
Condo vacation rentals in Ocean Pines
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Top-rated condo rentals in Ocean Pines
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Popular amenities for Ocean Pines condo rentals
Weekly condo rentals

Wight Bay Unit 245
Jenna’s place is great, very clean and spacious. And a super relaxing space, I highly recommend it

Spacious Direct Oceanfront 1BR Condo w/Balconies
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.

Beautiful Beach-View Condo
Everything was great. Wonderful location, great amenities, clean and beautiful view. Hosts were very responsive. We would definitely come back.

Cozy oceanfront condo with stunning ocean views
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!

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

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

Cozy Beach Front Condo with Modern Amenities.
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.

6th Floor Ocean front condo
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

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely Renovated Condo Steps 2Beach
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!

Read Ave Dewey Condo - Bay Front, Private Beach
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!

Cozy Bayside Retreat 3BR/2BA
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!

Bear Trap Dunes Condo - Perfect Location w/ Porch!
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.

Cozy Condo Oasis with Adorable Private Patio
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!

2BR- St. Tropez Condominiums- Ocean City, MD!
I really enjoy my stay here. It was very peaceful and affordable. Easy to check Definitely would stay here again when i come back .

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

Oceanfront EvenKeel #303 & pet friendly!
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

Bay View Condo, Pool @59th street
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.

Ocean View, Large Condo, Heated Pool
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!

Bayside Boaters' Paradise | Pool | Family Fun
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.

Ocean Front 802 Midtown Oasis Pool & Parking
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.

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

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!

Condo with Pool in the Heart of OC
Stayed at this condo for Oceans Calling—which was about 3 miles away. It was tidy and welcoming and fit our needs well.

Ocean View Condo W/ Indoor and Outdoor Pool
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.
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- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Poverty Beach
- Miami Beach
- Big Stone Beach
- Jolly Roger Amusement Park
- Dewey Beach Access
- Ocean City Boardwalk
- Northside Park
- Heritage Shores
- Jolly Roger at the Pier
- Killens Pond State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Peninsula Golf & Country Club
- Bayside Resort Golf Club
- Towers Beach
- Delaware Seashore State Park
- Bow Beach
- Baywood Greens Golf Maintenance
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