Vacation Rentals & Apartments in Ocean Pines

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421 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

$118

Price per night from

$308

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

Bayfront Luxury Amazing View, Walk to Beach + Boardwalk, and pool

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Mom” Very nice location. Very clean and comfortable. There was plenty a room to get around the kitchen with preparing meals. Not far from the beach everything was in walking distance that's what I was looking for. Very nice

Responds fast! avg. 2 hours 42 minutes

Price per night from

$178

Private beach, Beautiful Sunsets at Pirate Cove

Bethany Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$1,062

Clean, comfortable, first floor condo!

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 1 minutes

Price per night from

$315

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

Bayside Condo 512 Robin Dr...28th St. on a Canal

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Comfortable condo” Perfect location with lovely sunset views. The condo features cute coastal decor and is an end unit with lots of windows and a balcony. The bed was quite comfy!

Price per night from

$166

Luxury High End Sunset Island Condo walk to Beach

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Ocean City Vaca” This place was amazing, clean and the condo complex was beautiful. If you have kids they will Love here. We had a great experience and plan on visiting again. Did I mention that this condo was very clean. I was impressed the second we walked through the door.

Price per night from

$252

Spectacular Ocean and Bay View Condo

Ocean City condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$916

The best place with Ocean Front beach in OC, MD

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$264

Beautiful Bayfront Coconut Malorie

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$258

Price per night from

$287

Gorgeous Direct Oceanfront Condo, 3BR/2 BA !!!

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$516

Coconut Malorie

Ocean City hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$205

LORELEI II Beach & Bay Best of Both

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lorelei II Ocean City MD condo” We would like to thank you for allowing us to rent your Ocean City condo. The drive can be hectic, but we arrived to comfortable, clean and well-appointed living spaces. It was a beautiful and spacious; plenty of room for our family to all gather together or relax in their own bedroom spaces. The kitchen had everything we needed for our stay; complete with the “little things" like salt and pepper, pizza cutter, etc. The unit also had the convenience of getting some much needed laundry done, especially after a few "salty" days at the beach or a dip in the pool. The televisions and WiFi came in handy for that one rainy ‘do activities indoors’ day. The unit is true to the photos and video you have online. Again, we had a wonderful time in Ocean City and your home was an excellent place to stay. We look forward to renting from you again in the future.

Price per night from

$377

Private beach, Beautiful Sunsets at Oyster Cove

Bethany Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$1,031

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

$250

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

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

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$377

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

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