

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

9.8 out of 10, Exceptional, (128)
"You won't be disappointed if you stay here. Absolutely gorgeous place and views. Everything was perfect and our beagle, Willow, loved it too. Communication with host was great and check in process was simple. The location is close to everything and such easy access to the beach. We will definitely be back!"
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

9.4 out of 10, Exceptional, (23)
"Very nice clean place great location. "
Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

Bayfront Home Private Beach &Dock Heart of Dewey Beach Dog/Kid Friendly

4.0 star property
10.0 out of 10, Exceptional, (17)
"Great location. Easy walk to beach and restaurants. Loved being on the water. We really enjoyed our stay. The house was clean and had everything we needed. Easy check in and out. Highly recommend!"
Bayfront Home Private Beach &Dock Heart of Dewey Beach Dog/Kid Friendly

Dog-friendly home with heated outdoor pool & games - 3 blocks from the beach

9.8 out of 10, Exceptional, (16)
"Beautiful very clean home in an awesome location on a quiet street"
Dog-friendly home with heated outdoor pool & games - 3 blocks from the beach

Spacious dog-friendly house with enclosed porch and yard- perfect for families!

10.0 out of 10, Exceptional, (7)
"Stunning view, very nice villa , great service, right on the water..Katerina was a fantastic host, very clean, fully loaded kitchen, very accommodating, Harris & Irinie provided great service to us they were very knowledgeable of the island & were a phone call away if needed anything. Very safe & very family oriented. We are definitely going back again."
Spacious dog-friendly house with enclosed porch and yard- perfect for families!

Dewey Beach Townhouse Ocean Block

9.2 out of 10, Wonderful, (43)
"The location is excellent. Just steps to the beach. Property was very clean. Kitchen has all you would need for a pleasant stay. Early morning coffee on the deck was wonderful. "
Dewey Beach Townhouse Ocean Block

Dewey Beach town home just over one block to beach!

9.8 out of 10, Exceptional, (22)
"This was an amazing location and property! "
Dewey Beach town home just over one block to beach!

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

9.8 out of 10, Exceptional, (59)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

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

10.0 out of 10, Exceptional, (3)
"Location, cleanliness and quick responses by hosts were key. "
Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach!

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

9.8 out of 10, Exceptional, (63)
"Amazing host and stay!"
Fantastic Location on Saulsbury St with a 3-night weekend option

WALKING to Beach and Town of Dewey with a 3-Night Option and NEW POOL for 2025!

9.8 out of 10, Exceptional, (77)
"Perfect location and Maria was so amazing"
WALKING to Beach and Town of Dewey with a 3-Night Option and NEW POOL for 2025!

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

9.4 out of 10, Exceptional, (28)
"close to everything. super cozy"
Dewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome

2026 CALENDAR OPEN FOR BOOKING! FREE CHEF OR BONFIRE WITH MINIMUM 3 DAY STAY!

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 CALENDAR OPEN FOR BOOKING! FREE CHEF OR BONFIRE WITH MINIMUM 3 DAY STAY!

Last minute opening!! Mini summer stay available!!

10.0 out of 10, Exceptional, (74)
"The home was beautiful and in a great location. My family had a great time on our weekend getaway."
Last minute opening!! Mini summer stay available!!

Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious

10.0 out of 10, Exceptional, (77)
"This is the perfect rental. Even nicer than the pics, impressively stocked with everything you might need and beachfront in an ideal location. Maureen was extremely accommodating and responsive. We will be booking again in the future."
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious
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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Top Dewey Beach Hotel Reviews