Beach house holiday rentals in Ocean Pines

Relaxing Breezy Seaside 3bd/2ba/2decks King Bed

Wake up to stunning ocean views and the soothing sound of waves at this charming beachfront home. Relax on the breezy indoor and outdoor living decks. Enjoy recently updated stainless steel appliances, quartz countertops, and a fully tiled walk-in shower. The primary bedroom has direct access to the oceanfront deck, with ocean views in every bedroom. Nearby: Jolly Roger Amusement Park Boat Tours & Fishing Jetski & Parasailing Need more space? Rent the sister house next door! Message for details.

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

Modern and sophisticated Ocean City beach retreat, two blocks from the boardwalk and beach -Luxury 3 Bedroom, 3.5 bathroom condo -Completely Updated -85 inch TV with Soundbar -Full Kitchen, well stocked, air fryer etc. -Coffee bar with Keurig Duo, French Press, Pour Over, and grinder -3 private balconies -Community Pool -Garage with full sized ping pong table and cornhole -Four new Huffy Cruiser bikes -10 backpack beach chairs -King, Queen, Full Size, and Bunk Beds with full sofa bed-sleeps 10

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Family Townhouse, Rooftop Jacuzzi, Walk to Beach

Escape to Ocean City, MD, and indulge in the ultimate beachside luxury at our two-bedroom retreat. Just steps from the sandy shores, this modern haven features a rooftop jacuzzi, walk to the beach, and an EV charger. Enjoy breathtaking ocean views from the rooftop deck, complete with lounge furniture for unforgettable evenings under the stars. Inside, every room boasts state-of-the-art amenities, ensuring your comfort. Book your seaside escape now and experience coastal living at its finest!

Beautiful Cottage W/ shared pool & close 2 beach

"Beautifully decorated & completely renovated 3 BR/2 BA/ plus den. The home is 2 blocks from the bay and a 20 min. walk to the beach! Enjoy this entire home in the quiet neighborhood of Montego Bay which boasts 2 pools, tennis courts, a fishing pier, a walking pond, mini golf and Northside Park. The kitchen is fully stocked and the house is kid-friendly. There are 2 parking spaces & off-street parking. Finally, enjoy the sunset on the large deck complete with an area for al fresco dining.

Stay Salty OC Beach House

Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

OC MD trip bayside, great amenities

Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC/beaches & Assateague National Park/beaches. Our gated, beautiful community, is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stay

Bayshore Beach Bungalow 46 w/ Boat Slip!

This cozy 1-bedroom, 1-bathroom vacation rental is perfectly situated a short walk from the beach and the vibrant boardwalk, providing the ideal blend of relaxation and entertainment. Surrounded by top dining options like Mother's Cantina, Dry Dock 28, and Pit and Pub, gastronomic adventures await. It's also conveniently near various putt-putt golf courses and the thrills of Jolly Rogers Amusement Park, ensuring your beach getaway is filled with joy and excitement.

Hall Cottage, Fenwick Island, DE

Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.