
Beachfront vacation rentals in Assateague Island
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Top-rated beachfront rentals in Assateague Island
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Assateague Island beachfront rentals
Pet-friendly beachfront home rentals

Bethany Beach 116 5th St Oceanblock
We were a group of 10 and spent Thanksgiving week with our kids and grandkids at Paul's place. The house was perfect with plenty of space, nice furnishings and comfortable beds. It was walkable to the beach, boardwalk and restaurants. The weather cooperated and we spent time walking, sitting and playing football on the beach. The kitchen was so well equipped with everything we needed to prepare Thanksgiving dinner. We appreciated the perfect place for our family to gather for Thanksgiving! Thanks Paul

Beach, Boardwalk n Fun- just steps to the beach
This was (I believe) our fourth or fifth stay at John’s place (we’ve clearly made it a tradition). Coming here feels like home, the town home is super clean, easy to navigate, and perfect for a day at the beach, relaxation and a movie, or just hanging out and relaxing. I look forward to this multiple times a year since finding John!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
We had a wonderful stay! The house is conveniently located close to everything we needed- shops, restaurants, and attractions, especially the huge playground park just a short drive away. The space was clean, cozy, and very comfortable. I especially appreciated how family-friendly the home was. They had a crib already set up for our 9-month-old, which made things so much easier for us. We felt right at home and would definitely come back again!

IslandCoveParadise: Luxury-NewlyBuilt/Brdwalk/Pool
Great place to stay and had great time with my family. The house had everything described as per instructions listed. Very clean and great getaway place. Must recommend to visit without any doubts.

New waterfront home on bay, quick walk to beach
This was my second time staying at John's and it was just a wonderful this time around. Easy walk to the beach, wonderful view from the deck onto the channel, and nearby restaurants and grocery store. My dogs and I love the location, layout, views, and amenities (dogs especially love napping in the sunshine on the deck), and will 100% come back in the future!

Tranquil Shores - Nature Inspired Relaxation!
This is a lovely place in a spectacular setting. It’s at the end of the road so very private and quiet. Two decks overlooking a vast marsh. Very clean and well appointed. Very responsive host.

2BR- St. Tropez Condominiums- Ocean City, MD!
I really enjoy my stay here. It was very peaceful and affordable. Easy to check Definitely would stay here again when i come back .

Leave your paw prints by the bay
Excellent home. Was attached to another dwelling but felt very private as no one was next door during our stay. Host was very accommodating, neighbors extremely friendly. Lots of dogs being walked in the surrounding area. Roads very safe to go for an extended walk. Winds coming off the water surprisingly strong at times; was impressed at how secure the house seemed during stormy winds. Best part of the stay was being right on the water of the river/bay.
Beachfront home rentals with a pool

Beachfront on Pooldeck 9400 Bldg
This condo was in a great location. Steps to the pool and right on the beach! The place was beautifully decorated in a beachy theme. It was clean. The beds were very comfortable. Across from a grocery store and had a variety of restaurants within walking distance. Would love to book this place again!

Highly Rated Oceanfront Condo w/ Pool & Pick Ball
A haven of peace right next to the sea. Very clean and big enough for 6 people. My boys loved the pool and the pickelball court. Finally, there are plenty of activities to do in this city and the condo is close to everything. We will come back for sure ☺️

Updated Studio,Steps to Beach,Pool
The unit was clean, comfortable, and as described. It is not large, but was all we needed for our stay. The best part was definitely how helpful, communicative, and responsive Michelle and her team were. We were never left in doubt or without the information we needed.

Ocean View, Large Condo, Heated Pool
We had a great stay at Valerie’s condo, it was a great space for our group of 6 and had everything we needed. Valerie was very responsive for any questions we had!

Steps from Seacrets Beach House Getaway
Andrew could not have been a better host. He was especially responsive even when were checking in late. It was truly a great experience

Ocean Front 802 Midtown Oasis Pool & Parking
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.

2BR Waterfront | 1st Floor | Patio | Pool | W/D
The place was optimum for our mini vacay. We absolutely loved the area, it was peaceful and relaxing and the amenities were just right. Jaqueline remained open and available for communication and was very clear in her expectations of us as guest. Definitely 5 Stars!

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!
Great stay at a fantastic location. This property has a lot to offer with four bedrooms and three decks, lots of comfortable seating and just a 3-minute walk to the beach. We had an enjoyable weekend and would certainly come back again.
Private beachfront home rentals

Luxury Canal Front 2 Bedroom Condo-5 Star Reviews
We were very impressed with Terri and Kate’s place. It was easy to get to and easy to access. It met all our expectations and exceeded them as we were treated with a gift basket of yummy treats and a bottle of wine. House rules were easy to find and easy to abide by nothing extreme was asked of us. They responded quickly to our questions and even offered an extended check out on the day of departure since no one else was booked for that day. Highly recommend!

Captain Jack's Oceanfront Indian Harbor Villa
This was our 2nd year staying here. It was another fantastic stay. It's so nice being so close to the beach to see the sunrise every morning and then also go out at night under the stars. Katie is so nice and accommodating. We can't wait to stay again next year.

Waterfront Sunset View Family Beach House
I have stayed at a lot of air bnb’s and this stay was my favorite yet. Ashlee was wonderful, very thoughtful and responsive. The house was exactly what it looked like in pictures. It was spotless and so clean! The views were stunning, from every window you see water. We enjoyed this stay so much we are planning on returning in the future.

Bayshore Beach Bungalow
We ran into an issue when we first booked, and Elizabeth went out of her way to make sure it was taken care of. Then, we were delayed in getting there because of Hurricane Helene and she again made sure we were taken care of. Would definitely stay again if we are ever in the area!

New! Direct Oceanfront Home w/Game Room/Free Bikes
Beautiful home , great location , lots of space ! Worked really well for our group , would definitely book again

No shirt no shoes no problem.
Really nice and accurately described vacation condo. It was perfect for a golf trip for four and very close to the beach, restaurants, etc.

Beautiful North Ocean City Retreat
We had a lovely time at Travis's house! It provided plenty of space and was steps from the beach. It had a well-stocked kitchen, pantry and game chest and we loved hanging out in the bright upstairs common area. Highly recommend!

Waterfront Bay Cottage w/ Your Own Private Beach
We booked this beautiful beachfront home for my husband's birthday, and it was perfect. Check-in was seamless, and the breathtaking water view greeted us upon entry. The house was spotless and peaceful, with only the soothing sound of waves. We enjoyed most meals in the sunroom overlooking the water and took advantage of the outdoor seating as the weather warmed. Fawn, a great coffee and breakfast/lunch spot, was just five minutes away. The well-equipped kitchen allowed us to cook fresh seafood from Little River Seafood. Mornings were magical with stunning sunrises, and the nearby beach access was perfect for walks, yoga, and birdwatching. A highlight was Hughlett Point, a hidden nature preserve 30-40 minutes away, leading to a secluded beach with only 11 parking spots. Thank you for sharing your home—it made for a peaceful and unforgettable celebration!
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