Dewey Beach Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Dewey Beach vacation rentals

3 BR townhouse, short walk to the beach and Dewey

3 BR townhouse, short walk to the beach and Dewey
Ann Acres
10.0 out of 10, Exceptional, (22 reviews)
"Great location! Easy check in/check out. Would stay again!"
United States
Rachel C.
The price is CA $261
CA $528 total
includes taxes & fees
May 12 - May 13
3 BR townhouse, short walk to the beach and Dewey

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 CA $455
CA $960 total
includes taxes & fees
May 15 - May 16
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (189 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is CA $478
CA $896 total
includes taxes & fees
May 10 - May 11
Ocean Block Dewey Beach and Pet Friendly!

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, (25 reviews)
"Everything was amazing! Loved our stay! "
United States
Susan L.
The price is CA $529
CA $1,019 total
includes taxes & fees
May 12 - May 13
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

Modern Condo On Beach Block in Dewey Beach

Modern Condo On Beach Block in Dewey Beach
Dewey Beach
9.4 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay. Everything was clean, great location. Bedrooms were a great size and it was perfect for my family with two kids. We will definitely stay here again."
United States
Christel H.
The price is CA $429
CA $745 total
includes taxes & fees
May 14 - May 15
Modern Condo On Beach Block in Dewey Beach

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

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Dewey Beach
9.8 out of 10, Exceptional, (71 reviews)
"Great place!"
United States
Paul R.
The price is CA $898
CA $1,301 total
includes taxes & fees
May 24 - May 25
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

3 Bedroom/Dog friendly/direct ocean views!

3 Bedroom/Dog friendly/direct ocean views!
Dewey Beach
9.8 out of 10, Exceptional, (34 reviews)
"Great place in a fantastic location. Jenny is an exceptional host."
United States
Andy W.
The price is CA $815
CA $1,459 total
includes taxes & fees
May 14 - May 15
3 Bedroom/Dog friendly/direct ocean views!

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 CA $594
CA $1,097 total
includes taxes & fees
May 10 - May 11
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79 reviews)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is CA $121
CA $535 total
includes taxes & fees
May 14 - May 15
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts

Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts
Edgewater Acres
The price is CA $158
CA $479 total
includes taxes & fees
May 11 - May 12
Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts

The Search For Surf-100 Steps to the Beach Sleeps 4

The Search For Surf-100 Steps to the Beach Sleeps 4
North Ocean City
The price is CA $133
CA $585 total
includes taxes & fees
May 14 - May 15
The Search For Surf-100 Steps to the Beach Sleeps 4

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (34 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is CA $176
CA $448 total
includes taxes & fees
May 9 - May 10
Charming 2-Bed Condo Steps From the Beach!

Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location

Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location
North Ocean City
9.4 out of 10, Exceptional, (42 reviews)
"We had a great week. Loved being on the bayside and having the pier. The place is a quick and easy walk to the beach. The kids loved the bunk room. Great place for families to stay "
United States
Jennifer C.
The price is CA $123
CA $478 total
includes taxes & fees
May 13 - May 14
Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (28 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is CA $129
CA $388 total
includes taxes & fees
May 14 - May 15
Spacious Condo•Pond Views•Centrally located

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.0 out of 10, Wonderful, (37 reviews)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is CA $96
CA $292 total
includes taxes & fees
May 28 - May 29
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
10.0 out of 10, Exceptional, (22 reviews)
"Host very accommodating .House was clean and comfortable. Location quiet and close to beaches,shopping ,restaurants and Rt1."
United States
Doug L.
The price is CA $164
CA $430 total
includes taxes & fees
May 12 - May 13
Oasis at Muchy Branch

NOTHING BEATS OCEANFRONT!!!

NOTHING BEATS OCEANFRONT!!!
North Ocean City
10.0 out of 10, Exceptional, (13 reviews)
"Very nice view of the ocean. Perfect size for the 5 of us adults that stayed for 2 nights. Perfect communication with the host. Easy access to parking, beach, pool and surrounding hot spots. Looking forward to our next visit. "
United States
Joseph P.
The price is CA $94
CA $301 total
includes taxes & fees
May 10 - May 11
NOTHING BEATS OCEANFRONT!!!

SPECIAL WINTER PRICING. Ocean Block Gem in North Ocean City

SPECIAL WINTER PRICING. Ocean Block Gem in North Ocean City
North Ocean City
10.0 out of 10, Exceptional, (48 reviews)
"Wonderfully remodeled unit! Great getaway!"
United States
Nate G.
The price is CA $183
CA $406 total
includes taxes & fees
May 11 - May 12
SPECIAL WINTER PRICING. Ocean Block Gem in North Ocean City

Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is CA $149
CA $426 total
includes taxes & fees
May 20 - May 21
Lewes Beach town Condo on 1st Floor!

Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (15 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is CA $205
CA $478 total
includes taxes & fees
May 11 - May 12
Charming 1-bedroom cottage with loft in 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Dewey Beach Hotel Reviews

Find out more about Dewey Beach

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dewey Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Dewey Beach?

Yes, we give you a choice of vacation rentals in Dewey Beach close to Dewey Beach Parasail, or you can select a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Dewey Beach?

Sweet Stay on Rehoboth Bay, Private Beach, Breathtaking Water Views & Parking: Visitors give good reviews to this Dewey Beach vacation home rental, which 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 you can cook with friends or family.

How many vacation rentals are there in Dewey Beach?

Expedia has 166 vacation 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 vacation rentals like in Dewey Beach?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Dewey Beach. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.