Beach house vacation rentals in Ocean Pines

Shell House A

Seize this rare beachfront opportunity to rent two fully custom remodeled units, offering a total of 3 bedrooms, 3 bathrooms, and a heated outdoor shower. This modern and luxurious units boast privacy while being centrally located, just steps away from the beach for easy access to sun and surf. The unit has been meticulously designed with high-end finishes and attention to detail. Includes dual balconies, all the amenities and covered parking for added convenience for a wonderful family vacation

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

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, and reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck (Pool closes Sept 29th 2025) • Arcade/game room • Outdoor movie deck!

Oceanfront Private Home With Amazing Views

Nestled on the pristine shores of Ocean City, this stunning 5-bedroom beach house epitomizes coastal living. With sweeping views of the Atlantic from nearly every room, this retreat offers a seamless blend of modern elegance and beachfront serenity. The spacious interior features a gourmet kitchen, expansive living areas, and stylish decor throughout. Outside, a private oversized deck provides the perfect spot to relax to the sound of crashing waves or host gatherings with friends and family.

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

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.

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 Hideaway 302 - Beachfront Condo

Welcome to your oceanfront escape at Ocean Hideaway 302! This 2BD/2BA spacious condo is on the boardwalk with stunning ocean views. Beautiful morning sunrises and only steps to the beach. An easy walk to shops, dining, and more! Includes private parking and two elevators. Ideal for families or couples seeking a stylish, relaxing stay. Unbeatable access to everything OC has to offer. This newly-listed condo has brand-new furnishings throughout. This location cannot be beat!

Parrot Bay 25 | Pet friendly

❗Must be 25+ to rent. No Senior Week groups, no pets, no smoking or vaping — no exceptions.❗ ★★ Things to Know ★★ ✹ Parking: 1 space included (Parrot Bay parking pass required in-season) ✹ Seasonal outdoor pool ★★ Things to Love ★★ ✹ Private stand-alone cottage just 2 blocks from the beach and Boardwalk ✹ Front porch with picnic table; perfect for morning coffee or evening meals ✹ Updated kitchen with stainless-steel appliances and coastal décor