Beach house vacation rentals in Ocean Pines

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Top-rated beach house rentals in Ocean Pines

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Superhost
Home in Ocean City
New place to stay

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

Guest favorite
Home in Ocean City
4.86 out of 5 average rating, 22 reviews

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.

Guest favorite
A spacious outdoor deck features cozy seating arrangements and a coffee table, with ocean views visible beyond. Relaxing chairs are positioned around, while the sparkling coastline and beach access paths are displayed in the background.
Home in Ocean City
4.87 out of 5 average rating, 15 reviews

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!

Superhost
Home in Ocean City
New place to stay

Luxury 6BR Ocean Block House 4Pkg Pool Grill Bikes

NEW PHOTOS SOON! ALL NEW FURNITURE AND FLOORS FOR 2026 SEASON BE THE FIRST TO RENT BRAND NEW! Book 2 nights, get 1 night FREE stays thru March 10. inquire before booking Spacious ocean side 6BR, 5.5BA Unit 9A sleeps 18 with 4 parking, semi-private outdoor pool, grill, house bikes, wide ocean-view decks on every level. Just steps to the beach, dining, shops, and Northside Park. Features a gourmet kitchen, multiple suites, wet bar, poolside full bathroom. Ideal for large families and friends.

Top guest favorite
The exterior of the home features a welcoming entrance with a covered porch and decorative seasonal wreath. A stone pathway leads to the front door, surrounded by lush plants and landscaping, framed by light-colored siding and a garage door.
Home in Ocean Pines
4.96 out of 5 average rating, 26 reviews

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.

Top guest favorite
A spacious living room features a comfortable dark sofa, two brown chairs, and a cozy fireplace. Natural light enters through large windows adorned with light blue drapes. A ceiling fan and recessed lighting contribute to a bright and airy atmosphere, complemented by modern decor.
Home in Ocean Pines
4.99 out of 5 average rating, 107 reviews

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!

Guest favorite
A serene ocean view stretches across the horizon, reflecting the sunlight on the calm water. Sandy beach lines the shore, complemented by natural dunes and sparse vegetation. The image captures the inviting atmosphere from a balcony railing, promoting relaxation and a connection with the surrounding environment.
Home in Ocean City
4.74 out of 5 average rating, 43 reviews

“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

Guest favorite
Home in Ocean City
4.96 out of 5 average rating, 70 reviews

Boardwalk Oasis Incredible Views, Pets Grill Bikes

Book 2 nights, get 1 night FREE stays thru March 10. inquire before booking 24/7 SUPPORT LINEN & TOWELS PROVIDED This 3 bed/2 bath BOARDWALK & OCEANFRONT cottage is your perfect beach escape in Ocean City! Just steps from the sand, this property has all the essentials with some exciting extras to boost! Kayak, grill and house bikes all included! Relax in comfort after a day of seaside fun. Whether you're strolling the boardwalk or enjoying ocean views, this cottage has it all!

Guest favorite
The expansive view showcases the sandy beach stretching along the Atlantic Ocean, gently reflecting the clouds above. Features include a shared pool bordered by lounge chairs and landscaped areas. The setting sun casts warm hues over the water, enhancing the serene coastal atmosphere.
Home in Ocean City
4.79 out of 5 average rating, 14 reviews

Oceanfront | Beachfront | Elevator | eFireplace

Escape to a premier oceanfront studio with direct beach access! This unique building creates an experience reminiscent of being in a cruise ship stateroom. Perched on the 9th floor this unit offers endless views of the Atlantic ocean and sandy shores as far as you can see. Step outside and enjoy a multitude of beach activities: 🏊‍♂️ swimming 📚reading 🏄‍♂️surfing or paddle boarding 🏖️sunbathing 🪁 kite flying 🏐volleyball 🌊or simply relaxing to the sound of the waves

Guest favorite
A welcoming living area is featured, complete with a comfortable sofa adorned with blue throw pillows. Light wood beams enhance the ceiling, while a decorative surfboard adds a coastal touch. A dining table with wooden chairs complements the open kitchen space in the background.
Home in Ocean City
4.94 out of 5 average rating, 36 reviews

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.

Guest favorite
Two large windows frame the expansive ocean view, providing natural light to the living space. The scene features sandy beach dunes leading towards the water, where the calm blue ocean meets the clear sky.
Home in Ocean City
4.9 out of 5 average rating, 138 reviews

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.

Guest favorite
A bright and airy living room features a light-colored sofa adorned with accent pillows. A round coffee table sits in the center, complemented by a side table. Large glass doors offer unobstructed views of the ocean and access to the private balcony.
Home in Ocean City
4.88 out of 5 average rating, 17 reviews

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!

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