
Waterfront vacation rentals in Ocean Pines
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Top-rated waterfront rentals in Ocean Pines
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Popular amenities for Ocean Pines 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. Don’t hesitate to book this property! It’s a must!!

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

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!

Bayfront Ponte Vista ~211
Amazing apartment with a fantastic view! Very clean and quiet, will deff come back to stay here again!

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
So first of all I haven’t 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!

Cozy canal-side 2 bedroom!
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

Cozy Canal Front home - boat slip - Fenwick
Amazing home!! Views of the canal were delightful, enjoy coffee in the Lanai as you watch the boats go by and the sunset!!! We will be back!!!

Charming Waterfront Cottage w/2 King Suites + Dock
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.

Bayside - Waterfront - Dock - Quiet Area
My family stay at Jason’s place was perfect. We enjoyed the outdoor space just as much as the indoor space. We were visiting for my little brother’s 10th birthday celebration. A family of 6 the house was just the right size for us. The location was perfect. Right on the canal. The kids loved seeing the boats ride by. Everything was 10-15 mins away. So very close!!. The neighbors were all friendly!!! Everyone waved and spoke to us in passing. We just right at home! Jason was very quick and friendly with his responses. I truly thank him for that. This was not our first choice for this trip and I had to cancel due to lack of communication between me and the other rental property. My family and I plan to return soon. We love OCMD !! Thank you again Jason 10/10 recommend!!!

Hot Tub Waterfront Home #1 Ocean City Skyline
Most peaceful stay I’ve had at an airbnb, it was cozy and had beautiful scenery day and night, we had a little mishap with the hot tub but it was resolved and the rest of the house more than made up for it. Great stay, definitely recommend!

Bayshore Beach Bungalow 46 w/ Boat Slip!
My family has a wonderful stay at this Airbnb. the hosts were accommodating in that we needed an extended stay and were very responsive. The location is nice, it's walkable to the beach. Also with a short walk you can see the sunrise or sunset. Waterfront access is nice although we didn't utilize it. The unit looks as advertised. It was cozy for our stay. The couch was comfortable. The hosts have gone out of their way to provide utensils and other kitchen items that were very useful for our time there. We are very grateful for our time there and would recommend it highly.

Waterfront Oasis
We had the best time at Megan’s home. Everything was clean and Megan was very responsive. The house is beautiful and the view of the bay is breathtaking. It looks like a painting. Our favorite times on the trip were sitting on the back deck. It was the relaxing weekend we were looking for. We’ll definitely be back!

Mosaic Life Escapes -Bayfront Million Dollar Views
Heather's place was most definitely one of the best Airbnbs I have ever stayed in. Her cover photo does not give the amazing view justice, waking up to the sunrise, birds and view was breathtakingly spectacular! Inside were many sleeping spaces and loads of custom updates that made the space perfect for during our one night. Heather also accommodated our requests for a few things that made our short stay more convenient. I would most definitely book here again and it was well worth it! Thank you so much Heather!

Spacious 4 bedroom waterfront home & boat access!
We only stayed a weekend but a great off the beach option for a group of 5-10 guests. Clean home, relaxing location, would book again.
Waterfront condo rentals

Bayfront 2 Bedroom Ponte Vista Condo w/ pool
Had an issue with the code to get in, but the host responded very quickly. Clean place. Exactly what I was looking for our quick trip to OC!

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. 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.

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!!!

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo
We had a great stay! Location is conveniently located to everything. Host was very responsive and took care of a small issue immediately. The place is as described. It was really nice and clean! I would definitely book again!

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!
Quick stats about waterfront rentals in Ocean Pines
Total rentals
60 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
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