Beach condo vacation rentals in Ocean Pines

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Popular amenities for Ocean Pines beach condo rentals

Beachfront condo rentals

Guest favorite
A spacious balcony offers sweeping views of the ocean and sandy beach below. A light-colored adirondack chair is visible, highlighted by the sun's rays. The railing frames the expansive vista, enhancing the feeling of openness and connection to the coastal scenery.
Condo 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 favorite
A light-filled living area is shown with a comfortable sofa and a decorative lamp on a side table. Soft curtains frame the window, revealing a serene waterfront view. The dining area features a table surrounded by light-colored chairs, while the overall decor is bright and inviting.
Condo in North 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
Superhost
An open living space features large glass doors that lead to a balcony with ocean views. The balcony is furnished with metal chairs and a small table. A cozy white sofa is positioned nearby, with a decorative pillow adding a touch of color.
Condo in North 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 favorite
A balcony is presented, featuring two teal Adirondack chairs positioned at the railing. The ocean is visible in the background, with a cloudy sky above. The balcony is partially covered, providing a comfortable space for outdoor relaxation.
Condo in Montego Bay
4.95 out of 5 average rating, 21 reviews

The Coastal Condo

ChelsieRating, 5 stars3 days ago
We loved our stay at The Marylander in Colleen & Joe’s condo. From the very start she was very responsive, understanding and kind. The condo was the perfect amount of space which was well cared for & clean, we enjoyed the amenities that came with the building and the short walk to the beach! I’m already looking forward to booking another stay here!
Top guest favorite
A spacious balcony features outdoor seating arrangements with comfortable blue cushions, providing a direct view of the sandy beach and ocean. The scene captures a wide expanse of shoreline, with beachgoers visible in the distance under a bright sky with scattered clouds.
Condo in Ocean City
5 out of 5 average rating, 28 reviews

Direct Oceanfront with Pool - Steps To The Beach

KierstonRating, 5 stars6 days ago
We had a wonderful time! Waking up both mornings to dolphins right outside your sliding glass door was the highlight! We can’t wait to get back!
Superhost
A spacious living area is highlighted by floor-to-ceiling glass doors that open to a private oceanfront balcony. Sea and beach views are visible beyond the sliding doors, complemented by a plush couch and a soft area rug. Two chairs invite relaxation on the balcony.
Condo in Ocean City
4.91 out of 5 average rating, 86 reviews

Direct Ocean Front 1BR Condo indoor/outdoor pools

EstebanRating, 5 stars2 weeks ago
This was a great condo right in front of the beach with a fantastic view of the water. The rental description was accurate. We appreciated that the place was kept clean and in good condition. The bed was comfortable, the bathroom was nice, and kitchen had all that we needed. The water pressure was awesome, climate control worked well, and nice to have TVs as an option. My only wish was that the rental came with towels or sheets (just so we could pack lighter), but to be fair - this was disclosed in the description. There were no surprises and we came prepared. Our host was very responsive, helpful, and accommodating. Overall, highly recommend this place!!
Guest favorite
A spacious living area features a comfortable L-shaped couch facing a mounted flat-screen TV. Natural light flows in from sliding glass doors leading to the balcony. A dining area with a small table and chairs is visible in the background, enhancing the open layout.
Condo in Ocean City
4.97 out of 5 average rating, 31 reviews

Bayside Bliss-2 Bedroom,Comfort & Moments to Beach

MeganRating, 5 stars8 months ago
Nomin’s place was perfect for our stay. We parked and walked everywhere. This place is close enough to stuff but far enough away that it was very quiet. We really enjoyed sitting on the balcony to drink coffee in the morning.
Superhost
Two colorful plastic glasses in vibrant orange and green are placed on a balcony railing, overlooking a sandy beach. The ocean waves gently lap at the shore, with beachgoers enjoying the sun and colorful umbrellas scattered across the sand.
Condo in Ocean City
4.84 out of 5 average rating, 170 reviews

Romantic Beach Inscape-Best Ocean View+Heated Pool

AdamRating, 5 stars2 months ago
The view and easy access to the beach make this perfect for a weekend getaway. Quiet in the offseason and close to tons of great local restaurants.

Pet-friendly beach condo rentals

Guest favorite
The living area features a light gray sectional sofa with colorful accent pillows, situated within a bright space. A wooden console table is placed against the wall, and light fixtures illuminate the open kitchen area in the background.
Condo 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.
Superhost
A comfortable living area features a gray sofa with decorative pillows and a tan teddy bear. A wall-mounted television is positioned opposite a small black desk and chair. Natural light highlights the space, complemented by light wood flooring.
Condo in Ocean City
4.82 out of 5 average rating, 76 reviews

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl Condo Steps 2Beach+Pool

KristenRating, 5 stars2 weeks ago
Great space for a couple and clean! The location was fantastic -- walkable to some great restaurants, to get coffee in the morning, and to CVS in case you forgot something. Also, close enough that you can do about a 20 minute drive to the inlet and boardwalk. Would definitely stay here again!
Guest favorite
A private balcony offers views of the ocean and sandy beach. Green Adirondack chairs and a round table are arranged for relaxation, complemented by coastal decor on the wall. Natural light and clear blue skies enhance the overall atmosphere.
Condo in Ocean City
4.91 out of 5 average rating, 11 reviews

Ocean Front Condominium

JessicaRating, 5 stars5 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!
Top guest favorite
The living area is spacious, featuring a light blue wall color and a large sectional sofa. Natural light floods through windows, illuminating the decorative rug. The outdoor porch includes dining furniture and offers views of the canal and neighboring buildings.
Condo in Montego Bay
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!
Guest favorite
A two-story grey building with a set of stairs leading to the upper unit. A small porch is visible, adorned with hanging planters. Lush greenery and flowers can be seen in front of the property, along with a flag and a decorative item on the side.
Condo in Montego Bay
4.96 out of 5 average rating, 101 reviews

Cozy Condo Oasis with Adorable Private Patio

MaddieRating, 5 stars2 days ago
Kendra is very sweet and her home is wonderful. All of the appliances and furniture are very modern, and the mattresses were very comfortable! The location is very quiet and very close to the beach, maybe a 6 minute walk, which was very convenient for us with small children. There’s also a lot of grass nearby for pets.
Guest favorite
A cozy living area features a comfortable beige sofa, a wooden dining table set for four, and a television mounted on the wall. Natural light enters from a nearby door leading to an outdoor space. A ceiling fan enhances the airy atmosphere, complemented by cheerful decor.
Condo in Ocean City
4.89 out of 5 average rating, 120 reviews

Perfect location!

SarahRating, 5 stars2 weeks ago
I made a last minute decision to try and find a place to stay with a 5 year old and a dog at the beach knowing OCMD in peak season isn't super dog friendly. Finding a location where I could easily walk to the beach/boardwalk with a 5 year old was a must. Finding out there was a great park with an awesome playground and dog friendly walking space a block away was a super plus. Beverly was super responsive and gave me great recommendations on local places. We had a wonderful time.
Guest favorite
A serene view of the bay is captured during sunset, with calm waters reflecting vibrant hues of orange and blue. A flag gently flutters in the foreground, while silhouette details of distant poles are outlined against the colorful sky.
Condo in Ocean City
4.96 out of 5 average rating, 23 reviews

Endless Sunsets on the Bay 3br/2bt Direct Bay Frt

ChrissyRating, 5 stars8 months ago
Lovely home with the most beautiful views - got to experience a number of gorgeous sunsets over the water on their great fenced in deck. The deck has very nice furniture and fun automatic string lights that come on at night adding to the experience. Inside is warm and nicely decorated with very comfortable furniture making you feel at home. Also extremely well stocked and great location. Would love to come back again in the future.
Superhost
An outdoor balcony area features a wooden deck and a wicker loveseat. Sunlight filters through the nearby trees, and gentle siding lines the walls of the structure. A simple nautical decoration hangs on the wall, adding a subtle coastal touch to the space.
Condo in Ocean City
4.84 out of 5 average rating, 19 reviews

Jolly Judlee 1BR 1BA Bayside Renovated Efficiency

EmilyRating, 5 stars2 weeks ago
Great and convenient place to stay. Perfect size for the two of us.

Luxury beach condo rentals

Guest favorite
A serene view of the beach showcases soft sand bordered by lush green grasses. Gentle waves can be seen on the horizon, while a clear blue sky extends above. A distant figure enjoys the shoreline, adding a sense of scale to this tranquil seaside setting.
Condo in Montego Bay
4.99 out of 5 average rating, 78 reviews

Direct Ocean Front! Unwind with an Ocean View

NadiyaRating, 5 stars6 days ago
Peaceful condo, exactly what we were looking for. Very clean! Lots of great places to walk to, can’t beat the view to wake up to in the morning! Definitely recommend for anyone looking for a cozy beach getaway with a beautiful view.
Top guest favorite
The dining area features a spacious table with neutral placemats and six wooden chairs. A modern kitchen is visible in the background, showcasing wooden cabinetry and stainless steel appliances. Natural elements like potted plants and tall grasses add a refreshing touch to the open layout.
Condo in Ocean City
5 out of 5 average rating, 24 reviews

Luxury 3BR/4BA Oasis: Close to Beach, Indoor Pool

GraceRating, 5 stars5 days ago
The place is lovely, lots of space for everyone, clean, good view and vibes! The host & cohosts we’re all responsive when we encountered any issues. After splitting with 4 people, it ended up being $125 a night which was totally worth it. We could’ve split with more people and still had room! Overall, a great stay & we’d even be willing to stay again :)
Guest favorite
The image captures a serene view of the bay, with calm waters extending toward the horizon. A wooden pier can be seen jutting into the water, complemented by a nearby tree that adds a touch of greenery. The sky is partly cloudy, enhancing the natural setting.
Condo in North Ocean City
4.91 out of 5 average rating, 273 reviews

Wight Bay Unit 245

JamieRating, 5 stars8 months ago
we had a great stay for Country Calling! highly recommend!
Guest favorite
A vibrant sunset paints the sky in shades of orange, pink, and purple over the calm bay waters. The silhouette of a small building is visible on a grassy area adjacent to the shoreline, with lights softly illuminating the path along the waterfront.
Condo in North Ocean City
4.89 out of 5 average rating, 27 reviews

Sunset Tranquility - 3/2.5 Midtown-1 block Ocean

LeandroRating, 5 stars10 months ago
We loved this place! beautiful unit with a Bay View, pool on the roof top, 2 parking spots and walking distance to everything. Violet was very responsive and showed that she cared if we got to the place safely and gave clear instructions on how to get into the space. we will be back, thank you!
Top guest favorite
A calm bedroom space showcases a large bed with striped linens. A flat-screen TV is mounted on the wall, while windows offer expansive ocean views filled with natural light. Beach access is visible just outside, enhancing the serene atmosphere.
Condo in North Ocean City
5 out of 5 average rating, 27 reviews

Salty Sands 301| Oceanfront Condo Balcony | Views

MalisaRating, 5 stars6 days ago
We had a great stay. It was a family-friendly neighborhood and the home had everything we needed. Everyone said their beds were comfortable, and there's lot of space to put our stuff away. Nice size kitchen for cooking our meals! Beautiful view of the ocean from the balcony.
Guest favorite
A private rooftop hot tub is positioned with ocean views, surrounded by a protective railing. The warm water appears inviting against the soothing backdrop of the beach and ocean. A corner offers easy access to the outdoor space through an archway.
Condo in Ocean City
5 out of 5 average rating, 9 reviews

Oceanfront *Penthouse* Hot Tub! FREE Linens/Towels

AdamRating, 5 stars10 months ago
The condo was amazing! Very clean and beautiful. The location was perfect to see the ocean waves and very easy to access the beach with a private gate. The roof top was a very nice feature, although we didn’t use the hot tub, it was very very clean and ready to go. The condo had every thing we needed to feel right at home, dishes, silverware, appliances everything was very clean. The HVAC made every room very comfortable. Parking was easy and the private elevator with access code was very easy and safe to access the floor. They even have carts in the lobby to make moving your things in and out a breeze! I highly recommend this condo for your stay. We have been coming to ocean city for 12 years and have never stayed in a nicer space! We have finally found the absolute perfect place and hope to continue to rent it in the future. We had a small hiccup with the access code when we first arrived but I texted Stevi and he immediately responded with a new code, it was resolved in 15 seconds.
Guest favorite
A private balcony is presented with a weathered wood dining set, featuring four chairs around a rectangular table. Beyond the railing, a sandy beach stretches out towards the ocean, with a wooden walkway leading to the shore.
Condo in North Ocean City
5 out of 5 average rating, 10 reviews

Direct Oceanfront Condo-Sleeps 8

AlysonRating, 5 stars3 weeks ago
We loved this beachfront condo! It was spacious and great for two families staying together. The beds & pillows were comfortable. The kitchen was well stocked with supplies for making meals at the place. The best thing was the direct access to the beach. This was a life saver with little kids. This is a great spot in OC!
Guest favorite
The exterior of the Courtyard Marriott hotel is presented, featuring a modern design with multiple balconies. The penthouse unit is highlighted, showcasing large windows that overlook the ocean. The building includes signage for the hotel and adjacent restaurant, complemented by a well-kept landscape.
Condo in Ocean City
4.91 out of 5 average rating, 23 reviews

Southwest Penthouse on Boardwalk at 15th Street

CourtneyRating, 5 stars8 months ago
Lisa’s condo was clean and spacious. Large balcony with views of the ocean and street. Beds were comfortable. The location was so close to the boardwalk, restaurants etc. Lisa was very responsive and helpful with instructions. Bonus is that the condo is inside a hotel which has added security and all the hotel amenities.

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