Waterfront vacation rentals in Assateague Island

Find and book unique waterfront rentals on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Assateague Island waterfront rentals

Waterfront apartment rentals

Superhost
A light-filled living area features a cozy fireplace, comfortable seating, and a round coffee table. Large sliding doors open to a view of the bay, while soft blue walls and neutral furnishings create a calm atmosphere.
Apartment in Ocean City
5 out of 5 average rating, 4 reviews

The Pelican of Bahia Vista 3B/2b

TaraRating, 5 stars9 months ago
Outstanding communication and the stay was 100% as described. Beautiful place and the sites were amazing. I highly recommend Violet and her property! So very welcoming and clean! Just a short walk to the boardwalk and night life, then to be able to come back to have peace and quietness was so satisfying. Don’t hesitate to book this property! It’s a must!!
Superhost
The image captures a vibrant sunset over a calm canal, with colorful clouds reflecting on the water. Wooden docks are visible, along with small boats moored to the sides. The surrounding buildings are partially silhouetted against the sunset, contributing to a serene waterfront view.
Apartment in Ocean City
4.84 out of 5 average rating, 125 reviews

2nd Floor 3 BR Condo Close to the beach with Pool!

NicoleRating, 5 stars6 months ago
Mike’s place was perfect for our stay. Close to the bus stop and within walking distance to everything we needed. It was perfect for our weekend away!
Guest favorite
Apartment in Ocean City
4.96 out of 5 average rating, 56 reviews

Canal Front Condo 2 Blocks 2 Beach & Park Sleeps 4

RachelRating, 5 stars7 months ago
We were looking for a Labor Day weekend getaway and stumbled upon this listing. We loved how close we were to an assortment of shops and even did some morning walks to Starbucks. We personally prefer the beaches farther away from the boardwalk so this was a perfect location for us! The hosts were amazing and answered us so quickly but also provided us with check in/ check out information before we even needed to ask. We had a wonderful time and would be back!
Top guest favorite
Two comfortable armchairs are positioned near large windows, providing a view of the bay and surrounding homes. A woven pendant light hangs above, while a neutral rug covers the wooden floor. Greenery from a potted plant adds a touch of nature to the space.
Apartment in Ocean City
5 out of 5 average rating, 24 reviews

Bayside Bungalow - Waterfront

GregoryRating, 5 stars7 months ago
Felt super comfortable there. Everything was in walking distance beach, great restaurants bars and we even utilized the kitchen for breakfast and lunch. Loved the coffee set up and the quite seating area on the water out back. We def would recommend and would love to stay again!
Guest favorite
A blue table is set outdoors with a bottle of red wine and a glass filled with wine beside a plate of chocolates. In the background, a green waterfront park is visible, featuring a pavilion and trees in the distance.
Apartment in Chincoteague
4.86 out of 5 average rating, 177 reviews

Sunset Haven Downtown

MichelleRating, 5 stars4 days ago
This two-bedroom apartment is perfect for visiting Chincoteague Island. It is within walking distance of many restaurants and stores - even the local library. The view of the water from the window and porch is wonderful - be sure to sit outside and watch the sunset. The beds are comfortable, and we slept well. This is on a main road so if you are looking for a totally secluded or quiet street, this might not be for you. At night, we sometimes heard cars or voices on the road. (Didn't bother us though.) The recommendation for Daisey's Island Cruise was a highlight of the trip. We recommend the 6-person boat tour with Sea Cowboy Aiden. We got so close to the wild ponies but not close enough to disturb them. The host was very responsive to us. I highly recommend.
Superhost
A serene pool area is depicted, featuring shimmering water reflecting the vibrant sunset. Lounge chairs are positioned along the edge, overlooking the bay. Soft lighting from lanterns creates a welcoming ambiance, while clouds gently drift across the evening sky.
Apartment in Ocean City
4.71 out of 5 average rating, 28 reviews

3br Waterfront Assateague Island Best View

MikeRating, 5 stars9 months ago
Marcia was extremely responsive, on top of any question we had, and provided recommendations for restaurants and other activities. The location was perfect, we could almost walk anywhere we needed to go. The view is amazing and the condo was very clean!
Guest favorite
A dining area features a round wooden table surrounded by four wooden chairs. Large sliding glass doors provide a view of the ocean and open to a spacious balcony. Natural light illuminates the space, enhancing the serene coastal atmosphere.
Apartment in Ocean City
4.86 out of 5 average rating, 105 reviews

Amazing oceanfront view 3 blocks from boardwalk

KenyadabakerRating, 5 stars2 weeks ago
So first of all I haven’t been on vacation in 5 years lol. This place was absolutely wonderful my daughter and I enjoyed our stay. Lots to do and we felt right at home I 1000% recommend!
Superhost
A wooden dock extends along the water, lined with multiple posts. Gentle ripples on the surface reflect soft colors from the sunset sky. Buildings are positioned in the background, providing a glimpse of the surrounding environment.
Apartment in Ocean City
4.9 out of 5 average rating, 10 reviews

Dockside Retreat - Waterfront

NatalieRating, 5 stars7 months ago
Great place to stay if you want to be near the nightlife but still private. Everything was perfect and I would 10 out of 10 get back again.

Waterfront house rentals

Guest favorite
A spacious hammock is gently draped between two trees, providing a restful spot with views of lush green grass and a calm waterway in the background. Surrounding tall grasses sway lightly in the breeze, framing the serene scene.
Home in Woolford
4.93 out of 5 average rating, 145 reviews

Waterfront Getaway with Dock

TysheraRating, 5 stars3 weeks ago
Went to location as a family get-away. The views were breathtaking, who knew we would find such peace so close to home. Literally sat on the couch and stared outside for hours. The home was small enough to enjoy each other's company but large enough to allow everyone the time and space to do their own thing. The price was more than reasonable and we can't wait to return.
Top guest favorite
A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.
Home in Ocean Pines
4.99 out of 5 average rating, 119 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

AngelinaRating, 5 stars1 week ago
My friends and I had a wonderful stay at Jennifer’s home. It was well equipped, spacious, with a beautiful view. We felt very comfortable due to all of the thoughtful touches/amenities. The location was excellent, with many bars, restaurants, and shops close by and a quick drive to Ocean City and Asseatague Island. We would most definitely return.
Top guest favorite
A light-filled living area features comfortable seating arrangements, including two armchairs and a spacious couch. A dining table is positioned nearby, with views of the water visible through large windows. A patterned area rug adds a pop of color to the hardwood floor.
Home in Reedville
4.95 out of 5 average rating, 236 reviews

Waterfront FamilyFriendly Home Improved for 2023

BethRating, 5 stars1 week ago
We thoroughly enjoyed our stay at Karen's place! For most of the time the weather was rainy, windy and chilly, so we did not get to enjoy the outdoors as we would have liked. But the views were still amazing - made even more dramatic and beautiful with the dark and stormy skies! The home was cozy and comfortable - a real treat to be there! Would definitely return to this amazing place!
Guest favorite
A tranquil waterfront scene captures a canal-side home surrounded by lush greenery. A private boat slip is visible alongside the property, accommodating boats up to 23' long. The sun-filled exterior features a light-colored facade and a cozy patio, enhancing the serene atmosphere.
Home in Ocean Pines
5 out of 5 average rating, 8 reviews

Waterfront Vacation Home in Ocean Pines

MollyRating, 5 stars6 months ago
Five stars across the board! Great layout with lots of fun space inside and out. We travel with our two rescue dogs and appreciate the owners who welcome them. Great side yard for them to run around off-leash. Ample gates, lights and security in a beautifully decorated home. Second floor deck and sunroom were favorite spots to relax looking out at the water and watching the cute duck family swim the canal. The kitchen is very nice, especially love the fridge! Also a Wine cooler and an extra mini fridge available for those who need them. Was just me and my husband and two dogs; our adult daughter stopped by for two nights and had the whole second floor to herself. Next time, we could easily bring more family members as plenty of room for larger group. After a rough year, we needed the peace and quiet this location brings. Nice neighbors, too.
Top guest favorite
A circle of red Adirondack chairs surrounds a small table, positioned on a grassy area by the water's edge. Tall grasses frame the scene, with trees visible in the background. The calm water reflects the clear blue sky, creating a serene atmosphere.
Home in Woolford
5 out of 5 average rating, 218 reviews

Newly Renovated Modern 3 bed 2 bath Water Front

SarahRating, 5 stars4 months ago
The Riverhouse exceeded our expectations and deserved the 5 or more rating! The place was immaculate, had a gorgeous river view, and the hosts were extremely accommodating and responsive! Highly recommended!
Guest favorite
The bayfront home is shown with a vibrant blue exterior. A spacious deck featuring blue lounge chairs overlooks the water. Two kayaks are positioned on the dock, while a landscaped area with green grass is visible in the foreground.
Home in Bethany Beach
4.87 out of 5 average rating, 47 reviews

Waterfront, SUPs, Yaks, & Bikes! Walk 2 the Beach

FarmandRating, 5 stars7 months ago
We had the most amazing stay at Donna’s house! The place was spotless, super cozy, and so stylish, with plenty of room for everyone to kick back and relax. The quiet neighborhood made it the perfect spot to unwind and recharge. We absolutely loved hanging out on the outdoor decks, soaking up the views, and enjoying our morning coffee while watching the gorgeous sunrises over the canal. The screened porch was perfect for unwinding and catching the sunset. The beach was only a short distance away, and the kayaks and SUPs were such a fun way to explore the bay. Donna was an incredible host—always responsive and so helpful throughout our stay. We seriously can’t recommend her beach house enough!
Top guest favorite
Home in Reedville
5 out of 5 average rating, 49 reviews

Private Waterfront KingBed Dock Firepit Kayak SUP

SkippyRating, 5 stars7 months ago
The place looks just like in the photo. The house is pristine clean and well decorated. Its surrounding is also beautiful and peaceful. We had fun with catching crabs and kayaking around from the dock in the backyard. The owner is very responsive and gave good instructions. We enjoyed our stay a lot. Will definitely keep the house in mind in our next visit.
Top guest favorite
Two brown lounge chairs are positioned on a wooden deck, facing a serene view of a calm waterway surrounded by greenery. Tall trees provide shade, and distant boats can be seen docked along the shore.
Home in Lewes
4.98 out of 5 average rating, 183 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

MaryRating, 5 stars2 weeks ago
Terrific hosts, and terrific stay! Laura and Mary’s place was beautiful — truly even better than the photos. Was a relaxing place for a girls weekend away. We loved the outdoor space, the kitchen was truly well appointed, spacious bedrooms, and very relaxing environment. Loved enjoying a cocktail and a coffee outdoors, listening to the birds and looking at the water. Great place!

Waterfront condo rentals

Guest favorite
A private patio offers water views and features two comfortable black chairs. Sunlight casts shadows on the floor, while a grassy area leads to a nearby dock. The bay's gentle waves can be seen in the background, creating a serene setting.
Condo in Ocean City
4.95 out of 5 average rating, 39 reviews

Entire Downtown Bayfront Condo

HeatherRating, 5 stars8 months ago
This is a great location if you have kids. I love the fact that there was baby gates for the porch and also there was kid friendly cups plates, and utensils. it’s very close to the beach and it’s a very quiet location on the bay. We would definitely stay here again. The house was gorgeous. The beds were very comfortable and very clean. I can’t say not one negative thing about our stay. We would definitely book here again.
Superhost
A serene bedroom space is displayed, featuring a spacious bed with a light brown blanket. A large smart TV is mounted on the wall in front. A decorative sliding barn door and a dresser add to the room's functionality, while light blue walls contribute to a calming ambiance.
Condo in Ocean City
4.88 out of 5 average rating, 51 reviews

Waterfront Condo w/ Balcony, Right on the Canal

AmyRating, 5 stars6 months ago
Very clean, nice view, host and hostess were quick responders:) a little far from our venue but we would def come back !:)
Guest favorite
A spacious patio is visible, adorned with comfortable seating and a view of the serene waterway. Boats are moored nearby, and buildings line the opposite shore, creating a peaceful waterfront scene under a clear blue sky.
Condo in Ocean City
4.95 out of 5 average rating, 87 reviews

Beach Getaway 3 Bedroom Condo with Boat Slip

HeatherRating, 5 stars8 months ago
Third year in a row, never disappointed. Amazing location, lots of room, great communication. Virginia is the best host!!!
Guest favorite
The modern kitchen features sleek stainless-steel appliances, including a refrigerator and microwave. A breakfast bar with four stools invites casual dining, while pendant lights above add subtle illumination. Wall art enhances the space, complemented by neutral colors and wood-style flooring.
Condo in Ocean View
4.89 out of 5 average rating, 9 reviews

Waterfront Condo With Olympic size swimming pool

DawnRating, 5 stars8 months ago
James was an amazing host. He was responsive, helpful, and kind. The condo was beautiful, clean, and perfect for our family. The neighbors were also very kind and welcoming. My children loved the pool and walking the bay. The views were second to none and the location was perfect since it was minutes away from restaurants, stores, and Bethany beach. We will definitely be booking again!
Guest favorite
The image shows a view from a private deck overlooking a marina. Several boats are docked along the waterway, adjacent to multifamily buildings with grey rooftops. Natural light brightens the scene, with calm water reflecting the clear sky.
Condo in Ocean City
4.85 out of 5 average rating, 40 reviews

Penthouse condo. Bayside with elevator. Wow Views!

VincentRating, 5 stars7 months ago
This was our 3rd stay at this location. It is the perfect location for us in OC. Having morning coffee on the balcony overlooking the marina is a relaxing way to start the day. Just a few short blocks to the beach and the boardwalk. Having a car in OC is a necessity and the free parking here comes in handy. Looking forward to our next stay.
Guest favorite
A wooden dock extends along the water, bordered by well-manicured green grass. Dock posts line the edge, and gentle waves can be seen lapping against the surface. A distant boathouse is visible across the bay.
Condo in Ocean City
4.87 out of 5 average rating, 71 reviews

UNIQUE Bay Front Sanctuary Condo

EdwardRating, 5 stars7 months ago
Great stay and location. Centralized to everything and everywhere I went.
Top guest favorite
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.
Condo in Ocean City
4.98 out of 5 average rating, 220 reviews

Direct Oceanfront close to Northside Park!

ChristopherRating, 5 stars3 weeks ago
Great view of the ocean and restaurants are within walking distance. All the things needed for cooking. Just remember to bring sheets and bath towels. Quiet during the off season, we were there end of March, so some restaurants are not open. Good location not too far from the boardwalk and quiet for those looking to disconnect!!! Looking forward to booking again!
Guest favorite
A well-lit room features two sets of bunk beds with nautical-themed bedding. A cozy seating area with yellow chairs and a small side table is visible. A decorative anchor rug enhances the maritime theme, while soft lighting from wall fixtures adds warmth to the space.
Condo in Ocean City
5 out of 5 average rating, 61 reviews

Blue Haven I Bay I Boatslip I BoardwalkI Inlet

KellyRating, 5 stars6 months ago
Julie was an exceptional host. Always responsive to messages. The place was gorgeous. Literally felt like a home away from home. Beautiful views, close to the inlet. It couldn't have been a better trip. I hope we can come back another time.

Destinations to explore

  1. Airbnb
  2. United States
  3. Assateague Island
  4. Waterfront rentals