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!

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!

Point Break - 4BR Beach House Private Heated Pool

Point Break Paradise' is the epitome of a beachfront retreat, you have the entire house to yourself and your own private gated in ground pool. The house is COMPLETELY REMODELED offering a harmonious blend of luxury, entertainment, and coastal charm. Whether you're seeking relaxation by the pool, exciting arcade battles, or beachside serenity, this vacation haven has it all. Point Break is unique, no other beach property like it. Book your stay now and make memories that will last a lifetime.

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.

Oceanfront Penthouse - Ocean & Bay Views with Pool

Come vacation at this direct oceanfront penthouse on 85th Street! This 3 bedroom, 3 bath two-story penthouse offers plenty of space for the entire group to stretch out and enjoy. Expansive bay and ocean views, the oversized balcony is the place you will want to be! The building offers a heated pool and is only a few small steps to the beach. For your convenience, this unit has a washer and dryer inside the property. In addition, games, beach chairs, and beach toys are available for your use!

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.

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.

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.

Boardwalk Oasis Incredible Views, Pets Bikes

This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This 3 bed/2 bath BOARDWALK & OCEANFRONT cottage is your perfect beach escape in Ocean City! Just steps from the sand, this property has all the essentials with some exciting extras to boost! House bikes all included! Relax in comfort after a day of seaside fun. Whether you're strolling the boardwalk or enjoying ocean views, this cottage has it all!

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