Waterfront holiday rentals in Assateague Island

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Assateague Island waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Ocean City
4.83 out of 5 average rating, 6 reviews

StayAhoy! | Steps to Beach | Ocean View

CarmelRating, 5 stars1 week ago
We had such a comfortable stay with all the amenities we needed as a family! It was a great location to nearby restaurants, stores, and grocery store, and a real bonus to walk just a short distance away to the beach that had a lifeguard. The place was also just a half an hour or so drive to Assateague Island National Seashore, where we were able to see wild ponies. Communication with the host was excellent.
Top Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 25 reviews

Bayside Bungalow - Waterfront

JoyRating, 5 stars3 weeks ago
Identical to pictures! Beautiful rental in convenient location. The beach and boardwalk were easily walkable and having Fish Tales next door was convenient! My only suggestion would be is to bring an eye mask if you are a light sleeper, there are no shades on kitchen windows so it’s very bright in the early morning since it’s all connected. It helped us to get up and moving in the morning so we didn’t mind. Morgan was quick to reply to messages and a very gracious owner! We will definitely be back.
Guest favourite
Apartment in Ocean City
4.94 out of 5 average rating, 32 reviews

Driftwood Condo, 1BRTropical Bayside w/sunsetview

TrishaRating, 5 stars2 months ago
Hand down what an AIRBNB is supposed to be. The place is just like the pictures and smells crystal clean upon arrival. The mattress and linens were so comfortable it had me wanting to replace my mattress! This was the perfect place for annual girls weekend. Let me explain how gracious they were. We had previously picked a different Airbnb and the moment we walked into the place realized we had been PUNKED. I wont get into that whole story but needless to say it was nothing like what was advertised and we actually felt unsafe. I reach out to Steven immediately and he responded right away. Although the reservation would mean us checking in within hours of the booking he was willing to accommodate us with very short notice. The communication was flawless and Steven was truly our saving grace for the trip. What turned into a rough start ended on a very high note. Thank you, again Steven!
Guest favourite
Apartment in Ocean City
4.86 out of 5 average rating, 111 reviews

Amazing oceanfront view 3 blocks from boardwalk

Jamie ElizabethRating, 5 stars1 month ago
Condo was exactly as described! Amazing oceanfront view! I was also impressed with how much room there was. It was cruiser week so it was a tad bit noisy at night, but other than that and the fact we couldn’t stay longer, we had a wonderful time and enjoyed our stay!
Guest favourite
Apartment in Ocean City
4.89 out of 5 average rating, 35 reviews

Endless Summer With Ocean View & Large Deck

DanielleRating, 5 stars1 week ago
Laura was a very responsive and wonderful host! She went above and beyond with providing a variety of things to do and see during our stay. She also made sure the check in and check out process went smoothly. The home was well kept, clean and had a great view! Being able to relax on the back porch with the sound of the waves was so peaceful. Our family had a great stay and will definitely be back! Thank you Laura!
Top Guest favourite
Apartment in Ocean City
4.94 out of 5 average rating, 18 reviews

Luxurious Renovation 2024|Ocean Front|Indoor Pool

BrookRating, 5 stars1 day ago
We had a wonderful stay at this condo. Perfect location, great views, recently renovated and extremely clean. Jason was fantastic and quickly helped us find a workaround when the building pool was unexpectedly closed. We would definitely stay here again!
Guest favourite
Apartment in Ocean City
4.96 out of 5 average rating, 128 reviews

Beautiful Bayfront Condo!

StephanieRating, 5 stars6 days ago
The condo was perfect for our family of 8. It is much larger than the pictures let on. The deck was big enough for all of us to comfortably sit and chat - and Julie has plenty of patio chairs and two tables! Everything was super clean, no clutter, lots of space to spread out and not be on top of each other. The location is perfect too! Quick walk to the beach and some shops. Bus ride can easily take you down to the boardwalk or restaurants you can’t walk to. No need to move your car once you are here. We enjoyed this stay so much we are planning on returning next year. Thank you Julie for sharing your home with us!!
Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 38 reviews

SuperHost! Amazing OceanFront View with 2 Pools!

LloydRating, 5 stars2 weeks ago
I was so impressed with Kara’s condo. It was everything I hoped it would be. The decor is very nice and the kitchen is wonderful— modern, spacious, and containing anything you need for cooking or entertaining. The view of the ocean from the 19th floor is both spectacular and calming, whether on the spacious balcony or looking down through the bedroom’s floor to ceiling windows. The building is great. Everyone was friendly and this is a very nice part of Ocean City. Lastly, Kara was terrific. Kind and a great communicator. Plus check in was smooth. If you’re considering a two bedroom, two bathroom condo in this area, I highly recommend this listing!

Waterfront house rentals

Top Guest favourite
Home in Reedville
4.95 out of 5 average rating, 241 reviews

Waterfront FamilyFriendly Home Improved for 2023

LoisRating, 5 stars2 weeks ago
Thanks again! We feel at home here. I am noting that holiday weekends are less peaceful in the Northern Neck! We'll remember that. Fondly, Lois and Ken
Guest favourite
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars2 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Guest favourite
Home in Chincoteague
4.9 out of 5 average rating, 113 reviews

Chincoteague Island Creekside Cottage

SherryRating, 5 stars1 month ago
Great spot for a mother/daughters retreat. We enjoyed the cozy and cute decor and each having our own space in the Seaside Cottage. Also, the kitchen was will equipped and we made several meals together as a family. Just a short drive to everything on the island and super close to water and the Misty Pasture. Kathleen was a wonderful host— responsive and proactive throughout our stay. We had a wonderful visit!
Top Guest favourite
Home in TYLERTON
4.96 out of 5 average rating, 134 reviews

3 bedroom/2.5 bath Smith Island bungalow with dock

SusanRating, 5 stars2 weeks ago
Wonderful accommodations for a relaxing visit to a beautiful island!
Top Guest favourite
Home in Cambridge
4.99 out of 5 average rating, 171 reviews

Sunset Breezes - quiet waterfront retreat

MicheleRating, 5 stars1 month ago
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!
Guest favourite
Home in Reedville
4.94 out of 5 average rating, 155 reviews

Sunkissed Cottage-private, natural waterfront home

BrandonRating, 5 stars2 weeks ago
Cottage is pleasantly decorated to feel homey and still have a water escape feeling. The fire pit located at the house and by the water are very enjoyable. Having a fully stocked kitchen with everything we needed to prepare dinner made our getaway so much more relaxing. Town stores and local food wasn’t too far away and the drive was scenically calm. We look forward to our next booking at this destination
Top Guest favourite
Home in Lewes
4.98 out of 5 average rating, 188 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

PatriciaRating, 5 stars1 week ago
My husband and I went to this "home" with another couple for several days of peace and quiet. The home and its location were definitely what we were looking for during our short stay. The kitchen was fully stocked which was great since I forgot certain spices for our planned meals. Our initial excursion was to Fort Miles at Camp Henlopen for a tour of the defensive setup along the coast during WWII. The tour was excellent, and with Laura's recommendation we returned to Camp Henlopen's beach for two days of sun and relaxation. This location is close to Lewes and Rehoboth Beach with plenty of restaurants and things to do on the boardwalk if that is something you are interested in doing. Laura was responsive to all emails we sent during our stay. We would definitely return to this home if our travels took us that way.
Top Guest favourite
Home in Reedville
4.95 out of 5 average rating, 174 reviews

Panoramic Waterfront: Fire pit, Game Room, Kayaks!

LoriRating, 5 stars1 week ago
stayed with family, very comfortable, loved being on the water. took out a kayak, and much fun with corn hole. Enjoyed watching baby osprey from backyard!

Waterfront condo accommodation

Superhost
Condo in Ocean City
4.82 out of 5 average rating, 274 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

PaulRating, 5 stars2 weeks ago
Adam was a great host, answered all questions we had in a timely manner and went above and beyond to check in to make sure we were settling in and enjoying our stay. Our daughter loved the extra amenities of toys and the bunk beds. This home provided beautiful views of the sunrise on the beach and an excellent view of the sunset on the bay. We are already planning our next stay.
Top Guest favourite
Condo in Ocean City
4.96 out of 5 average rating, 73 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

KaitlynRating, 5 stars1 week ago
What a wonderful experience! Josh and Kathy were in incredible hosts and their home was perfect for our family of 4. We couldn’t have asked for a better trip. Everything was so easy, and we felt so comfortable!
Guest favourite
Condo in Ocean City
4.97 out of 5 average rating, 59 reviews

Extraordinary Oceanfront Escape | Private Balcony

LauraRating, 5 stars6 days ago
Effortless beach week. So grateful NOT to have to deal with toxic air-fresheners, dirty dishes, light pollution, poorly chosen furniture, buying supplies, funny smells, crappy blinds, clutter... This condo is superior to many other AirBNB we have rented. Absolutely NOTHING was worrisome. Plumbing in tip-top shape, gorgeous bedding. Kitchen very well stocked (we actually cook most of our meals.) Detergent provided and plentiful. Not a speck of dirt or grime anywhere. This level of excellence is rare. The view is tremendous, and beach access is easy. Parking, elevator, luggage carts - all easy. The price is quite high, but we decided it's worth the attention to detail that is given to this property. We already booked for next year, and hopefully by then the building renovations will be complete. Highly recommend this quiet, spacious, extremely private unit at Marigot. Thanks Elysian.
Superhost
Condo in Ocean City
4.88 out of 5 average rating, 196 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

LawrenRating, 5 stars2 weeks ago
Lisa’s place was awesome and exactly how she described it! We loved waking up to the sounds of the ocean and the beautiful views of the bay and ocean. Everything you need is in this condo!!! Thanks again Lisa!!!
Superhost
Condo in Ocean City
4.84 out of 5 average rating, 170 reviews

Romantic Beach Inscape-Best Ocean View+Heated Pool

AdamRating, 5 stars2 months ago
The view and easy access to the beach make this perfect for a weekend getaway. Quiet in the offseason and close to tons of great local restaurants.
Top Guest favourite
Condo in Ocean City
4.99 out of 5 average rating, 95 reviews

The Hideaway By The Bay OCMD

SamanthaRating, 5 stars2 weeks ago
This was a beautiful place to stay at with all the amenities you need! Check in and out was very easy and Corey Responded quickly with any issues or questions. Both beds were very comfortable. You had an immediate view of the bay walking out the back door, which was our favorite part! We would definitely stay again!
Guest favourite
Condo in Ocean City
4.97 out of 5 average rating, 125 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

AllisonRating, 5 stars1 week ago
We had a great time at Seth’s place. The location was perfect, quiet but still plenty to do. Easy beach access and clear directions for everything. Watched dolphins from the balcony and loved hearing the waves.
Top Guest favourite
Condo in Ocean City
4.98 out of 5 average rating, 227 reviews

Direct Oceanfront close to Northside Park!

SteveRating, 5 stars1 week ago
Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

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