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.

Dewey Beach Vacation Rentals

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Our top choices for Dewey Beach vacation rentals

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

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Dewey Beach
9.6 out of 10, Exceptional, (84 reviews)
"Stay was amazing! Area was local and condo was clean."
United States
Eva W.
The price is CA $448
CA $767 total
includes taxes & fees
Sep 3 - Sep 4
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

2. 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, (79 reviews)
"Great place!"
United States
Paul R.
The price is CA $534
CA $872 total
includes taxes & fees
Sep 3 - Sep 4
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

3. Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (196 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
The price is CA $591
CA $1,036 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Block Dewey Beach and Pet Friendly!

4. 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
9.8 out of 10, Exceptional, (29 reviews)
"Amazing home and great location! Everything was clean and updated, and the backyard was perfect for the kids. Thank you, Christian, for your hospitality and for coordinating the check-in process so smoothly!"
United States
Alexander L.
The price is CA $826
CA $1,355 total
includes taxes & fees
Sep 9 - Sep 10
Luxury Dewey Beach Home, Private Beach Block, 4 Bed, 2.5 Bath, Park 3 Cars

5. 3 Bedroom/Dog friendly/direct ocean views!

3 Bedroom/Dog friendly/direct ocean views!
Dewey Beach
10.0 out of 10, Exceptional, (43 reviews)
"Loved the location! Pretty much on the beach and walkable to the restaurants in Dewey."
United States
Nancy
The price is CA $833
CA $1,489 total
includes taxes & fees
Sep 13 - Sep 14
3 Bedroom/Dog friendly/direct ocean views!

6. 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, (83 reviews)
"We loved staying here! A wonderful view of the ocean from the screened porch. Very nicely furnished w/ well equipped kitchen. Jenny is a great host to work with."
United States
Cindy R.
The price is CA $800
CA $1,346 total
includes taxes & fees
Sep 21 - Sep 22
Direct Ocean Views from your bed & screened-in deck.Pet friendly! 2br 2bth

7. One bedroom Apartment in Rehoboth Beach

One bedroom Apartment in Rehoboth Beach
Spring Lake
10.0 out of 10, Exceptional, (15 reviews)
"Very nice place and location. Peaceful and quiet neighborhood and so close to everything. I will be staying here again in the future. The 3 of us were so happy with this condo and how nice it was! Loved that it had an outdoor shower to rinse off after the beach. The community pool was very nice and a very short walk from the property. Highly recommend!!"
United States
Krista
One bedroom Apartment in Rehoboth Beach

8. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (16 reviews)
"Nice space, accessible to the boardwalk, easy parking, and very friendly and accommodating host. Had a great time, highly recommend and would stay here again."
United States
James
The price is CA $181
CA $231 total
includes taxes & fees
Sep 3 - Sep 4
Charming Room in Downtown Rehoboth Beach

9. 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, (24 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 $221
CA $492 total
includes taxes & fees
Sep 29 - Sep 30
Charming 1-bedroom cottage with loft in Rehoboth Beach

10. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (20 reviews)
"Our room was beautiful. Our hosts were fantastic. Kind and friendly without being intrusive in any way (although, they were a couple I’d want to be friends with). It was easy to park. In walking distance from the beach but just far enough we weren't overwhelmed by people. We were shown other beautiful rooms on the property and are 100% going to book again—this time with either a bigger apartment with our whole family or even better us and another couple."
United States
Shoshana K.
The price is CA $181
CA $231 total
includes taxes & fees
Sep 2 - Sep 3
Charming Room in Downtown Rehoboth Beach

11. Beach Club Retreat | Pool | 3 Blocks to the Beach

Beach Club Retreat | Pool | 3 Blocks to the Beach
Rehoboth by the Sea
9.6 out of 10, Exceptional, (9 reviews)
"Accommodated our needs for a last minute trip away!"
United States
tiffany P.
The price is CA $374
CA $699 total
includes taxes & fees
Aug 31 - Sep 1
Beach Club Retreat | Pool | 3 Blocks to the Beach

12. 2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (32 reviews)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is CA $143
CA $294 total
includes taxes & fees
Sep 23 - Sep 24
2 Bedroom Condo Henlopen Station w/ Brand New Bed

13. Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!
Downtown
9.8 out of 10, Exceptional, (122 reviews)
"Great little place for 2 adults. Owners were very responsive and communicative. We will be back!"
United States
Charlotte A.
The price is CA $313
CA $490 total
includes taxes & fees
Sep 14 - Sep 15
Beach Bliss! Cozy Ocean-Block Efficiency – 150 Steps to Sand, Partial Weeks OK!

14. Rehoboth Townhouse with Pool! 3 Blocks to Beach!

Rehoboth Townhouse with Pool! 3 Blocks to Beach!
Country Club Estates
10.0 out of 10, Exceptional, (199 reviews)
"nice place, great walkable location."
United States
Lamouse-Welch F.
The price is CA $350
CA $724 total
includes taxes & fees
Sep 10 - Sep 11
Rehoboth Townhouse with Pool! 3 Blocks to Beach!

15. 200 steps to the beach - walk everywhere downtown! Private location.

200 steps to the beach - walk everywhere downtown! Private location.
Downtown
8.8 out of 10, Excellent, (34 reviews)
The price is CA $277
CA $446 total
includes taxes & fees
Sep 14 - Sep 15
200 steps to the beach - walk everywhere downtown! Private location.

16. 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
9.2 out of 10, Wonderful, (25 reviews)
"Perfect weekend stay"
United States
Joan W.
Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

17. The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches

The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches
Bayside
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay! Very clean and cozy!"
United States
Daniel T.
The price is CA $225
CA $451 total
includes taxes & fees
Sep 8 - Sep 9
The Ocean Breeze Retreat • Private Studio Guest House • 2 miles to Beaches

18. Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach

Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach
Bayside
10.0 out of 10, Exceptional, (11 reviews)
"This condo was great and everything around was easy access. We will stay there again "
United States
Tanya
The price is CA $278
CA $583 total
includes taxes & fees
Sep 2 - Sep 3
Coastal Oasis - Cozy 2BR Condo in Rehoboth Beach

19. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (39 reviews)
"Great set up and plenty of room and parking! Host was easy to communicate with and they were very quick to reply. I would definitely stay there again in the future. "
United States
Jennifer B.
The price is CA $151
CA $450 total
includes taxes & fees
Sep 7 - Sep 8
Spacious Condo•Pond Views•Centrally located

20. Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA
Midway
9.0 out of 10, Wonderful, (6 reviews)
"Nice and cozy home, great location to Rehoboth Beach and had everything we needed!"
United States
Brian F.
The price is CA $144
CA $384 total
includes taxes & fees
Sep 1 - Sep 2
Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA
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

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.

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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?

BOOK FOR 2027 & FALL & WINTER 2026! ROOFTOP POOL & HOT TUB OPEN ALL YEAR!: Visitors give good reviews to this Dewey Beach vacation home rental, which is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 15 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite homes for rent in Dewey Beach are 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool and Beach Club #12 - 2.5 Blocks to the Beach, Pool & Pet-Friendly Fun in Dewey Beach!.

How many vacation rentals are there in Dewey Beach?

Expedia has 159 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 John Waples Memorial Playground, 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.