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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

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 & reconnect Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck Pool Opens 05-23 to Sept 28th 2026 • Arcade/game room • Outdoor movie deck

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.

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!

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.

Robin Hood Retreat

Explore the Eastern Shore from this beautiful Ocean Pines home with 4 King Bdrms, 3 1/2 baths. Bring the whole family for a couple's week to enjoy the local sights. Full Kitchen, DR, LR, FR, Sunroom, Deck & Patio on a quiet residential street. Berlin, the OC Boardwalk & Assateague Island are minutes away for a fun filled day. Amenity filled The Ocean Pines Community with pools, golf, tennis and food & live entertainment. Must be 25 or prior service military or first responder to rent.

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.

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.

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.

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!