Beach house holiday rentals in Dewey Beach

Oceanfront Oasis Sunrise/Sunset balcony Beach/pool

Welcome to Oceanfront Oasis, Ocean City, Md. Rare Oceanfront & Bay Views from your 2 private balconies. Beachfront. Wake up to the sunrise, listen to the ocean waves, & sip your coffee on the oversized ocean balcony(15 feet x7 feet). Unwind at night on the bayside balcony watching the sunset. Walk out to the private heated pool, to the sand & the beach. Tennis court. Beach chairs, umbrellas , boogey boards and more. Perfect for couples & families, this cozy and well-situated condo is just right!

Bright & Breezy Bayside Home | Sleeps 10

Experience the classic Dewey Beach vibe in this bright, two-story home just steps from the sand! Located on the bayside of town, tucked in on a charming side street, you’ll catch some bay views from the sitting room. Central & walkable, it’s easy to explore all Dewey has to offer. Expect a fun, lively atmosphere on summer weekends while having a comfortable retreat to come home to. And the best part? We’re pet-friendly, so your four-legged family members are welcome to join the beach getaway!

Waterfront, Dock, Deck, Walk to the Beach!

Escape to Tern Drive in South Bethany Beach-a perfect vacation rental with spacious living areas, coastal comfort, and easy access to beach and bay! Enjoy relaxing outdoor waterfront space, plenty of room for family and friends, and a prime location near dining, shopping, attractions. 3 bedrooms; 1 King + 2 Queens. 2 full baths + outside shower. Grill, beach chairs, parking, WiFi, walk to the beach. New paint, flooring, furnishing, beds, mattresses. Large groups, rent the house next door too!

Beach Haven waterfront house on Broadkill Beach DE

Relax with the whole family at this peaceful beachfront home located on the scenic Broadkill Beach in Delaware. The house has 4 spacious bedrooms and 2 and 1/2 baths with a full kitchen and a dining room with direct oceanviews. Lounge in the sunroom with panoramic views of the ocean and walk right over the dunes to the beach anytime. Primehook Refuge is a 5 minute drive, and a 15-20 min drive leads to Lewes beach, Cape Henlopen Park and Rehoboth boardwalk for restaurants and nightlife fun.

Fenwick Shores House II

Welcome to our newly remodeled 5-bedroom beach house in Fenwick Island. As you step inside, you'll be greeted by a light-filled, coastal-inspired interior. This spacious vacation rental features a fully equipped gourmet kitchen and a spaciouis living area, perfect for relaxing. Take in the salty breeze and soak up the sun from the private deck, or head down to the beach & unwind. With modern amenities and a prime location, this beach house is the perfect retreat for your next bay vacation.

Closest condo to the beach in OC! Dog Friendly!

Perfect getaway to the ocean in this updated, stylish home. Elevated ocean-front, with stunning views from every room and two private balconies. Amazing location - walk to great restaurants and still enjoy a private-feeling beach with lifeguard stand just steps away. No need to 'pack' for the beach -the house is just steps away. Enjoy coffee at the granite island overlooking the beach! There is a set of stairs up to the condo, and another set of stairs up to the main bedroom.

Beachcomber's Paradise is steps from the water

Welcome! Broadkill Beach is family friendly and offers lots of activities from fishing, golfing, biking, water sports and bonfires on the beach. Relax & enjoy the shabby chic decor in our home with all the modern conveniences. Our home is steps from the water with unlimited views of the dunes and Delaware Bay. Prime Hook Wildlife Refuge surrounding Broadkill has a family oriented hiking trail with an observation deck. Great views with lots of wildlife to see.

Sandy Square - Oceanfront 3BR • 2BA • Sleeps 11

This newly listed and renovated direct oceanfront condo offers three bedrooms and two bathrooms. Comfortably accommodating up to 11 guests. Located on Wight Street at the popular Sandy Square. This property features a well-equipped kitchen with all the essentials and more. The master bedroom boasts stunning ocean views, perfect for waking up to the sound of the waves. This property combines comfort, convenience, and breathtaking scenery for an ideal coastal stay.

Beachfront Home with Unobstructed Water Views

Beachfront/Bayfront home with 4 bedrooms and 3 full bathrooms located in the quiet and relaxing community of Broadkill Beach. The property is just steps from the beach and features stunning, unobstructed water views from almost every room. The home has a coastal design with natural light, soft-tones and a clean aesthetic so that it feels like summer all year-round. We hope that you'll book your vacation with us and enjoy all that Broadkill Beach has to offer!

Dewey No. 4 at the Shore Beach Block

New 2026- Get ready to relax and unwind in this inviting, 2 bedroom, best-loved beach condo, just steps away from the sand. Rented by an Airbnb Superhost, enjoy comfortable, worry free living in this charming spot with special touches and delightful curb appeal. Start each day on the lovely front porch, before an easy walk to the ocean or bay. End your evening in one of Dewey's favorite hot spots, all within walking distance from this condo.

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it in Beachwalk. Peaceful. Private. Conveniently located at the quiet southern end of Broadkill Beach. Our home offers a more private beach experience with no crowds. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see those other listings

Prime Hook Oasis *Private Beach* Milford, DE

“Prime Hook Oasis” provides guests with their very own backyard beach. Take a walk along the beach, read a book on the deck, or take a bike ride through the wetlands. Beautiful sunrises on the bay to start your day and tranquil sunsets on the wetland finish your day. All six rooms have an amazing view of the waves or the wetlands. 10 min to Lewes, 10 feet to Broadkill beach, 30 mins to Rehoboth & 45 mins to Bethany.