Waterfront vacation rentals in Assateague Island

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for Assateague Island waterfront rentals

Waterfront apartment rentals

Superhost
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
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 stars7 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 favourite
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 favourite
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 favourite
Apartment in Chincoteague
4.86 out of 5 average rating, 178 reviews

Sunset Haven Downtown

RitaRating, 5 stars4 days ago
It was a wonderful experience staying at Carla’s. The location is perfect. It is quite center in town. We loved the little apartment, it has everything we need. We would love to come back again!
Superhost
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 favourite
Apartment in Ocean City
4.86 out of 5 average rating, 106 reviews

Amazing oceanfront view 3 blocks from boardwalk

AdamRating, 5 stars2 weeks ago
Beautiful beach location exactly as described.
Top guest favourite
Apartment in Ocean City
5 out of 5 average rating, 16 reviews

Cozy canal-side 2 bedroom!

JoseRating, 5 stars7 months ago
We stayed at Erin’s 2 bedroom canal home, and I have to say, it was quite a quiet neighborhood. We both were very satisfied with how clean the apartment was when we entered. The decorations were very welcoming, and the balcony was a great place to spend time and talk! We liked it so much that we want to come back next summer!

Waterfront house rentals

Guest favourite
Home in Woolford
4.93 out of 5 average rating, 145 reviews

Waterfront Getaway with Dock

TysheraRating, 5 stars1 month 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 favourite
Home in Ocean Pines
4.99 out of 5 average rating, 120 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

AngelinaRating, 5 stars2 weeks 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 favourite
Home in Reedville
4.95 out of 5 average rating, 237 reviews

Waterfront FamilyFriendly Home Improved for 2023

FrankieRating, 5 stars1 week ago
Had a great time at Karen’s place. My kiddo loved the dock and my wife and I enjoyed kayaking and reading on the porch. Thanks for a nice stay Karen!
Top guest favourite
Home in Reedville
5 out of 5 average rating, 54 reviews

Fresh Air, Waterfront Views, & Pet Friendly

EllenRating, 5 stars1 week ago
We had the most relaxing stay at this wonderful property! It truly had everything we needed. The outdoor shower was a highlight, complete with shampoo and conditioner for both humans and pets—such a thoughtful touch! The place was stocked with firewood and a starter kit, which made our evenings by the fire so cozy. Our family loved kayaking and fishing nearby, and the tables were perfect for some fun card games. The kitchen was fully stocked with all the essentials, including seasonings, and there were even pet bowls for our furry friends. We couldn't have asked for a more comfortable, well-equipped getaway. Highly recommend for anyone looking for a peaceful, all-inclusive retreat!
Guest favourite
Home in Heathsville
4.94 out of 5 average rating, 36 reviews

Family & Pet Friendly Private Beach Retreat

JustinRating, 5 stars6 months ago
Responsive and communicative via AirBnb app. Open to small changes we had to make. Beautiful house and wonderful neighborhood. Everything as described and reasonable price. Truly provided the BnB part of AirBnb with linens, cleaning/cooking supplies, and bathroom supplies. Very scenic. The pictures don't do it justice when it comes to the proximity of the dock. It is right outside the window of the master bedroom.
Guest favourite
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.
Guest favourite
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 favourite
Home in Reedville
5 out of 5 average rating, 49 reviews

Private Waterfront KingBed Dock Firepit Kayak SUP

LeslieRating, 5 stars3 weeks ago
Quiet creek front home tucked away from the buzz of your day to day. Responsive & kind host.

Waterfront condo rentals

Guest favourite
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
Condo in Ocean City
4.88 out of 5 average rating, 51 reviews

Waterfront Condo w/ Balcony, Right on the Canal

AmyRating, 5 stars7 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 favourite
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!!!
Superhost
Condo in Ocean City
4.86 out of 5 average rating, 59 reviews

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

JenniferRating, 5 stars1 week ago
We thoroughly enjoyed our stay at this oc condo. Place was exactly as in photos and had everything you could need for your stay. Will stay again!
Guest favourite
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 favourite
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 favourite
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 favourite
Condo in Ocean City
4.98 out of 5 average rating, 222 reviews

Direct Oceanfront close to Northside Park!

HilaryRating, 5 stars4 days ago
Clean, comfortable, and convenient! We love this part of Ocean City and Stephanie’s condo did not disappoint.

Destinations to explore