Beachfront holiday rentals in Ocean Pines

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Ocean Pines

Pet-friendly beachfront home rentals

Guest favourite
Apartment in Dewey Beach
4.96 out of 5 average rating, 135 reviews

Luxury water-view condo with high-end finishes

AndreaRating, 5 stars3 weeks ago
The apartment is beautiful, very comfortable, and fully equipped with everything you need for a great beach vacation. We had a lovely stay and really enjoyed the space.
Guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 11 reviews

Ocean Front Condominium

JessicaRating, 5 stars4 days ago
The attention to detail and personal touches were impeccable. Its a perfect location steps to the beach. The outdoor space is a great way to spend mornings and evenings. This was a special trip for our family and everyone felt this place knocked it out of the park!
Guest favourite
Townhouse in Ocean City
4.92 out of 5 average rating, 146 reviews

Beach, Boardwalk n Fun- just steps to the beach

TylerRating, 5 stars1 month ago
this is the … you know, i don’t even know what time at this point as my friends and i have made it a tradition to stay here twice per year for the last 3? 4? 5 years? john’s place never ceases to amaze me especially this time w/ multiple renovations including a master bedroom downstairs! can’t say enough good things, look forward to booking in the fall, thank you so much john!
Guest favourite
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

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

ErikaRating, 5 stars2 weeks ago
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!
Superhost
Townhouse in Ocean City
4.91 out of 5 average rating, 258 reviews

SunburstParadise: OceanView Boardwalk Luxury w/2🚘G

AleisaRating, 5 stars1 month ago
Very comfortable, great location, quick response time from host
Top guest favourite
Apartment in Ocean City
5 out of 5 average rating, 76 reviews

Beautiful waterview 2B condo w/Dock&Close to Beach

MatthewRating, 5 stars3 weeks ago
Absolutely perfect stay! The place was spotless, stylish, and exactly as described—if not better. It’s ideal for anyone traveling with pets or children—there was plenty of space, a safe and secure environment, and thoughtful touches that made everyone feel welcome (including our furry friend!). Our host, Erika, was incredibly responsive and thoughtful, making check-in a breeze. The location was perfect—close to everything we needed, but still peaceful and relaxing. I couldn’t have asked for a better experience and would 100% stay here again. Highly recommend!
Superhost
Townhouse in Ocean City
4.92 out of 5 average rating, 63 reviews

Direct Oceanfront Renovated Townhouse 36th Street

StevieRating, 5 stars4 days ago
The place is great. Right on the beach with great decks and views — we didn’t need to put on shoes the entire time. Walkable also to lots of restaurants and other businesses. Only reason I didn’t give 5 stars on the location is not because of the house but because of the way Ocean City is structured — there really is no way to get around without going on the main, high-traffic road and few places to walk dogs comfortably in the summer when they’re not allowed on the beach. Also note you will have to make your own beds when you arrive and strip them when you leave. Other than that this place is excellent! All of us — from 5 months to 45 years and 2 dogs in between — had a great time.
Superhost
Holiday home in Ocean City
4.69 out of 5 average rating, 45 reviews

Spacious Ocean View Condo

GraceRating, 5 stars1 month ago
We loved staying at Nancy’s place for a couple days away on the beach. The view was great and perfect for some long walks either on the beach or around Ocean City. Absolutely would stay here again!

Beachfront home rentals with a pool

Guest favourite
Apartment in Ocean City
4.82 out of 5 average rating, 154 reviews

Romantic Beachfront Penthouse Ocean City MD

PatriciaRating, 5 stars9 months ago
This is the second year we stayed at this beautiful condo! Views of both ocean and the bay are spectacular!! Condo was clean and easy to access. Love the pool and beach! Close to great restaurants!! Margaret is a fantastic host!! Highly recommend this condo! We will definitely be back next year ❤️
Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 10 reviews

Luxury Waterfront Beach Condo @ Coconut Malorie OC

JessycaRating, 5 stars1 day ago
My husband and I went to celebrate our honeymoon. Suzy & Jerry went above and beyond to make our stay beautiful. Amazing place & hosts. HIGHLY recommend
Top guest favourite
Flat in Ocean City
5 out of 5 average rating, 25 reviews

Bayside Bungalow - Waterfront

JoyRating, 5 stars3 weeks ago
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.
Superhost
Apartment in Ocean City
5 out of 5 average rating, 3 reviews

New Updated Direct Oceanfront Condo - Pool & Wifi!

KaraRating, 5 stars1 week ago
Listing is better than you think it is! Great location (I was nervous about it because we usually stay closer to 120th St) it was very private and peaceful. Big bonus that it is right over the bridge (no extra traffic lights!) The kitchen is fully stocked - we wound up bringing a lot that we didn’t need. The pullout couch is also one of the most comfortable I’ve ever been on. Beautifully decorated and updated. Might book again this season!
Top guest favourite
Apartment in Ocean City
5 out of 5 average rating, 44 reviews

Top Rated! Beautful Sunsets! Midtown Bayside Condo

LandonRating, 5 stars6 days ago
Raphaelle is a great host and our stay was amazing. With great views and an accommodating place, would certainly return!
Top guest favourite
Home in Ocean City
5 out of 5 average rating, 30 reviews

Direct Ocean Front - Beach Retreat Condo!

AliceRating, 5 stars3 weeks ago
We had a wonderful stay at Chris and Loreees place! Super responsive when needed and clear instructions for check in and out. Private, quite, clean building and condo and we had everything we needed. The views were stunning & exactly as pictured. Walking distance to many stores, restaurants, and 7-11 next door for convenience. I would recommend staying here!
Guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 53 reviews

Bright Oceanside Condo with Pool - Ocean City, MD

BrianaRating, 5 stars9 months ago
My boyfriend and I celebrated his 26th birthday at Dien’s place and it exceeded my expectations! It was so clean and Dien was incredibly responsive and went out of his way to make sure we had everything we needed. The location was perfect, right across the street from the beach and within walking distance from lots of great restaurants. He also offered us a late check out so we could enjoy every last second of our stay which was so appreciated. Overall, this was one of the best airbnb experiences I’ve had and cannot wait to come back and stay at Dien’s place again!
Guest favourite
Home in Ocean Pines
4.95 out of 5 average rating, 22 reviews

Robin Hood Retreat

DanyetRating, 5 stars2 weeks ago
Bill is a wonderful , polite. ,accurate and a cool host. The house was neat and clean. Bill made sure you have fresh linens for each bedroom. He was easy to get in contact with.Bill makes you feel at home.The house is beautiful and in a peaceful area!( The pictures does not do this house any justice) Bills house is safe and secure. Bill has many properties and I will be booking again. Thanks bill for everything. You are great!!

Private beachfront home rentals

Top guest favourite
Townhouse in Bethany Beach
4.95 out of 5 average rating, 60 reviews

Oceanfront Getaway Private Beach & Stunning View

DianaRating, 5 stars3 weeks ago
The location of Haley & Mike's townhouse is perfect. It gives you walk out access to a beautiful wide private beach. There are stunning views of the ocean and sky from the main living space and 2 of the bedrooms. Coffee or cocktails on the screened in porch watching the dolphins is hard to beat! My husband and I traveled with our 2 adult daughters and the accommodations met all of our needs. The main living space has a big comfy couch and plenty of seating plus a big screen tv and a large table that was perfect for meals or card games. The kitchen is well equipped and we took advantage of the gas grill to make dinner one night. There are loads of beach chairs, umbrellas and even tennis balls and racquets for the courts right across the street. Haley and Mike were very responsive hosts. We appreciated their golf, mini golf and dining recommendations. Hope to be able to come back sometime soon.
Top guest favourite
Apartment in Ocean City
5 out of 5 average rating, 20 reviews

Ocean Front 1b/1.5ba Condo with Amazing Views!

DanielleRating, 5 stars1 month ago
Our weekend at Michelle’s place was absolutely perfect. First of all, her condo was so beautifully decorated and clean. We had amazing views of the beach and we listened to the waves crashing at night while one of use slept on the guest pull out couch. If you are traveling with kids, this was the perfect spot. We were conveniently located on the 3rd floor, a quick 5 min walk to and from the ocean front and the neighbors were very quiet. We also loved that we could walk to fun places to eat like Ropewalk which has cornhole and a playground for the kids! Most importantly, Michelle went above and beyond by providing us an extra blanket and pillows and answered any questions that we had very promptly. I couldn’t ask for a better experience. We can’t wait to come back again soon! Thanks Michelle.
Guest favourite
Apartment in Ocean City
4.89 out of 5 average rating, 75 reviews

Golden Goose - Oceanside Condo w/Ocean & Bay views

KendraRating, 5 stars2 weeks ago
⭐️HIGHLY RECOMMEND⭐️ Everything looked exactly like the pictures. Very clean, spacious, quiet, and close to almost everything that ocean city has to offer. The kitchen is beautiful! Safe location. The beach is a few steps away. Access in and out was a breeze. I will be back! So far this place is at the top of my list in ocean city.
Top guest favourite
Flat in Ocean City
5 out of 5 average rating, 34 reviews

Renovated 1BR w Ocean View

CynthiaRating, 5 stars1 week ago
It was a clean lovely apartment within walking distance of the beach. The bed was comfortable for us and the towels were some of the softest I have ever used. it was very nicely decorated. The big screen TV was wonderful. The only ocean view was outside on the landing by the front door where you could see the horizon. The beach was very nice.
Guest favourite
Flat in Ocean City
4.89 out of 5 average rating, 35 reviews

Endless Summer With Ocean View & Large Deck

DanielleRating, 5 stars1 week ago
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!
Top guest favourite
Townhouse in Ocean City
4.96 out of 5 average rating, 25 reviews

Ocean 14 - Amazing Waterfront Views & Beach Access

JillRating, 5 stars3 weeks ago
Our stay at Donna’s home was a 10/10! When I say this home was move-in ready, I truly mean it! From the convenient clothing steamer to the fully stocked spice drawer and everything in between (steam shower, blow dryers in each bathroom, boardgames, toiletries, top of the line espresso machine, cookware…) I could go on and on! The outdoor deck was our favorite place to hang out and was furnished with a comfy couch, bench, table, chairs and huge umbrella for shade! Location is perfect - equally peaceful & conveniently located in the middle of all the action! The bedrooms were well-sized and we never felt cramped with 6 adults. Communication with Donna was also wonderful - the place was ready an hour early & she responded quickly to any inquiries before and during the weekend. We loved our stay and will return again & again! Thank you, Donna!
Top guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 58 reviews

Luxury Oceanfront Cottage|Romantic & Cozy Getaway

SeanRating, 5 stars1 week ago
We were fortunate during our particular weekend that OC was not very busy in general. There were no other neighbors present in the other units in the buidling which made it very quiet. No other neighbors also meant we had the deck to ourselves. When it was not raining, the deck view of the ocean was beautiful. The walk to the beach was quick. Anna and Patrick were very accessible, responsive, and kind. It was perfect for our plans and needs.
Top guest favourite
Flat in Ocean City
5 out of 5 average rating, 70 reviews

Stunning 3 Beds/2BA, Ocean Beachfront Condo

AmandaRating, 5 stars2 weeks ago
My kids and I had a very awesome time, we love Ocean City and come every single year! Aditya’s condo was beautiful with spectacular views. Kids are still raving about the showers!! This was by far the best place we have stayed yet. Will definitely try to book again!!

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