Beach house vacation rentals in Dewey Beach

Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.

Welcome to Bliss at the Beach, our charming 3br, 2ba home nestled in the desirable, beloved Ocean Pines community. Loved for its safe, quaint, family friendly neighborhoods. Find yourself less than 15 minutes away from the beautiful beaches and vibrant shopping, dining and boardwalk district of Ocean City. Enjoy the ease of the prepaid parking at the Ocean Pines Beach club on 49th street, just unload the family and walk on the beach!! Summer months Bliss is a 7-night minimum to guests 25+older

2 BR Ocean Front Condo w/Pool, Expansive Views

Your family will be close to everything when you stay at this beautiful condo located right on the beach with expansive balcony views of both ocean and bay. With the best amenities around, this year-round rental is equipped with an enormous indoor pool, basketball and tennis courts, shuffleboard, saunas, gym, library, sun deck, & game room with arcades, claw machines, billiards, and air hockey tables. This 2-bedroom unit comfortably sleeps 6 which makes it ideal for families or couples alike.

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!***

NEW!OceanView-Pool-Sundeck-Bike-Theater-Game Room

Welcome to Your Elegant Oceanview Escape Home Experience the perfect blend of upscale comfort and family-friendly amenities in this spacious 5-bedroom retreat designed to host unforgettable getaways. Overlooking the sparkling coastline, steps from the beach, this home sleeps 16+ and offers everything you need to relax, recharge, and reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck (Pool closes Sept 29th 2025) • Arcade/game room • Outdoor movie deck!

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!

Hot Tub & Pool Table Waterfront Home | 4King Beds

Yes- Linens are included! (Bed sheets & bath towels) New pool table & jacuzzi!! Experience the ultimate Ocean City getaway this year, with unbelievable water views from every room & a private two-story wrap-around balcony. Enjoy 4 comfy king beds. The home is perfect for groups seeking relaxation & home away from home. Only 4.2 miles from the Ocean City Boardwalk! What else is included? Bonfire pit Parking area Shampoo-Conditioner-Body Wash Soaps Laundry Detergent Kayak Beach chairs

Sunlit Surf Haven • Entire Home Steps to Beach

Welcome to Sunlit Surf Haven! A newly renovated entire home (2024) - ocean-block in Midtown Ocean City. Ride the coastal vibe in this bright surf-inspired retreat that sleeps 6 with two large beds and bunk beds. Enjoy on-site parking (2 spots) plus street parking, and beach gear included - chairs, umbrella, cooler, and blankets - for effortless beach days. Walk to shops, mini golf, and favorites like The Bonfire, Hooked, Bayside Skillet, OCM Crabs, and Ropewalk - just steps from the sand.

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 Hideaway 302 - Beachfront Condo

Welcome to your oceanfront escape at Ocean Hideaway 302! This 2BD/2BA spacious condo is on the boardwalk with stunning ocean views. Beautiful morning sunrises and only steps to the beach. An easy walk to shops, dining, and more! Includes private parking and two elevators. Ideal for families or couples seeking a stylish, relaxing stay. Unbeatable access to everything OC has to offer. This newly-listed condo has brand-new furnishings throughout. This location cannot be beat!

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.