
Waterfront holiday rentals in Assateague Island
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Top-rated waterfront accommodation in Assateague Island
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Popular amenities for Assateague Island waterfront rentals
Waterfront apartment accommodation

StayAhoy! | Steps to Beach | Ocean View
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.

Bayside Bungalow - Waterfront
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.

Driftwood Condo, 1BRTropical Bayside w/sunsetview
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!

Amazing oceanfront view 3 blocks from boardwalk
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!

Endless Summer With Ocean View & Large Deck
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!

Luxurious Renovation 2024|Ocean Front|Indoor Pool
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!

Beautiful Bayfront Condo!
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!!

SuperHost! Amazing OceanFront View with 2 Pools!
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

Waterfront FamilyFriendly Home Improved for 2023
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

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

Chincoteague Island Creekside Cottage
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!

3 bedroom/2.5 bath Smith Island bungalow with dock
Wonderful accommodations for a relaxing visit to a beautiful island!

Sunset Breezes - quiet waterfront retreat
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!

Sunkissed Cottage-private, natural waterfront home
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

Beautiful Waterfront Home-Private, Clean, Relaxing
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.

Panoramic Waterfront: Fire pit, Game Room, Kayaks!
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

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

Gorgeous New Beachfront! King Bed, Direct Sea View
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!

Extraordinary Oceanfront Escape | Private Balcony
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.

🌊Oceanfront studio w/ amazing views & amenities🏖
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!!!

Romantic Beach Inscape-Best Ocean View+Heated Pool
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.

The Hideaway By The Bay OCMD
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!

Direct Ocean Front/Gorgeous Views/Indoor Pool
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.

Direct Oceanfront close to Northside Park!
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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