Beachfront vacation rentals in Dewey Beach

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Top-rated beachfront rentals in Dewey Beach

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Guest favorite

Home in Ocean City

4.94 out of 5 average rating, 219 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Jan 28 – Feb 4

ﺩ.ﺇ401 per night

Superhost

Townhouse in Rehoboth Beach

4.84 out of 5 average rating, 138 reviews

Romantic Sunset Suite

5 min walk (0.3 miles) to the beach and ocean, or enjoy your own private bay front beach out your back door, and gorgeous, romantic sunsets. First floor unit boasts a totally private bedroom and bath, and separate entrance. Sleep well on new queen mattress. Park your car and leave it. Located at the quieter south end of Dewey, yet still within walking distance to restaurants, nightlife, water sports, marina. Take Trolley or Uber to nearby Rehoboth for shops, restaurants and boardwalk fun!

Jan 15 – 22

ﺩ.ﺇ835 per night

Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 256 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun set view out the front door and fall asleep to the waves.

Jan 11 – 18

ﺩ.ﺇ621 per night

Superhost

Condo in Dewey Beach

4.91 out of 5 average rating, 151 reviews

Dewey vacation haven! Amazing 2 bed/2ba

Welcome to the newest luxury vacation rental in beautiful Dewey Beach! Sitting one block from the ocean and directly on the bay, this spacious two-bedroom, two bathroom condo is positioned on the top floor of The Residences at Lighthouse Cove. You will marvel at its resort feel from the balcony where you overlook the rooftop pool while also capturing a clear view of the Rehoboth Bay. You’ll also have full access to the inside pool and fitness room for those cold and or inclement weather days.

Jul 12 – 19

ﺩ.ﺇ2,706 per night

Superhost

Condo in Ocean City

4.85 out of 5 average rating, 102 reviews

2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym, HBO

Stunning newly renovated 2 bedroom oceanfront condo in the premiere Golden Sands! Blue Wave is known for its unique 3-tiered wave wall and incredible ocean views from the living room and primary bedroom. SmartTV w/Xbox! Wake up to the sun rising over the ocean right out your bedroom window, and after a cup of coffee on the balcony (included!) head to the building's sun deck,fitness center, lounge, arcades, tennis court, pickleball court,beach volleyball,or indoor/outdoor pools and tiki bar.

Oct 25 – Nov 1

ﺩ.ﺇ563 per night

Guest favorite

Cottage in Dewey Beach

4.9 out of 5 average rating, 162 reviews

Quaint Beach Block Cottage, 100 steps to the beach

A's by the Beach, a popular all-season vacation rental, is the most charming beach cottage in the north end of Dewey Beach, nested in the quiet Carolina St. Located on the ocean block, the home is only 100 steps from the most beautiful beach of the East Coast. Situated between Rehoboth & Dewey downtowns, a short walk to either town, its restaurants, bars & shops. The home is spaciously laid out to accommodate up to 6 adults & 4 children or a maximum of 8 adults & 4 cars off street parking

Mar 8 – 15

ﺩ.ﺇ1,528 per night

Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 101 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

Nov 3 – 10

ﺩ.ﺇ582 per night

Guest favorite

Tiny home in Selbyville

4.98 out of 5 average rating, 213 reviews

Destination Location! Farm Animals, Tours, Beaches

Scratch staying in a tiny house off your bucket list! Escape the Ocean City crowds and slow life down at this Garden Hideaway. Situated on a ranch just minutes from the beach, this unique home has a barnyard of fuzzy animals ready to greet you each day. Curated to both inspire joy and create presence, enjoy a simple morning and sip coffee with Fonzie the alpaca, Charlotte the mini-pig and a front yard of silly goats sure to entertain. This is a magical stay that we know you'll love!

Nov 8 – 15

ﺩ.ﺇ469 per night

Guest favorite

Condo in Ocean City

4.97 out of 5 average rating, 226 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Nov 27 – Dec 4

ﺩ.ﺇ669 per night

Guest favorite

Guest suite in Rehoboth Beach

4.97 out of 5 average rating, 114 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

Enjoy a day, week, or month at our unique beach front guest suite. You are only steps from the sand and boardwalk that leads you to the amazing restaurants and shops of Rehoboth Beach. Your private entrance is located just inside the fenced in front yard. The whole first floor and front yard is yours to enjoy. The 1,100 square ft. space is PET FRIENDLY and has a back yard deck, front patio, full bath, 2 bedrooms with queen beds, 1 off street parking space, & kitchenette.

Jun 1 – 8

ﺩ.ﺇ1,316 per night

Guest favorite

Cottage in Dewey Beach

4.85 out of 5 average rating, 126 reviews

Clayton Street Guest House - Better than a hotel!

Newly renovated cottage!! Perfect efficiency apartment - one block from the beach, one block from the famous Starboard Restaurant. Private screened in front porch for drinking your morning coffee (or your afternoon Happy Hour). All the amenities of home. KEURIG coffee maker. Off street parking for your car. Full kitchen, bathroom, sitting area, all kitchen essentials for daily living. Bring sheets, towels and personal hygiene paraphernalia. Otherwise, Turn key.

Nov 27 – Dec 4

ﺩ.ﺇ826 per night

Guest favorite

Condo in Lewes

4.99 out of 5 average rating, 251 reviews

WALK LEWES * Culinary Coast * FREE BIKES

Explore Lewes (loo-iss) from our walkable location. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

Dec 22 – 29

ﺩ.ﺇ629 per night