Beach house vacation 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.

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.

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

Ocean, Beach, Boardwalk, and Fun

Newly renovated throughout in 2025 with the Beach 😎 just 150 steps away and the quiet end of the boardwalk is a block away. Your family or friends will enjoy easy access to everything from this centrally located place. Whether it’s the beach, the boardwalk, or all the amenities you would need they are within a few steps. Plus you have a reserved parking spot!! And additional free street parking nearby If you are bringing the kids, Jolly Roger amusement park is right across the street..

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

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.

“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

Ocean-front getaway, amazing views, 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.

OCEAN FRONT! 4BD/10Beds/3FullBaths, Ocean Colony

Oceanfront Beach House! Great Mid-town location; Seacrets Bar, Restaurant & Night Club is across the street. Beach vibes through out house; great room opens to beachfront deck; 3 sundecks; fully stocked kitchen. 4 bedrooms & loft, total of 10 beds: hear waves crash from the master bedroom; "Surfer's Lounge" w/oceanfront deck. Wi-Fi & Cable; Garage. Private Sand Beach for Grilling & Volley Ball. Linens and towels provided. Check us out!