Holiday Homes in Dewey Beach

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Featured Holiday Homes in Dewey Beach

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

9.8 out of 10, Exceptional, (132)
"We had a great stay at this rental. Very clean and a perfect location right on the beach."
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

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

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

9.8 out of 10, Exceptional, (60)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (103)
"We had a great time staying at this condo. It’s located right in the middle of Dewey which made getting around without a car very easy! My friends and I had a blast! "
Beach Retreat Located in the Heart of Dewey!

Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

9.8 out of 10, Exceptional, (105)
"On the whole we love the place. Only negative if you have little ones the band noise is LOUD especially in the master bedroom you can hear it perfectly! Also if there is a lot of rain the street floods but it’s nothing against this place. It’s perfect for a safe little beach for our grandchildren ages 3 & 1. We would come again and stay here. "
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!

10.0 out of 10, Exceptional, (31)
"Great outdoor spaces , Great location , Clean , so many bedrooms and bathrooms. Would recommend to anyone ! Comin back again !"
Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!

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

9.8 out of 10, Exceptional, (66)
"had fantastic time here!"
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

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!

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

10.0 out of 10, Exceptional, (80)
"Wonderful townhouse. Perfectly located to all that the are has to offer and right on the ocean. "
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious

Beach Block Townhouse With NEW Everything & Ocean Views

10.0 out of 10, Exceptional, (168)
"Perfect for our short break away!"
Beach Block Townhouse With NEW Everything & Ocean Views

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

9.8 out of 10, Exceptional, (112)
"Met expectations "
2026 CALENDAR OPEN FOR BOOKING! FREE CHEF OR BONFIRE WITH MINIMUM 3 NIGHT STAY!

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

8.8 out of 10, Excellent, (27)
"Very nice clean place great location. "
Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

9.8 out of 10, Exceptional, (80)
"Perfect location and Maria was so amazing"
WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

Last minute opening!! Mini summer stay available!!

10.0 out of 10, Exceptional, (76)
"Great location and beautiful property. "
Last minute opening!! Mini summer stay available!!

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

9.8 out of 10, Exceptional, (66)
"Wonderful location, property was exactly what it stated. Nice "
Fantastic Location on Saulsbury St with a 3-night weekend option

Dewey Beach Oceanfront

9.6 out of 10, Exceptional, (56)
"Everything was great!"
Dewey Beach Oceanfront

Dog-friendly home 3.5 blocks to beach w/private hot tub, balconies, firepit, AC

10.0 out of 10, Exceptional, (23)
"We thoroughly enjoyed our stay at this house. It’s designed to be very comfortable and accommodating for the renters. The location is convenient, relatively close to the beach, and shopping."
Dog-friendly home 3.5 blocks to beach w/private hot tub, balconies, firepit, AC

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

9.4 out of 10, Exceptional, (11)
"This beach house had everything we needed! One of the best parts was how close it was to the beach. The weather wasn’t the best during our visit, so we spent a lot of time at the house. There’s plenty of board games to help pass the time on a rainy day. Would recommend this house to anyone looking for a fun trip to Dewey Beach."
Town of Dewey Beach --- 6 Jersey Street | Ocean-block house in Dewey Beach

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

9.8 out of 10, Exceptional, (47)
"Really nice house in a quiet neighborhood. Clean, spacious, comfortable beds, well stocked, plenty of parking, and great communication on how everything works and expectations of guests. An easy walk into Dewey and just a bit further to the beach. "
BEST VALUE!! SPACIOUS Home! Short Walk to Beach! Many Amenities!! Great Reviews!

Roof Top Penthouse! Vacation Luxury!

9.8 out of 10, Exceptional, (17)
"Great stay at this property. Highly recommend. Cannot beat location. Hosts are communicative and helpful! "
Roof Top Penthouse! Vacation Luxury!
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

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Dewey Beach Holiday Homes information

Number of reviews
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Accommodation
191 Holiday Homes
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