
Beachfront holiday rentals in Assateague Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Assateague Island
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Gorgeous Beachfront! King Bed, Direct Ocean 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!!
4.99 out of 5 average rating, 153 reviews
A "True" Chesapeake Bay Waterfront Experience!
Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!
4.94 out of 5 average rating, 191 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 :)
4.92 out of 5 average rating, 919 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.
4.99 out of 5 average rating, 166 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
4.95 out of 5 average rating, 190 reviews
Coastal and Bright Oceanfront Condo
Relax and find your inner peace at our oceanfront condo. Enjoy breathtaking unobstructed ocean views from the private balcony. Wake up to a beautiful sunrise each morning and enjoy a peaceful moon-lit view in the evening. Our condo is filled with coastal and bright decor sure to make you feel right at home. Located in North Ocean City, you will find plenty of shops and restaurants within walking distance. Park your car, bury your feet in the sand, and forget about your worries.
4.94 out of 5 average rating, 231 reviews
Closest condo to the beach in OC! 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.
4.89 out of 5 average rating, 157 reviews
Direct Oceanfront 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 full 100% view of the beach and ocean.
4.94 out of 5 average rating, 338 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.
4.83 out of 5 average rating, 136 reviews
Chesapeake Bay Retreat | Private Dock + Beach
Wake up to sunrises over the creek as you sip your morning coffee and soak in the stillness that surrounds you. 🌿 Outdoor Features: Private dock with multiple boat slips – ideal for crabbing, fishing or just taking in the view Covered porch with a fireplace, tv and gas grill Outdoor fire pit for s’mores in summer or oyster roasts in winter Private beach area for lounging, shell collecting 🎯 Yard Games for All Ages: Hammock for afternoon naps beneath the trees
4.96 out of 5 average rating, 104 reviews
Rumbley Cottage on the Tangier Sound-Private Beach
September 12-16 available. Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. Many amenities: WE PROVIDE THE FIREWOOD AND STARTERS, kayaks, paddle boards, MB toiletries.
4.99 out of 5 average rating, 266 reviews
Ocean front condo with Balcony
We pay ALL AirBnB fees for new listings! The newly renovated ocean front condo will bring tranquility and peace to your stay as you listen to the waves crashing on the beach. Located on the 4th floor in North Ocean City, you are above the dune line providing you with a private oasis overlooking the horizon. Please note that guests reserving this unit must be 25 years old or older
4.99 out of 5 average rating, 137 reviewsPopular amenities for beachfront rentals in Assateague Island
Pet-friendly beachfront home rentals

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
4.78 out of 5 average rating, 243 reviews
Great Fall Dates*Sleeps 8*Deck*Pets welcome*Arcade
4.89 out of 5 average rating, 121 reviews
Steps From The Ocean & Boardwalk On Surf Ave.
4.97 out of 5 average rating, 156 reviews
Amazing Location! OceanBlock 28th Street
4.84 out of 5 average rating, 237 reviews
Bayside Blue Getaway near Ocean City
4.93 out of 5 average rating, 112 reviews
Peaceful 5 bedroom cottage on the Eastern Shore...
4.88 out of 5 average rating, 68 reviews
Boardwalk Serenity: Oceanfront Penthouse Sleeps 12
5.0 out of 5 average rating, 55 reviews
Boardwalk Oasis Incredible Views, Pets Bikes
4.91 out of 5 average rating, 90 reviewsBeachfront home rentals with a pool

Beautiful 2BR 2BA oceanfront condo at the Atlantis
4.98 out of 5 average rating, 112 reviews
OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
4.93 out of 5 average rating, 139 reviews
Oceanview Oasis with 2 private balconies
4.86 out of 5 average rating, 126 reviews
Nice 2 BR Oceanfront, Year Round Fun & Amenities!
4.91 out of 5 average rating, 330 reviews
Love Above the Waves-OceanView/Rooftop Heated Pool
4.85 out of 5 average rating, 193 reviews
DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool
4.81 out of 5 average rating, 147 reviews
Cozy oceanfront condo with stunning ocean views
4.98 out of 5 average rating, 270 reviews
Direct Ocean Front 1BR Condo indoor/outdoor pools
4.92 out of 5 average rating, 110 reviewsPrivate beachfront home rentals

Cozy beach side condo
4.88 out of 5 average rating, 122 reviews
Direct Ocean Front! Unwind with an Ocean View
4.99 out of 5 average rating, 123 reviews
Direct Oceanfront close to Northside Park!
4.97 out of 5 average rating, 264 reviews
Stylish Apartment Steps From the Beach
4.98 out of 5 average rating, 203 reviews
Renovated Ocean Front! Wake up to an Ocean View!
4.97 out of 5 average rating, 177 reviews
Oasis by the Ocean - Direct Oceanfront
4.87 out of 5 average rating, 144 reviews
Cozy Direct Oceanfront!
4.97 out of 5 average rating, 156 reviews
La Pescadora - Cozy. Coastal. Completely Yours.
4.96 out of 5 average rating, 45 reviewsDestinations to explore
- Rentals with pools Assateague Island
- Pet-friendly rentals Assateague Island
- Waterfront rentals Assateague Island
- House rentals Assateague Island
- Rentals with a kayak Assateague Island
- Family-friendly rentals Assateague Island
- Townhouse rentals Assateague Island
- Cottage rentals Assateague Island
- Apartment rentals Assateague Island
- Rentals with beach access Assateague Island
- Beachfront rentals United States





