Vacation Rentals & Apartments in Ocean Pines

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418 apartments

790 Ocean Parkway

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$258

Charming Waterfront Beach home near Ocean City

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$573

Endless Summer, water front oasis

Ocean Pines house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$487

Price per night from

$200

21 Capetown

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

Price per night from

$144

Price per night from

$125

Price per night from

$326

Charming house in a beach town community

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Price per night from

$310

Luxe Get Away Vacation Home- 10 mins Away from the Beach

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$144

Price per night from

$171

Great rentals within 20 miles that match your search

Dodd 130744

South Bethany house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$400

Contemporary upgraded sophisticated beach condo

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 38 minutes

Price per night from

$474

Price per night from

$361

1C The Pyramid...Beautiful ocean front 2 Bedroom/2 bath on the Beach with pool

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“On the Beach condo” Great location Beautiful view from balcony. clean comfortable beds! Would love to rent again. The couch in Living room needs to be replaced soon To much wear know cushion left in it. Enjoyed my stay.

Responds fast! avg. 1 hour 1 minutes

Price per night from

$172

3 bed 2 bath in West O C, Md. Pool. Near Marinas in West OC

Ocean City townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$229

Ocean City, MD Assateague 109: Downtown Ocean City Walk to boards, beach, ride

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great vacation spot!” I rented the condo with two friends for the 2014 St. Patrick's Day weekend. The condo was in a great location for breakfast and heading out at night, and close to the bus so we could watch the parade. I found a great coffee shop that I will certainly be returning to for it's no frills great coffee, and a cozy diner, both of which were only blocks away. The condo had a fabulous deck to relax on, and it's in a great spot for people watching. Since we were there in the off season, there were not a ton of people, but I'm looking forward to going over the summer- we've already booked the same condo again!

Price per night from

$275

Diamond Bay Condominium

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Place” Affordable cool place. Very roomy and clean. Owner very responsive to messages. My son slept on the sofa bed and like all sofa beds the bar in the middle is always an issue. Other beds were comfortable. Plenty of kitchen items. New stove, new dining table and new outdoor furniture. Only 2 negative. One there was no TV in the main bedroom upstairs and no outdoor faucet to rinse off sand from the beach. Allow time to clean up to be fair to the next guest :)

Responds fast! avg. 3 hours 59 minutes

Price per night from

$103

Beautiful Ocean City Home for Rent

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

“Not sure what this is asking” Very nice , quiet, plenty of room. Felt very comfortable there . Would definetly go back. I had my three grandsons and they really enjoyed their stay. Loved having more than one bathroom.

Price per night from

$241

Beach Rental Condo

Bethany Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 6 minutes

Price per night from

$279

Bowline

Ocean City apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Very good house!!” We were a big family group trying to enjoy the beach and the sun on the Memorial Weekend. Unfortunately the weather wasn't nice in OC but we still had a great time thanks a lot to our vacation home rental that made us feel home. First of all, we were so surprised to see the house was better than in the pictures. The house looked nice and new, it was very clean and well decorated, with great amenities, very comfortable and spacious. What we loved the most was the big kitchen where the whole group could have meals together and the location. The house was five minutes driving to the beach, restaurants, stores, supermarket and walking distance to Tanger Outlet. The owner was very nice, friendly, easy to reach and flexible. We'd definitely come back.

Price per night from

$629

Bayside condo with all the creature features.

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 52 minutes

Price per night from

$516

OCEANFRONT!! 29th St 2BR/2BA Condo, 1 Block To Boardwalk

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$377

Spoondrift

Ocean City house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

“Location, Location, Location! What a perfect house for our group of 11 adults!” The house is huge, which was perfect for those that wanted to go to bed a little earlier and not have to hear those that wanted to stay up. You can't beat the location, our group arrived in 5 separate cars, we parked them on arrival and never touched them again until departure. EVERYTHING is in easy walking distance! The owners answered every question we had before our visit and were on site waiting when we got there. Our group would absolutely book this house again!

Price per night from

$739

Ocean City, MD - Runaway Bay: Anchorage (Mid-town) Behind Jolly Rodgers

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Vacation” Gret place, great accommodations and very enjoyable manager who we rented from. The house is like new! I plan to do it again!

Price per night from

$250

Back Bay Bungalows - Unit 1

Berlin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Totally awesome” My husband and I have been to bbb several times. With our kids and grandchildren several times. But sept it was just us. Was the most relaxing vacation ever!! Thanks so much for the beautiful accommodations So relaxing and peaceful. Just what we needed

Price per night from

$126

Family friendly Oceanfront 19th floor Penthouse On the Beach in Ocean City MD

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“Amazing place, beautiful views, very friendly and accommodating owner!!!!” I have traveled here on two separate occasions and have been 100% satisfied each time. My most recent visit I also enjoyed the upgrades that were done such as hardwood floors in the bedroom and various rooms being brightly painted. Both stays I traveled with large groups and there were plenty of room for everyone. Lucio is the owner and he is very friendly, accommodating and eager to please! He cares about how our stay was and is open for suggestions on how to make it better if there were any.

Price per night from

$224

Beautiful, Spacious Beach House in Great Community

Bethany Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$285

Ocean block townhouse in North Ocean City

Ocean City house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Always Amazing” We love staying in Beach Mist #5. Being mere seconds from the beach is heavenly, but it is also nice to lay out on the beautifully decorated deck and relax. We also love being close to tax-free shopping in Delaware. It is a nice, quiet spot that doesn't have a lot of traffic buzzing by, but everything from Billy's to the boardwalk is easily accessible. We cannot wait to come back.

Price per night from

$352

OCEANFRNT 3 Br N. O.C Luxury Slp.6 - SeaWatch# 915

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very nice.” Beach access was great. Lot's of fun activities. Great views of the water. loved watching the dolphins along the shore.

Price per night from

$536

3D The Pyramid ..Newly Renovated 1 bedroom Directly On The Beach w/pool

Ocean City apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Price per night from

$172

3E Fantastic Ocean Front 2 Bedroom directly on the beach Great for Families

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Completely Satisfied” My stay was everything I hoped it would be. My family had plenty of room. The condo was very comfortable, spacious and had everything we needed. I would love to rent the place in July.

Responds fast! avg. 1 hour 1 minutes

Price per night from

$172

The Best House on the Beach 4 bedrooms/2 blocks to the beach 50’ deck

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Superb family vacation” Couldn't have asked for a nicer vacation. Debbie provided excellent service and the home was even more beautiful than described. Location was within walking distance to the beach and a short drive to the Boardwalk and restaurants. The deck was perfect for relaxing and entertaining. Thoroughly enjoyed by all!

Responds fast! avg. 1 hour 1 minutes

Price per night from

$401

Exquisite Accommodations!!! Ocean Front 2 bedroom, with Huge Balcony,Pool

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“perfect” great place to stay. worked well for the kids. not noisy at all. can see the bay. we will be going back for years to come.

Responds fast! avg. 1 hour 1 minutes

Price per night from

$201

Sandpiper Dunes 113 - Ocean City MD 2 BR Condo - 1st floor - 58th St

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“So close to the beach” This condo was such a great find. The entire place is very nice and clean, the kitchen is gorgeous and had everything that we needed. We just moved right in and started vacationing. It was so wonderful to walk out the door and be right there at the beach. Love the assigned parking so close to the unit. Can't wait to go back!

Responds fast! avg. 1 hour 8 minutes

Price per night from

$344

Ocean Block- Ocean View -85th St 3BR 2BA by owner

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great condo close to the beach!” This condo was wonderful! It is right near the beach and is very clean with plenty of room. I will definitely go back!

Responds fast! avg. 52 minutes

Price per night from

$320

Crooks 109269

Bethany Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$286

DeAngelo 109275

Bethany Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$357

Arra 109177

Bethany Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$113

Viewing 38 of 418
rentals in Ocean Pines

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