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Beachfront holiday rentals in Assateague Island

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Top-rated beachfront rentals in Assateague Island

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Top guest favourite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Apartment in Ocean City
4.97 out of 5 average rating, 104 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Guest favourite
The exterior of the multi-story townhouse is presented along a serene waterway. Balconies are visible on the front, while a clear blue sky reflects onto the calm waters. Boat docks are positioned nearby, enhancing the waterfront atmosphere.
Townhouse in Ocean City
4.92 out of 5 average rating, 180 reviews

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

We welcome you, your family and friends to stay at our luxury, Newly Built, beautifully furnished, & decorated 3 BR 3.5 BA w/2 parking garage spaces plus free street parking, and an outdoor pool on 25th street. Relax and enjoy the AMAZING VIEW on the water front from our triple balconies, just 2 blocks (3-4 minutes walk) from the boardwalk & the beach. Steps from Jolly Rogers Amusement Park and many miniature golf courses. Within walking distance are restaurants/, shopping, & nightlife.

Guest favourite
The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.
Apartment in Ocean City
4.92 out of 5 average rating, 843 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Top guest favourite
A modern living area features a comfortable gray sofa positioned across from a coffee table. Large sliding glass doors offer ocean views, while light drapes frame the windows. A mirror reflects the space, and soft textiles add warmth to the atmosphere.
Apartment in Ocean City
4.97 out of 5 average rating, 140 reviews

Cozy Direct Oceanfront!

Our beachfront 1-bed, 1.5-bath condo for four offers a spacious living area, fully equipped kitchen with a breakfast bar, and a luxurious bedroom with a CA King bed, all steps from the beach. Enjoy ocean views from the balcony, stay entertained with an HDTV and Roku, and explore nearby dining and entertainment, leaving your car in the designated parking spot. The condo, recently updated, provides versatile sleeping options, modern amenities, and convenient bathrooms for a comfortable stay

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, 101 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!

Top guest favourite
A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.
Apartment in Ocean City
4.99 out of 5 average rating, 150 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

Guest favourite
A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.
Apartment in Ocean City
4.96 out of 5 average rating, 158 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Guest favourite
A cozy guest suite is presented, featuring a spacious bed covered with a vibrant blue blanket. Decorative elements include a light-colored rug and a plant next to the bed. A small bookshelf and artwork adorn the walls, contributing to the room's inviting decor.
Guest suite in Fenwick Island
4.81 out of 5 average rating, 113 reviews

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!

Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.

Guest favourite
Apartment in Ocean City
4.84 out of 5 average rating, 216 reviews

Beachfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

Top guest favourite
An open living area is presented with large windows, offering expansive ocean views. Comfortable seating includes a dark blue sofa, while a dining table for four is seen nearby. A textured area rug and light wood flooring contribute to a relaxed coastal ambiance.
Apartment in Ocean City
4.99 out of 5 average rating, 136 reviews

Direct Oceanfront Condo with Expansive Ocean Views

Our summer 2025 is booked but we have availability in the Fall, which is a great time to visit OC! You will appreciate the relaxing ocean views! This updated 2 bd/2 ba oceanfront condo feels like you are sitting on top of the beach. The condo hosts plenty of space for enjoying the expansive, direct ocean and beach views. Cook gourmet meals in the well appointed kitchen with granite counter tops. Enjoy the den as either a third bedroom or as a private oasis.

Guest favourite
A serene ocean view is presented from a private balcony, featuring two teal chairs. The sandy beach stretches into the distance, with gentle waves lapping at the shore. A clear sky completes the tranquil coastal scene, creating a peaceful atmosphere.
Apartment in Ocean City
4.92 out of 5 average rating, 250 reviews

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway

-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**

Guest favourite
A spacious living area is displayed featuring comfortable navy blue sofas and patterned armchairs. A large coffee table rests on a textured rug, with a view of the ocean visible through floor-to-ceiling windows. An electric fireplace adds warmth, while a dining table invites gatherings.
Apartment in Ocean City
4.86 out of 5 average rating, 224 reviews

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Book 3 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

Popular amenities for beachfront rentals in Assateague Island

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Pet-friendly beachfront home rentals

Top guest favourite
A serene ocean view is captured from the private balcony, showcasing soft waves lapping at the shore under a colorful sunrise. The boardwalk stretches along the beach, with light reflecting off the water's surface and scattered clouds enhancing the tranquil scene.
Flat in Ocean City
4.95 out of 5 average rating, 22 reviews

Beautiful Direct Oceanfront Condo on Boardwalk

Guest favourite
Aerial view of a peaceful coastal retreat set on a spacious property surrounded by lush greenery and water. A sandy beach extends along the shoreline, complemented by tranquil marshlands and distant woodlands. The house is positioned towards the center, offering a sense of privacy amidst nature.
Cottage in Onancock
4.88 out of 5 average rating, 57 reviews

Peaceful 5 bedroom cottage on the Eastern Shore...

Guest favourite
A private balcony is furnished with green adirondack chairs and a table, providing a space for relaxation. View extends to sandy beaches and the ocean, framed by gentle waves under a clear blue sky, with a touch of coastal vegetation enhancing the setting.
Apartment in Ocean City
4.91 out of 5 average rating, 23 reviews

Ocean Front Condominium

Guest favourite
A spacious living area features a large sectional sofa adorned with blue accent pillows. Exposed wooden beams grace the ceiling, while a light wooden floor complements the dark furnishings. A coffee table sits centrally, and a modern kitchen can be seen in the background.
Townhouse in Ocean City
4.93 out of 5 average rating, 158 reviews

Beach, Boardwalk n Fun- just steps to the beach

Guest favourite
A spacious living area features comfortable gray sofas arranged around a central coffee table. A flat-screen television is mounted on a light wall, while large glass doors allow access to a balcony with ocean views. A fireplace adds to the room's cozy ambiance.
Flat in Ocean City
5 out of 5 average rating, 38 reviews

Boardwalk Serenity: Oceanfront Penthouse Sleeps 12

Top guest favourite
An outdoor deck features two lounge chairs adorned with floral cushions. The oceanfront view reveals a sandy beach lined with beach umbrellas and distant figures enjoying the shore under a clear blue sky. The deck's railing is painted white, adding to the coastal setting.
Townhouse in Bethany Beach
4.97 out of 5 average rating, 31 reviews

Tower Shores - Beach Front Bliss

Top guest favourite
A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.
Cottage in Onancock
4.94 out of 5 average rating, 176 reviews

A "True" Chesapeake Bay Waterfront Experience!

Guest favourite
A spacious covered balcony features a large table with blue accents and several stools. A light-colored chair sits nearby. The ocean view stretches beyond, with a soft gradient in the sky as the day transitions. A ceiling fan hangs above, providing a sense of openness.
Apartment in Ocean City
4.91 out of 5 average rating, 86 reviews

Nice Fall&Winter rates*Oceanfront Deck*Pets*Arcade

Beachfront home rentals with a pool

Superhost
A circular swimming pool is surrounded by sun loungers and shaded umbrellas, inviting relaxation. The beach lies in the background, with a stretch of sandy shore and blue umbrellas, while guests enjoy the sun and water nearby.
Apartment in Bethany Beach
4.88 out of 5 average rating, 189 reviews

Beautiful Beach-View Condo

Guest favourite
The Marriott Courtyard Oceanfront Hotel features a modern white facade with multiple balconies overlooking the beach. Yellow umbrellas and lounge chairs are arranged on the sandy shore in front, offering a welcoming setting for relaxation. The clear blue sky enhances the vibrant scene.
Apartment in Ocean City
4.92 out of 5 average rating, 59 reviews

Boardwalk Condo - on top floor of Marriott hotel

Guest favourite
A partial view of the ocean is visible from the balcony, showcasing the sandy beach and a section of the pool below. Beach umbrellas and chairs are arranged along the shore, set against a clear blue sky.
Apartment in Bethany Beach
4.88 out of 5 average rating, 128 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

Guest favourite
A welcoming living area features a blue sofa and two armchairs with light cushions, arranged around a wooden coffee table. A flat-screen TV is mounted on the wall, and large glass doors provide views of the ocean and beach beyond.
Home in Ocean City
4.79 out of 5 average rating, 14 reviews

Oceanfront | Steps 2 beach | Elevator | eFireplace

Superhost
An open floor plan is showcased, featuring a modern kitchen with a central island and white cabinetry. Large sliding glass doors allow for natural light and ocean views. A cozy seating area includes a coffee table and comfortable blue couches, inviting relaxation in a bright environment.
Flat in Ocean City
5 out of 5 average rating, 3 reviews

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

Superhost
A spacious living area features comfortable striped seating arranged around a central coffee table. A flat-screen television is mounted above a modern gas fireplace, while natural light floods the space through large windows. The open layout leads toward the dining area and kitchen.
Home in Berlin
4.86 out of 5 average rating, 28 reviews

Beautiful Bayside Landing!

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

Top guest favourite
A spacious balcony offers unobstructed ocean views, featuring two comfortable wooden chairs and a small circular table. The bright blue waters and clear sky create a serene backdrop, enhancing the feeling of open outdoor space.
Apartment in Ocean City
4.98 out of 5 average rating, 100 reviews

Beautiful 2BR 2BA oceanfront condo at the Atlantis

Private beachfront home rentals

Guest favourite
A spacious living area features large windows offering panoramic views. Light-colored furnishings, including a sofa and armchair, are arranged around a coffee table. A dining area with a kitchenette is visible, creating a bright and airy atmosphere. Neutral tones dominate the decor.
Home in Ocean City
4.83 out of 5 average rating, 18 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

Guest favourite
The living area features large glass doors that open to a balcony, offering views of the ocean. A comfortable blue chair is positioned near a television unit, while natural light fills the space, enhancing the serene atmosphere.
Apartment in Bethany Beach
4.89 out of 5 average rating, 82 reviews

Bethany Beach 1st Floor Sea Colony Resort Condo.

Guest favourite
The kitchen area features modern appliances and sleek cabinetry with a butcher block countertop. Two bar stools are positioned at the counter, creating a casual dining space. A cozy seating arrangement is nearby, complemented by a small table lamp and decorative elements.
Apartment in Ocean City
4.89 out of 5 average rating, 98 reviews

Cozy beach side condo

Top guest favourite
A spacious living area is highlighted by large sliding glass doors that provide ocean views. Comfortable seating includes a sectional sofa and woven chairs, centered around a wooden coffee table. Natural light fills the room, enhancing the beach-inspired decor.
Townhouse in Bethany Beach
4.96 out of 5 average rating, 69 reviews

Oceanfront Getaway Private Beach & Stunning View

Top guest favourite
A private balcony is presented with two white adirondack chairs and a small round table. A bottle of wine and two glasses are placed on the table. The view beyond showcases the blue ocean and sandy beach, with the horizon meeting a clear sky.
Apartment in Ocean City
5 out of 5 average rating, 75 reviews

Beautiful Ocean Front retreat in Mid-town

Top guest favourite
The living area showcases an open layout with high ceilings and modern furnishings. A light gray sofa and patterned accent chairs surround a coffee table. A wall-mounted television and a stylish fireplace are visible. The kitchen area offers bar seating and white cabinetry, complemented by beach-themed artwork.
Apartment in Ocean City
4.86 out of 5 average rating, 99 reviews

Summer Palace in Ocean city .

Top guest favourite
A sunny bedroom features large windows offering views of the ocean and sandy beach. A cozy bed is dressed in blue and white bedding. A light-colored bench is positioned by the window, complemented by a bedside table with a lamp.
Apartment in Ocean City
5 out of 5 average rating, 14 reviews

Gorgeous Oceanfront 2BR Condo

Guest favourite
A bright and spacious living area features a blue accent chair and a wooden coffee table topped with a decorative plant. The open layout leads to a kitchen, showcasing essential appliances and a dining table with seating. Natural light fills the room, enhancing the modern decor.
Apartment in Ocean City
4.93 out of 5 average rating, 29 reviews

Serenity By The Sea