Dewey Beach Holiday Rentals

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Holiday Rentals in Dewey Beach

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (90)
"This was our second trip here because of the fantastic walk-to-everywhere location. Plenty of room for 3 friends, and we will be back soon! Just a note for improvement: The mattresses need an upgrade and there is general deferred maintenance. But overall, this is a super value for the price. Thanks Gaysha!"
Beach Retreat Located in the Heart of Dewey!

Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

9.8 out of 10, Exceptional, (257)
"Cottage was perfect for us, the kitchen was nicely stocked with extras like cooking spray, spices and foil. It’s set back from the street front with a lovely outdoor sitting area and screened porch, which I think would be really nice in warm weather. It’s only a few houses away from the beach, and my dog loved every second of being off leash and running free. I would definitely stay here again."
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!

9.8 out of 10, Exceptional, (75)
"This house was great and perfect for my sister's bachelorette party. The single floor plan and the big open living room was perfect to have a group of girls gather. Maria was a great host and helped us get back items that were forgotten at the house. She was understanding and communicated quickly with us to get it resolved. I recommend Maria's property when visiting Dewey for large groups."
Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!

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

9.8 out of 10, Exceptional, (60)
"You cannot beat the location of this place! Unreal! Walking distance to everything! The space was amazing! The cutest outdoor area! The owner was very quick to respond to any questions! Very impressed and happy with it all and can’t wait to go back! And Dewey is just so amazing in itself 🩵⚓️🦀🌊🐚"
Fantastic Location on Saulsbury St with a 3-night weekend option

Enchanting condo w/ ocean-view, with balcony, pool, washer/dryer, & dog-friendly

7.8 out of 10, Good, (25)
"Great size condo with plenty of outdoor decks and patios"
Enchanting condo w/ ocean-view, with balcony, pool, washer/dryer, & dog-friendly

Luxury Bayfront Penthouse Condo 1 block from the beach. Overlooking rooftop pool

10.0 out of 10, Exceptional, (68)
"Great location. Very comfortable couch and beds. Perfect for a beach getaway."
Luxury Bayfront Penthouse Condo 1 block from the beach. Overlooking rooftop 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!

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

9.6 out of 10, Exceptional, (71)
"Donnie was a great host & this is a great property in the Dewey Beach area! He was very communicative prior to check in and with the check out process. It was the perfect place for us during our stay. We hope to stay here again!"
The price is AU$1,743
includes taxes & fees
4 Jan - 5 Jan
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

DeweyBeach 2BR Ground Floor Condo. Family-Friendly, quiet, clean, walk to beach!

10.0 out of 10, Exceptional, (20)
"Very clean! Perfect location- walking distance to everything! Beach, restaurants, shops! Would definitely stay again!"
DeweyBeach 2BR Ground Floor Condo. Family-Friendly, quiet, clean, walk to beach!

Come see beautiful fall sunsets over the bay! Amazing off season rates!

10.0 out of 10, Exceptional, (115)
"Went to a wedding in Dewey Beach and stayed the weekend. Very nice property very nice location."
Come see beautiful fall sunsets over the bay! Amazing off season rates!

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

9.8 out of 10, Exceptional, (18)
"Great location, space is large and great for entertaining and the backyard is awesome. The process of having to wash the sheets, empty the dishwasher, waiting for washing process to finish in order to get sheets for next customer was absurd."
Newly Renovated Dewey Beach Cottage, 150 Yds from the Beach, Private Beach!!

Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!

10.0 out of 10, Exceptional, (44)
"Enjoyed the house very, very, very much!"
Steps to Beach! California Vibe - Families, Groups, Reunions - Fun Property!

Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

10.0 out of 10, Exceptional, (57)
"This is a great property with owners who take a lot of pride in their properties but also about your stay. We thought the communication was exceptional. The location is amazing and has an amazing view of the ocean from the screened in porch. Hearing the waves at all times was amazing!"
The price is AU$1,219
includes taxes & fees
4 Jan - 5 Jan
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

Ocean Block Dewey Beach and Pet Friendly!

10.0 out of 10, Exceptional, (167)
"The property was just as it was presented. The four of us, two adults and two teens had an excellent stay. And so did our dog. Great location too. Would definitely go back. "
The price is AU$739
includes taxes & fees
6 Jan - 7 Jan
Ocean Block Dewey Beach and Pet Friendly!

Beautiful 2BR, 2BA Just Minutes from the Beach

10.0 out of 10, Exceptional, (16)
"The location is great and so is the condo."
Beautiful 2BR, 2BA Just Minutes from the Beach

New, Private Resort Villa with in-ground Pool, 10 Br/9.5b, 2 blocks to beach!

9.8 out of 10, Exceptional, (47)
"Was a great property "
New, Private Resort Villa with in-ground Pool, 10 Br/9.5b, 2 blocks to beach!

Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets

9.8 out of 10, Exceptional, (98)
"A great weekend getaway for the family to celebrate my daughter's birthday. the view is perfection. Super clean. and the host was very responsive. "
Waterfront Retreat on Private Beach w/ large Boat Dock - Breathtaking Sunsets

Location, Location, Location! Immaculately Kept!

9.8 out of 10, Exceptional, (38)
"The house was perfect for our family to get together for our wedding. There was plenty of room for everyone to comfortably visit with each other. Rooms were comfortable. House was well kept and the owner was great with communication. "
Location, Location, Location! Immaculately Kept!

NEWLY RENOVATED IN HEART OF DEWEY BEACH - 2002 Bayard Ave

9.8 out of 10, Exceptional, (10)
"The house was great and in wonderful location. You could walk to everything in Dewey. The house was clean and just as described. "
NEWLY RENOVATED IN HEART OF DEWEY BEACH - 2002 Bayard Ave

Modern Retreat | Rooftop Deck with Ocean & Bay Views | Walk to Dewey Beach

9.8 out of 10, Exceptional, (31)
"Check in process was a bit strange . Arrived at house and the door was open with nobody on site . Confusing parking situation. Called Vicasa and the representative was offsite and offered little help. House was not supper clean + no cleaning supplies at property to touch up. Overall it’s a great property and the location was great . Would definitely return again but just a little frustrated with the things I mentioned. Overall great stay !"
Modern Retreat | Rooftop Deck with Ocean & Bay Views | Walk to Dewey Beach
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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Other types of properties in Dewey Beach you may be interested in

Surf Club Oceanfront Hotel

2.0 star property
9.0 out of 10, Wonderful, (1006)
"Enjoyed hearing and seeing the ocean from my room. Very quiet and peaceful. Love it here."
The price is AU$143
includes taxes & fees
5 Jan - 6 Jan
Surf Club Oceanfront Hotel

Hyatt Place Dewey Beach

3.0 star property
8.8 out of 10, Excellent, (1004)
"Good place to enjoy family vacation!!! "
The price is AU$184
includes taxes & fees
5 Jan - 6 Jan
Hyatt Place Dewey Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 star property
8.4 out of 10, Very good, (1001)
"Clean, affordable and friendly"
The price is AU$142
includes taxes & fees
4 Jan - 5 Jan
Gold Leaf Hotel of Dewey - Rehoboth Beach
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.

Frequently asked questions

Can I find a holiday rental in Dewey Beach?

Yes, there are holiday rentals in Dewey Beach close to East of Maui, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Dewey Beach speak positively about the popular beaches and top-notch restaurants in this destination. Give yourself some extra time to check out the shops and bars during your trip.

What are some of the best holiday rentals that Dewey Beach has to offer?

Affordable dog-frienedly beach home w/private deck, gas grill, enclosed yard: This holiday home rental outside of Dewey Beach is located in the city centre, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Dewey Beach?

Expedia has 218 holiday rentals for your stay in Dewey Beach.

What can I see and do in Dewey Beach?

Family-friendly attractions include East of Maui and Dewey Beach Parasail, whereas Dewey Beach and Delaware Seashore State Park are a couple of great spots to enjoy the outdoors. While here, Bottle & Cork and Indian Beach are other places worth a visit.

What are holiday rentals like in Dewey Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dewey Beach. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.