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

The Pelican of Bahia Vista 3B/2b
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. Donât hesitate to book this property! Itâs a must!!

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

Canal Front Condo 2 Blocks 2 Beach & Park Sleeps 4
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!

Bayside Bungalow - Waterfront
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!

Sunset Haven Downtown
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.

3br Waterfront Assateague Island Best View
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!

Amazing oceanfront view 3 blocks from boardwalk
So first of all I havenât 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!

Dockside Retreat - Waterfront
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

Waterfront Getaway with Dock
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.

Charming Waterfront Cottage w/2 King Suites + Dock
My friends and I had a wonderful stay at Jenniferâs 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.

Waterfront FamilyFriendly Home Improved for 2023
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!

Waterfront Vacation Home in Ocean Pines
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.

Newly Renovated Modern 3 bed 2 bath Water Front
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!

Waterfront, SUPs, Yaks, & Bikes! Walk 2 the Beach
We had the most amazing stay at Donnaâs 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 hostâalways responsive and so helpful throughout our stay. We seriously canât recommend her beach house enough!

Private Waterfront KingBed Dock Firepit Kayak SUP
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.

Beautiful Waterfront Home-Private, Clean, Relaxing
Terrific hosts, and terrific stay! Laura and Maryâs place was beautiful â 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

Entire Downtown Bayfront Condo
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. itâs very close to the beach and itâs 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 canât say not one negative thing about our stay. We would definitely book here again.

Waterfront Condo w/ Balcony, Right on the Canal
Very clean, nice view, host and hostess were quick responders:) a little far from our venue but we would def come back !:)

Beach Getaway 3 Bedroom Condo with Boat Slip
Third year in a row, never disappointed. Amazing location, lots of room, great communication. Virginia is the best host!!!

Waterfront Condo With Olympic size swimming pool
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!

Penthouse condo. Bayside with elevator. Wow Views!
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.

UNIQUE Bay Front Sanctuary Condo
Great stay and location. Centralized to everything and everywhere I went.

Direct Oceanfront close to Northside Park!
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!

Blue Haven I Bay I Boatslip I BoardwalkI Inlet
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.
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