Beach house holiday rentals in Maryland Beach

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Top-rated beach house rentals in Maryland Beach

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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

Superhost

The living room features a cozy blue sofa and complementary armchair, arranged around a light wooden coffee table. Decorative cushions with beach-themed text add a touch of charm. The open area leads to a sleek kitchen with modern appliances, promoting a sense of connection throughout the space.

Home in Ocean City

4.76 out of 5 average rating, 25 reviews

Wave Watcher's Condo - Steps to the beach!

Discover Wave Watches Condo! This stunning retreat offers breathtaking views of the ocean and bay, providing an experience of the area's natural beauty. Each room is meticulously designed to offer comfort and style, blending modern amenities with a beach-inspired décor. Enjoy morning sunrises and unwind at night with spectacular sunsets from your private balcony. Ideal for families or groups seeking a seaside escape, Wave Watcher's Condo is your getaway steps to the beach and local attractions!

Guest favourite

Home in Ocean City

4.88 out of 5 average rating, 24 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.

Superhost

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

4.79 out of 5 average rating, 19 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!

Guest favourite

An aerial view showcases a serene residential area surrounded by water and lush green landscapes. The neighborhood features a variety of homes, with canals and marshlands visible, hinting at a tranquil waterfront lifestyle. The horizon reflects soft colors of the sky, creating a peaceful scene.

Home in Ocean City

4.97 out of 5 average rating, 66 reviews

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

Top Guest favourite

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 favourite

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, 108 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 favourite

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 favourite

A spacious three-story coastal home is highlighted by multiple wraparound decks, providing scenic views of the water. Soft evening lighting enhances the inviting atmosphere. Lush greenery surrounds the property, while a private access path leads to the beach nearby.

Home in Bethany Beach

4.85 out of 5 average rating, 46 reviews

Bethany Beach Breakaway | Beach Access & Hot Tub!

BNB Breeze Presents: Bethany Beach Breakaway! Get ready to experience the epitome of coastal relaxation at your private retreat in paradise! Thanks to private beach access in a gorgeous neighborhood, this home is the perfect spot to unwind and recharge while enjoying the laid-back pace of Bethany Beach! This dreamy beach-side home includes: - HOT TUB! - Private Beach Access - Pickleball Courts - Wraparound Deck w/ Ocean Views! - Large Game Tables - Multiple Decks w/ Lounge Furniture

Guest favourite

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 favourite

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

4.8 out of 5 average rating, 15 reviews

Oceanfront | Pool | Steps to beach | Elevator

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 favourite

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.