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 ft x 8 ft). 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 & a lot more. Perfect for couples & families this cozy and well-situated condo is just right!

Pets Friendly Waterfront Large backyard with grill

Relax with the whole family or friends at this peaceful cottage. You will enjoy: proximity of the beach (waterfront - 2nd line from the beach, 345 feet to the high tide line, direct path to the beach), large backyard with campfire. Lower and upper levels decks. Lower porch is screened. Large property lot also provides good level of privacy. Property underwent complete renovation in 2023/24. ***Mar 2026 update- construction of property on neighboring lot in front was completed end of 2025!***

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.

The Blue Crush - 3BR Beachfront Family Retreat

Experience the magic of coastal living at 'The Blue Crush'. It's COMPLETELY REMODELED including 3 bedrooms and a deck to watch the sunrise over the ocean and sunset over the bay. If your family is looking for more space. Our sister beach house, Orange Crush is located next door, has 5 bedrooms and can accommodate up to 12 guests. Combining your stay at the Orange and Blue Crush, you accommodate up to 20 guests, in 8 bedrooms. Please reach out to us for special group pricing.

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.

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. 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 them.

Ocean Place 402 | Oceanfront Balcony Views

Welcome to Ocean Place 402, your modern oceanfront retreat in Ocean City, MD! This sleek 2-bedroom, 2-bath condo offers breathtaking views of the ocean right from your private balcony. Relax in style with coastal-chic décor, a fully equipped kitchen, and a comfy sleeper sofa for extra guests. Just steps from the sand, you can spend your days soaking up the sun, strolling the nearby Ocean City boardwalk, or dining at nearby favorites—all from this luxurious seaside escape.

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.