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Apartment holiday rentals in Assateague Island

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Top-rated apartment 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!!

Top guest favourite
A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.
Apartment in Ocean Pines
4.97 out of 5 average rating, 191 reviews

Ocean Pines Retreat

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

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 :)

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

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

Superhost
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.

Guest favourite
A view from the balcony showcases a serene waterway lined with boats and buildings. Lush greenery is visible along the banks, while white clouds drift across a bright blue sky, enhancing the tranquil setting.
Apartment in Ocean City
4.91 out of 5 average rating, 331 reviews

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool

BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, Netflix, Hulu, and Roku to connect to your streaming services. Coded entrance. Beach gear.

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!

Guest favourite
An open-plan kitchen and living area feature a light wooden counter with three stools. A fully equipped kitchen is visible, including a refrigerator, while a comfortable seating area with a cream-colored armchair and a coffee table is also present. Natural light enhances the inviting space.
Apartment in Ocean City
4.89 out of 5 average rating, 157 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Top guest favourite
An enclosed patio provides a direct view of the ocean, with sandy beach and water visible beyond a railing. Comfortable seating options are arranged with a small table, allowing for relaxation while enjoying the ocean scenery.
Apartment in Ocean City
4.98 out of 5 average rating, 239 reviews

Direct Oceanfront close to Northside Park!

Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.

Popular amenities for Assateague Island apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

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

Guest favourite
A spacious living area features a cozy teal sofa and a contrasting light-colored dining table set for four. Bright wall art enhances the ambiance, while large windows let in natural light. Outdoor access is available through a door leading to the porch.
Apartment in Ocean City
5 out of 5 average rating, 10 reviews

Your Comfortable Beach Get-A-Way

Superhost
A comfortable living area is furnished with a large gray sectional sofa and an additional chair. A blue ottoman sits at the center, adorned with a decorative tray. Light pours in through large windows, highlighting a coastal-themed photograph on the wall.
Apartment in Dewey Beach
4.92 out of 5 average rating, 74 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

Superhost
Apartment in Ocean City
4.82 out of 5 average rating, 50 reviews

Canal Front Condo (Newly Renovated)

Superhost
The living area is furnished with comfortable blue sofas and patterned armchairs. A coffee table sits in the center, surrounded by natural light from large windows. Soft lamps provide gentle illumination, while a television is mounted above a decorative non-functional fireplace.
Apartment in Ocean City
4.86 out of 5 average rating, 69 reviews

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

Guest favourite
A spacious living area is furnished with a light-colored sofa and four accent chairs, positioned around a central coffee table. A flat-screen TV is mounted on the wall, with a modern fireplace beneath it. Large windows allow natural light and provide views of the ocean.
Apartment in Ocean City
4.9 out of 5 average rating, 78 reviews

Ocean and Bay views at Luxurious Ocean Bliss!

Guest favourite
A balcony features outdoor furniture, including a couch and coffee table, offering a direct view of the beach and ocean. The sandy shore stretches out, while the waves gently roll onto the beachfront. Harsh shadows are minimized by the clear, bright sky.
Apartment in Ocean City
4.96 out of 5 average rating, 70 reviews

Direct Oceanfront Boardwalk - Steps To The Beach

Guest favourite
A spacious living area features a sectional sofa with soft upholstery, accented by colorful throw pillows. A tufted ottoman sits at the center, surrounded by framed wall art. Natural light streams through sliding glass doors, enhancing the bright and modern atmosphere.
Apartment in Dewey Beach
4.98 out of 5 average rating, 52 reviews

Stunning 2 bedroom with pool

Pet-friendly apartment rentals

Guest favourite
The two-story condo is nestled along the canal, featuring multiple balconies with seating. A blue hammock is visible on the upper deck. Neighboring buildings and docked boats can be seen along the water's edge, surrounded by greenery and a clear sky.
Apartment in Ocean City
4.95 out of 5 average rating, 42 reviews

Mid OC Bayside Canal Condo Remodeled-Pets Welcome!

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

Top guest favourite
Apartment in Ocean View
4.98 out of 5 average rating, 103 reviews

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor

Superhost
The image shows a scenic waterfront view featuring a calm body of water reflecting nearby buildings and boats. Docks are visible, with a rustic structure and moored boats adding to the nautical atmosphere. Clear blue skies contribute to the serene setting.
Apartment in Dewey Beach
4.86 out of 5 average rating, 209 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

Guest favourite
A calm waterway is visible, lined with wooden docks and residential buildings. The surface of the water reflects the sky, while boats can be seen along the docks. The scene offers a relaxed atmosphere, ideal for enjoying waterfront activities.
Apartment in Ocean City
4.9 out of 5 average rating, 96 reviews

Cozy Bayside Retreat 3BR/2BA

Guest favourite
A serene view of the bay is captured through large glass doors, showcasing water under a soft, colorful sky at sunset. In the foreground, a decorative mug sits on a quartz kitchen countertop, inviting relaxation.
Apartment in Dewey Beach
4.86 out of 5 average rating, 208 reviews

On the Bay, Private Beach-Boat Slip

Top guest favourite
A compact kitchen area is visible, featuring white cabinetry and modern appliances. Two bar stools are positioned at a small island. The cozy sitting area includes a light blue chair and a striped sofa, with light streaming in from the nearby window.
Apartment in Dewey Beach
4.97 out of 5 average rating, 284 reviews

Sweet getaway - beach block, steps from the beach!

Guest favourite
The living area is furnished with a spacious sectional sofa, a round wooden coffee table, and decorative accents on a neutral-toned rug. Natural light enters through multiple windows, enhancing the inviting atmosphere. A dining area with blue stools and access to the kitchen is visible in the background.
Apartment in Ocean City
4.96 out of 5 average rating, 110 reviews

Cozy Condo Oasis with Adorable Private Patio

Apartment rentals with a pool

Superhost
A patio space is displayed, featuring a round table surrounded by four cushioned chairs. Lush greenery frames the scene, offering a view of Silver Lake in the background, where trees stand along the water's edge, enhancing the serene atmosphere.
Apartment in Rehoboth Beach
4.79 out of 5 average rating, 305 reviews

Right on Silver Lake walk to beach!

Top guest favourite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Apartment in Lewes
5 out of 5 average rating, 130 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Guest favourite
A comfortable living area features a gray sofa with blue accent pillows and a textured rug. Large sliding glass doors offer a view of the ocean and access to a private balcony with outdoor seating. Natural light fills the space, creating a welcoming atmosphere.
Apartment in Ocean City
4.98 out of 5 average rating, 242 reviews

Cozy oceanfront condo with stunning ocean views

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

Superhost
Apartment in Ocean City
5 out of 5 average rating, 3 reviews

Sunrise Shores

Top guest favourite
A spacious living area features a large blue sectional sofa and two white armchairs, arranged around a light area rug. Natural light enters through sliding glass doors leading to a balcony. Decorative artwork with subtle colors adorns the walls, adding a touch of warmth.
Apartment in Ocean City
5 out of 5 average rating, 30 reviews

Heron's Nest OC: Bayside, Balcony, King Bed

Superhost
Apartment in Ocean City
4.84 out of 5 average rating, 176 reviews

Love Above the Waves-Best Ocean View & Heated Pool

Top guest favourite
A bright living area is furnished with a striped couch and a dark gray sofa, providing comfortable seating. A glass coffee table sits in the center, while a wall-mounted television is visible. Large glass doors lead to a private balcony, allowing for natural light and bay views.
Apartment in Ocean City
5 out of 5 average rating, 44 reviews

OC Beach Life