A kayaker in a bright orange kayak on a calm lake with clear water, surrounded by rocks and greenery, and a dock with a building in the background.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Dewey Beach holiday rentals

A rooftop terrace with blue lounge chairs and white umbrellas labeled "Sandpiper."

1. The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (439 reviews)
"Everything was great, I would return."
United States
elisabeth
The price is 5.215.310 ₫
6.575.993 ₫ total
includes taxes & fees
18 Oct - 19 Oct
The Sandpiper Beach Club
A poolside area with lounge chairs and umbrellas, a sign for 'Local Hotel', and a reflection in the water.

2. Lokal Hotel Cape May

Lokal Hotel Cape May
3.5 star property
Cape May Historic District
10.0 out of 10, Exceptional, (75 reviews)
"We only had two days but it was a fantastic two days. We absolutely love this location and the accommodations are so well thought out… down to the coffee cups! The pool is wonderful. We had a great stay."
United States
Jennifer
The price is 9.784.530 ₫
11.117.608 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Lokal Hotel Cape May
A living room with a ceiling fan, a round coffee table, and two sofas.

3. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
The price is 6.174.867 ₫
6.174.867 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Dagsboro Retreat
A sunroom with wicker furniture, large windows, and a ceiling fan.

4. 2 1/2 Mi to Bethany Boardwalk! Private Retreat!

2 1/2 Mi to Bethany Boardwalk! Private Retreat!
3.0 star property
Ocean View
The price is 4.527.775 ₫
11.509.345 ₫ total
includes taxes & fees
29 Oct - 30 Oct
2 1/2 Mi to Bethany Boardwalk! Private Retreat!
A garden area with a wooden border, various plants, and a white fence.

5. Plantation Lakes Townhouse

Plantation Lakes Townhouse
2.0 star property
Millsboro
The price is 37.949.998 ₫
37.949.998 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Plantation Lakes Townhouse
A covered patio with a table and chairs, a white fence, and a view of the greenery.

6. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is 3.880.950 ₫
8.628.646 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Getaway on 1/2 Acre w/ Deck in Georgetown
A wooden deck with a white railing, a bench, and a view of neighboring houses.

7. Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
3.5 star property
North Ocean City
The price is 5.487.620 ₫
12.352.322 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Walk to Maryland Beach: Coastal Condo w/ Balcony
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

The Bay Resort

The Bay Resort

10/10 Excellent
"Great location, pet friendly, quiet and comfortable."
Carrie 3-night trip
Posted 4 hours ago
The Bay Resort

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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.

How many holiday rentals are there in Dewey Beach?

Expedia has 153 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 East of Maui, 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.