Beach house holiday rentals in Ocean Pines

Relaxing Montego Bay/Fishing/2 Pools/Corner house

You will be welcomed by a large living room, dining room, and kitchen combination. 4 bedrooms all with cable TV and wifi, 2 sleeper sofas, and 2 bathrooms. Sit on the deck and enjoy the sun or eat crabs outside at picnic table. Great amenities 2 pools, walking blocks to the Ocean, walk along the bay, enjoy fishing, and the kids friendly park. Rent bicycles in the boardwalk early in the morning. Relax with the family at this wonderful place to stay. Linen can be purchased, or bring your own.

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+old

Direct Oceanfront Penthouse

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!

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.

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

“The Pelican’s Perch”

Spacious one bedroom condo with a great ocean view. Best ocean view in the building! Nice balcony to enjoy coffee & watch the waves & pelicans fly by. The building has an indoor pool and family game room. Large outdoor lounge area with picnic tables & view. Walking distance to north side park, great restaurants and entertainment. Beach is obviously right there to enjoy and parking is on location in private lot under cover. Dogs are permitted but only from Oct 1 thru April, off season

Sea Colony 4 bedroom walk to beach

Enjoy the beauty of the "off season" at Sea Colony in Bethany Beach! Walk to beach and town or ride your bike. Outdoor pool and indoor pools with fitness center. Play tennis and pickleball on beautiful courts. Relax with the whole family at this peaceful place to stay. MBR with king size bed and bath Bdrm w queen size bed shared bathroom Bdrm w queen bunk topped w twin and twin bed shared bathroom Bdrm w pull out queen bed and full bathroom Large deck

Lorelei Condo - Watch Fireworks From Balcony!

Escape to our tranquil 3BR Bayside Lorelei condo in Ocean City. Wake up to savor morning coffee on the private balcony, and relax in the open living area or hang by the pool. With a fully-equipped kitchen, comfortable bedrooms, and beach access just a short walk away, it's the ideal coastal retreat for up to 8 guests. You are also just steps away from Northside park, Dumsers, Grottos and Mini golf! Book your perfect Ocean City, Md getaway today!

Oceanfront | Steps to beach | Elevator

Enjoy this premier oceanfront studio with convenient access to the beach. This unique building creates an experience reminiscent of being in a cruise ship stateroom. Perched on the 9th floor, the unit offers endless views of the Atlantic Ocean and the beach. Just steps away from the sand, you can spend your days swimming, reading, sunbathing, surfing, paddle boarding, kiting, playing volleyball, or simply listening to the crashing waves.