Condo vacation rentals in Ocean Pines

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Popular amenities for Ocean Pines condo rentals

Weekly condo rentals

Guest favorite
A multi-story building is visible along the water's edge, with balconies overlooking the canal. A long wooden pier extends into the water, supported by green posts. The clear blue sky complements the building's neutral colors, providing a serene waterfront setting.
Condo in Ocean City
4.91 out of 5 average rating, 272 reviews

Wight Bay Unit 245

JeremyRating, 5 stars7 months ago
Jenna’s place is great, very clean and spacious. And a super relaxing space, I highly recommend it
Superhost
A panoramic view showcases a sandy beach stretching along the coastline, with gentle waves lapping at the shore. An outdoor pool area is visible, surrounded by lounge chairs and umbrellas, while nearby buildings outline the landscape, emphasizing the beachfront location.
Condo in Ocean City
4.78 out of 5 average rating, 105 reviews

Spacious Direct Oceanfront 1BR Condo w/Balconies

BrandonRating, 5 stars6 months ago
An amazing place! Double balconies for sunrise and sunset views. Very peaceful and friendly neighbors. Everything within walking distance. Would highly recommend! Natasha was very quick to respond to any questions or needs you may have.
Superhost
A sandy beach stretches under a clear blue sky, dotted with colorful umbrellas and sunbathers. Lush grass and a wooden fence frame the foreground, while gentle waves roll along the shoreline in the distance. The scene captures a lively, inviting coastal atmosphere.
Condo in Bethany Beach
4.89 out of 5 average rating, 175 reviews

Beautiful Beach-View Condo

KimRating, 5 stars1 week ago
Everything was great. Wonderful location, great amenities, clean and beautiful view. Hosts were very responsive. We would definitely come back.
Top guest favorite
A balcony overlooking the ocean features a round glass-top table surrounded by six black chairs. Two blue lounge chairs are positioned nearby, with a clear view of the water and sky through the expansive sliding glass doors.
Condo in Ocean City
4.99 out of 5 average rating, 211 reviews

Cozy oceanfront condo with stunning ocean views

Dani-AnnRating, 5 stars1 week ago
The condo was wonderful! It was quiet, peaceful, extremely clean and overall the best place when you want to get away and have a peace of mind. They have good stores to shop at and good restaurants to eat at in the surrounding area. It was just a wonderful experience for me to be there and I will definitely be returning!
Guest favorite
A rear deck is shown, overlooking a calm canal. A boat is docked at the pier, with wooden walkways extending along the water. The scene is framed by residential houses in the background, reflecting a peaceful waterfront atmosphere.
Condo in Ocean City
4.85 out of 5 average rating, 101 reviews

1st Floor 3 BR Condo close to Beach with Pool!

KellyRating, 5 stars7 months ago
Mike’s beach house is perfect for a family or group trip. More than enough space to fit everyone and the location is amazing. You’re less than a 5min walk to the beach but also return to a quiet dock rental. It was so calm sitting on the porch each morning looking at the water. Far enough from the hustle and bustle but close enough to enjoy the boardwalk and attractions when wanted. He’s super communicative as well. Would definitely stay again.
Guest favorite
Condo in Ocean City
4.96 out of 5 average rating, 143 reviews

Mid-Town OC! Ocean Block... Steps to the Beach!

IvyRating, 5 stars5 months ago
Great place, super cute. Quick walk to the beach. Only thing was there was no place to rinse off outside after coming back from the beach. There was a shower head in the parking lot right by the elevator but it didn’t work.
Guest favorite
Condo in Ocean City
4.9 out of 5 average rating, 119 reviews

Cozy Beach Front Condo with Modern Amenities.

EmilyRating, 5 stars6 months ago
Jodie has the most perfect Airbnb. It’s beautifully decorated, extremely clean and in a perfect location. She’s also very responsive and accommodating. I would definitely stay here again.
Top guest favorite
A wide view of the beach shows soft white sand meeting the gentle waves of the ocean. The expansive sky is a bright blue, dotted with fluffy clouds. A wooden boardwalk leads to the shoreline, bordered by patches of grass and sand dunes.
Condo in Bethany Beach
4.94 out of 5 average rating, 95 reviews

6th Floor Ocean front condo

JulieRating, 5 stars8 months ago
Most everything was great about this place. Easy access to the beach, comfortable (though very noisy) twin beds (I can’t speak for the queen one as my in-laws used that one), clean and spacious accommodations. The balcony was just perfect - I sat out there as often as I could. One thing that was strange was that I had to sign and mail back a lease, separate from air bnb stuff. Also, Robert mailed the key so now I have to mail it back. Not a big deal but mildly annoying - just another unusual thing to keep track of. Also heads up: you have to check in at a place across the street before being able to get into the Sea Colony area. We waited in line for about 20 minutes, and they close at 5 so I don’t know what happens if you get there after that. It turned out fine but I wasn’t expecting that step to be that time consuming. But even though the weather wasn’t great while we were there, we had a good and relaxing time because the condo is great for hanging out in. Will maybe come back!

Pet-friendly condo rentals

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, 72 reviews

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely Renovated Condo Steps 2Beach

AmandaRating, 5 stars2 weeks ago
Nadiia’s place was beautiful! It was very homey and had everything we needed. We wanted a quiet getaway during off-season. It was exactly that! Our stay was quiet and comfortable. We walked to the beach and several different restaurants. Starbucks being close by was also a nice bonus. Nadiia was so friendly and responded to all my messages quickly. I highly recommend this place! We would love to come back sometime!
Superhost
Condo in Dewey Beach
4.87 out of 5 average rating, 191 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

AndrewRating, 5 stars3 days ago
My wife, golden doodle and I stayed at Gerhard’s during our recent stay at Dewey Beach. The place was amazing! Beautifully located near the beach, it was a quick walk to the ocean and the restaurants/ bars. The condo itself is right on the Bay, and has a beautiful view from the living room. We spent time reading in the sand right at the condo as well, which was nice. Gerhard was very communicative and friendly, making the rental process super easy. Would definitely stay here again, and I highly recommend!
Guest favorite
The master bedroom features a spacious bed with a light-colored quilt and decorative pillows. A ceiling fan provides airflow, while natural light enters through sliding glass doors that lead to a private patio. A nightstand with a shell accent adds a coastal touch.
Condo in Ocean City
4.89 out of 5 average rating, 87 reviews

Cozy Bayside Retreat 3BR/2BA

AmberRating, 5 stars2 weeks ago
Melissa was very responsive to questions we had while at the residents. She even brought us a little something extra for a very minor inconvenience that was out of her control! The place was perfect for a weekend getaway for 4 people and our dog. We would stay again!
Top guest favorite
A screened-in porch features wooden flooring and comfortable seating arrangements, including a set of chairs. Clear views of the outdoors are provided, where trees and manicured landscaping can be seen, contributing to a peaceful setting.
Condo in Ocean View
4.96 out of 5 average rating, 49 reviews

Bear Trap Dunes Condo - Perfect Location w/ Porch!

DonnaRating, 5 stars4 months ago
This was our second stay at Jonathan's place. He is a great host - very responsive and accommodating. The house is in a great location - very peaceful but close to shopping and restaurants. Our dog also enjoyed the long walks there too! We plan on staying there again.
Guest favorite
A cozy living area is highlighted by a light-colored sectional sofa and a round wooden coffee table. Soft lighting is provided by a floor lamp, creating a relaxed ambiance. The room opens to a small outdoor space through a glass door, inviting natural light inside.
Condo in Ocean City
4.96 out of 5 average rating, 98 reviews

Cozy Condo Oasis with Adorable Private Patio

CharlesRating, 5 stars8 months ago
This is the 3rd time we stayed with Kendra and it was a pleasure as usual. The location of the condo is great within walking distance to restaurants, mini-golf and the beach. It sits in a quiet neighborhood. The condo is well furnished and has all the comforts of home. Highly recommended!
Guest favorite
A serene view of the oceanfront showing gentle waves lapping against a sandy beach. Low dunes with sparse grass line the shore, while a wooden boardwalk leads toward the water, offering easy access to the beach.
Condo in Ocean City
4.9 out of 5 average rating, 138 reviews

2BR- St. Tropez Condominiums- Ocean City, MD!

JamaalRating, 5 stars3 days ago
I really enjoy my stay here. It was very peaceful and affordable. Easy to check Definitely would stay here again when i come back .
Top 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
5 out of 5 average rating, 22 reviews

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

ChrissyRating, 5 stars7 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
A patio area is visible through sliding glass doors, featuring a small table and a chair facing the ocean. A patterned rug is placed on the floor, with a small white dog resting on it, providing a sense of warmth and comfort.
Condo in Ocean City
4.79 out of 5 average rating, 14 reviews

Oceanfront EvenKeel #303 & pet friendly!

AnnetteRating, 5 stars6 months ago
Perfectly clean, and fresh ! “Pet-friendly”, is usually questionable, in that regard, but Sally’s condo, stood up to that claim. Or dog loved it and so did we. The view could not be beat ! The kitchen was SO well stocked ! ( cheese grater, colander, vegetable peeler, tons of glassware and plates for at least 8). Large bedrooms, and having a laundry room in the unit was a plus. There’s so much closet space you could stay for a month ! Too many “extras” to even mention. I’ve already told several friend/family pet owners, how accommodating it was. Great place. Hoping to stay there again.

Condo rentals with a pool

Guest favorite
The image shows a three-story condominium building with multiple balconies. A fenced swimming pool is in the foreground, surrounded by lounge chairs. Lush greenery and umbrellas are visible in the pool area, creating a relaxed outdoor space for guests.
Condo in Ocean City
4.83 out of 5 average rating, 84 reviews

Bay View Condo, Pool @59th street

MeekaRating, 5 stars1 week ago
It was my very first Air bnb experience ever and I feel I made a great decision for a first time. Beautiful view, peaceful atmosphere, and the strobe lights created a wonderful vibe! I would definitely recommend and stay here again.
Guest favorite
A heated pool is surrounded by a white fence and lounge chairs, offering a relaxing space for guests. Blue umbrellas provide shade, and the clear sky and sunlight enhance the open atmosphere. The pool reflects the bright blue hues of the sky.
Condo in Ocean City
4.87 out of 5 average rating, 31 reviews

Ocean View, Large Condo, Heated Pool

DavidRating, 5 stars8 months ago
We had a great stay at Valerie’s condo, it was a great space for our group of 6 and had everything we needed. Valerie was very responsive for any questions we had!
Superhost
An aerial view of the bayside condo highlights multiple white buildings, with balconies facing the water. The outdoor pool is visible beside the docks, and parking areas surround the complex. The shoreline gently meets the bay, creating an inviting waterside setting.
Condo in Ocean City
4.82 out of 5 average rating, 57 reviews

Bayside Boaters' Paradise | Pool | Family Fun

SusanRating, 5 stars5 months ago
Beautiful view on the bay. Ally was very thorough & communicative throughout the process. Only thing that is kind of a bummer is that linens are not included. But other than that, I highly recommend Ally's condo.
Guest favorite
A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.
Condo in Ocean City
4.91 out of 5 average rating, 305 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars1 week ago
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.
Guest favorite
A covered patio area features a small table with two chairs, facing expansive canal views. String lights hang overhead, enhancing the tranquil setting. The surroundings include well-maintained grass and neighboring waterfront units, providing a peaceful outdoor space for relaxation.
Condo in Ocean City
4.97 out of 5 average rating, 34 reviews

2BR Waterfront | 1st Floor | Patio | Pool | W/D

ShannonRating, 5 stars2 weeks ago
The place was optimum for our mini vacay. We absolutely loved the area, it was peaceful and relaxing and the amenities were just right. Jaqueline remained open and available for communication and was very clear in her expectations of us as guest. Definitely 5 Stars!
Guest favorite
The modern kitchen features sleek stainless-steel appliances, including a refrigerator and microwave. A breakfast bar with four stools invites casual dining, while pendant lights above add subtle illumination. Wall art enhances the space, complemented by neutral colors and wood-style flooring.
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 favorite
A spacious pool area features neatly arranged lounge chairs and umbrellas, surrounded by neatly trimmed shrubs. A well-maintained lawn provides ample green space, and a gated entrance ensures security. The background highlights a tall tree and low-rise buildings, under a blue sky with scattered clouds.
Condo in Ocean City
4.94 out of 5 average rating, 16 reviews

Condo with Pool in the Heart of OC

SarahRating, 5 stars7 months ago
Stayed at this condo for Oceans Calling—which was about 3 miles away. It was tidy and welcoming and fit our needs well.
Guest favorite
An indoor pool area is captured, featuring a circular pool with swimmers enjoying the water. Colorful banners hang from the ceiling, and large windows provide views of the outside. Lounge chairs surround the pool, adding to the inviting atmosphere.
Condo in Ocean City
4.85 out of 5 average rating, 88 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

KathleenRating, 5 stars2 weeks ago
We’ve stayed at Seawatch for many years so we’re already familiar with the great location. The condo was exactly as described and was a great place for our family. Would definitely book again.

Destinations to explore

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