Dewey Beach Holiday Rentals

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Our top choices for Dewey Beach holiday rentals

LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!
Rehoboth by the Sea
9.6 out of 10, Exceptional, (112 reviews)
"Charming cottage, great location, cant get any closer to the beach!"
United States
Evan G.
The price is HK$3,126
HK$6,200 total
includes taxes & fees
26 May - 27 May
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars
Rehoboth Beach
10.0 out of 10, Exceptional, (26 reviews)
"Everything was amazing! Loved our stay! "
United States
Susan L.
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

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

Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
Dewey Beach
9.8 out of 10, Exceptional, (109 reviews)
"Great place. Great location. Perfect sunsets. "
United States
Jason V.
The price is HK$5,461
HK$10,695 total
includes taxes & fees
10 Jun - 11 Jun
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail

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

Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth
Rehoboth by the Sea
10.0 out of 10, Exceptional, (76 reviews)
"Very comfortable."
United States
Jane R.
The price is HK$5,477
HK$8,740 total
includes taxes & fees
14 Jun - 15 Jun
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard
3.0 star property
Ocean View
The price is HK$3,354
HK$5,802 total
includes taxes & fees
27 May - 28 May
< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

Cozy Beach house right on the bay! 3 miles from boardwalk. Sleeps 5

Cozy Beach house right on the bay! 3 miles from boardwalk. Sleeps 5
Ocean View
The price is HK$2,155
HK$3,458 total
includes taxes & fees
26 May - 27 May
Cozy Beach house right on the bay! 3 miles from boardwalk. Sleeps 5

Beach home nestled between the beach and the bay (eastside)

Beach home nestled between the beach and the bay (eastside)
North Bethany Beach
10.0 out of 10, Exceptional, (38 reviews)
"This home exceeded our expectations! Very accurately described just a short short walk to a lovely beach. Such a comfortable place for our family to stay with plenty of space and everything we needed. Will definitely stay here again."
United States
Stephanie G.
The price is HK$2,742
HK$4,597 total
includes taxes & fees
26 May - 27 May
Beach home nestled between the beach and the bay (eastside)

Lovely 3 bedroom condo about 150 steps to the sandy beach.

Lovely 3 bedroom condo about 150 steps to the sandy beach.
North Bethany Beach
10.0 out of 10, Exceptional, (38 reviews)
"This is a perfect spot for families. A great condo off a private beach. "
United States
Craig A.
The price is HK$2,938
HK$4,881 total
includes taxes & fees
26 May - 27 May
Lovely 3 bedroom condo about 150 steps to the sandy beach.

1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.

1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.
Milton
9.8 out of 10, Exceptional, (10 reviews)
"Porch wonderful, Hostess was quick to respond and helpful. House clean and adequately stocked. I would stay again."
United States
patricia G.
1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.

4BR Home Near the Beach! | Canal Access + Porch

4BR Home Near the Beach! | Canal Access + Porch
South Bethany
The price is HK$5,001
HK$10,964 total
includes taxes & fees
26 May - 27 May
4BR Home Near the Beach! | Canal Access + Porch

Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10
Lewes
9.4 out of 10, Exceptional, (16 reviews)
"Perfect weekend stay"
United States
Joan W.
The price is HK$1,615
HK$3,709 total
includes taxes & fees
2 Jun - 3 Jun
Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

Vintage cottage by the beach with AC, furnished deck, grill, & washer/dryer

Vintage cottage by the beach with AC, furnished deck, grill, & washer/dryer
North Bethany Beach
The price is HK$3,307
HK$6,392 total
includes taxes & fees
29 May - 30 May
Vintage cottage by the beach with AC, furnished deck, grill, & washer/dryer

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (47 reviews)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
The price is HK$1,305
HK$2,280 total
includes taxes & fees
28 May - 29 May
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Milton
9.8 out of 10, Exceptional, (30 reviews)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is HK$1,920
HK$4,075 total
includes taxes & fees
26 May - 27 May
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
The price is HK$1,105
HK$3,218 total
includes taxes & fees
11 Jun - 12 Jun
3 Mi to Bethany Beach: Family Home w/ Movie Room!

Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!

Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!
Bayside
9.6 out of 10, Exceptional, (4 reviews)
"The house by Jim was great! It is newly renovated, the appliances are new, and the property is very clean and well maintained. The location is excellent! it is near Rehoboth and Dewey so you can get sun and relaxing beach time during the day and an energetic bar scene at night. The house is on a quiet road that is easy to get to and close to super markets and many stores on the main road so that you can get anything you may have forgotten to bring. The backyard is great for a small pet, the...
United States
Michael V.
Charming Beach Cottage in Timeless Rehoboth Beach, under 5 min to Boardwalk!

The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (423 reviews)
"Excellent location, facilities, and communication. Looking forward to staying there again next time!"
United States
Vanessa
The price is HK$2,955
HK$3,726 total
includes taxes & fees
26 May - 27 May
The Sandpiper Beach Club

ONLY A 7 MINUTE WALK TO THE BEACH!

ONLY A 7 MINUTE WALK TO THE BEACH!
Bethany Beach
9.8 out of 10, Exceptional, (54 reviews)
"Great location, perfect space for our family. We had a wonderful stay!"
United States
Susan M.
The price is HK$3,166
HK$5,839 total
includes taxes & fees
28 May - 29 May
ONLY A 7 MINUTE WALK TO THE BEACH!

Spacious 3BR End Unit Townhome with Pool, 3 Blocks to Beach

Spacious 3BR End Unit Townhome with Pool, 3 Blocks to Beach
Bethany Beach
9.8 out of 10, Exceptional, (18 reviews)
"We had a great stay in Bethany & will definitely go back!"
United States
Tracie T.
Spacious 3BR End Unit Townhome with Pool, 3 Blocks to Beach

The Beacon at the Beach

The Beacon at the Beach
North Ocean City
The price is HK$3,463
HK$6,643 total
includes taxes & fees
26 May - 27 May
The Beacon at the 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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Find out more about Dewey Beach

Search for holiday rentals in Dewey Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Dewey Beach using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Dewey Beach?

Yes, there are holiday rentals in Dewey Beach close to Dewey Beach Parasail, 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?

Sweet Stay on Rehoboth Bay, Private Beach, Breathtaking Water Views & Parking: This highly rated holiday home rental in Dewey Beach is located on the beach, and has a patio, a selection of games and air conditioning 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. Another good choice for your trip to Dewey Beach is FALL 2026&2027 CALENDARS OPEN FOR BOOKING! ROOFTOP POOL & HOT TUB OPEN ALL YEAR!.

How many holiday rentals are there in Dewey Beach?

Expedia has 168 holiday rentals for your stay in Dewey Beach.

What can I see and do in Dewey Beach?

Family-friendly attractions include Dewey Beach Parasail and Fifer Orchards Local-Fresh Market - Dewey Beach, whereas Dewey Beach and Indian Beach are a couple of great spots to enjoy the outdoors. While here, Bottle & Cork and Delaware Seashore State Park 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.