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.

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

Luxury Townhome WestOC -4 BRS / golf / asssateague

This luxurious 2,700 foot sq. foot townhouse is the perfect place to enjoy golf, fishing, or enjoying nearby attractions like Assateague or Frontier Town. Only rents to age 25 and above. 4 stories of living space - 1st floor - 1 bedroom 2nd floor - all living / entertaining space 3rd floor -3 bedrooms 4th floor - loft play room Bedrooms: 1 - King - attached bathroom - ground floor 2- King - attached bathroom - 3rd floor 3 - Queen - 3rd floor 4 - 2 twin beds - 3rd floor 4 cars MAXIMUM.

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!

Snug Harbor Hideaway

Escape to Snug Harbor Hideaway, a 4-bedroom, 2-bath bayfront and canalfront retreat located in Berlin, MD. This cozy bungalow offers stunning water views from every angle, a peaceful front porch for your morning coffee, and a spacious backyard perfect for family dinners under the sky. Bring along a small boat and dock right at the bulkhead for effortless adventures. Enjoy a 10 min drive to Assateague Island and Ocean City’s beaches, restaurants, and nightlife!

The Laurel House - Large fenced in yard!

Recently renovated 3 bedroom, 2 bath with outside shower. 1625 square foot single family home with fenced-in yard in the Caine Woods section of North Ocean City. 2 Smart TV's, 2 TV'S with Roku, all with Netflix, Comcast, and fast Wi-Fi. Complete kitchen including dishwasher. Two off street parking spaces with ample free street parking in area. Short 5 block walk to the beach. Nearby shops, restaurants, community area, and amusements all in walking distance.

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.