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Vacation Rentals & Apartments in Ocean Pines

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592 apartments

Waterfront West Ocean City Home w/ Skyline View!

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 20 minutes

Price per night from

$223

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$240

790 Ocean Parkway

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 37 minutes

Price per night from

$210

Berlin Resort Comm Home - 15 Mins from Ocean City!

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 14 minutes

Price per night from

$124

Charming Waterfront Beach home near Ocean City

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$391

Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 6 minutes

Price per night from

$212

Luxurious Home Sleeps 10 accepts pets

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 28 minutes

Price per night from

$344

Dog-Friendly Berlin Home w/ Pool & Water Access!

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 8 minutes

Price per night from

$129

Ocean Pines House w/ Screened-In Deck & Grill!

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 15 minutes

Price per night from

$175

Endless Summer, water front oasis

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 37 minutes

Price per night from

$397

Renovated Coastal Getaway with Pools, Golf, Tennis, Boat Launch & Beach Club

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$194

Waterfront Ocean Pines Home with Private Dock, Garage & Gourmet Kitchen

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$259

NEW! Cozy Ocean Pines Cottage: Swim, Shop & Golf!

Ocean Pines cottage

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 16 minutes

Price per night from

$124

New Listing! Prime Eastern Shore Getaway w/ Access to 5 Pools & Beach Club

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$197

NEW! Ocean Pines Family Home w/Deck: 8 Mi to Beach

Ocean Pines house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 15 minutes

Price per night from

$137

New Listing! Charming Eastern Shore Retreat w/ Access to 5 Pools - Near Beach

Ocean Pines house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$134

Serene Ocean Pines Hideaway - Near Beach Club, Pools, Marina & Golf Course!

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$175

Great rentals within 20 miles that match your search

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

$143

Beautiful Bayfront Coconut Malorie

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$292

Contemporary upgraded sophisticated beach condo

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$537

3 Bedroom Townhouse ready for beach, golf and bay fun

Ocean City townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$371

3BR/3BA Luxury Beach Condo w/ Resort Amenities

Ocean City condo

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 45 minutes

Price per night from

$363

Upscale 2 Bedroom, 2 Floor, 2 Balcony, Penthouse in N.OCMD

Ocean City apartment

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$408

Beautiful Oceanfront Condo--2BR/2BA Fully Furnished

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$273

Ocean condo at Sea Colony Beach and Tennis resort

Bethany Beach apartment

3 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$973

Bay front 2 bedroom 2 bathroom condo with a pool

Ocean View condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$325

2 BR Bayside - 72nd street central enough to walk everywhere

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$283

2 Bedroom Condo in North Ocean City

Ocean City villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$356

Updated Ocean Block - 1 Bedroom - Sleeps 5-

Ocean City condo

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$204

Fountain Head

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$244

Salt Pond 5 bdrm 4 ba - SALE AUGUST ONLY walk to golf, tennis, pools & more!

Bethany Beach house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$209

Newly REMODLED (2017) Ocean Front Condo just steps from the sand & ocean!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$229

Makai 116 - Bayfront, Pool, 42nd str - Linens/Towels/Supplies - VERY Clean!

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 46 minutes

Price per night from

$215

MEMORIAL DAY LAST MINUTE PRICING at SEA DELIGHT

Frankford house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,181

Craig’s Coastal Cottage open July 4

Bethany Beach house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$816

STEPS FROM THE BEACH, TIM MARK UNIT 202

Ocean City apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$218

Surfcrest Condo Oceanblock Ocean City MD

Ocean City condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 36 minutes

Travelers’ Choice award

Price per night from

$178

Viewing 37 of 592
rentals in Ocean Pines

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Top Destination reviews

Waterfront West Ocean City Home w/ Skyline View!
Relaxation is the key!

Loved my recent stay at The Oliver House! Comfortable,spacious,decorative; exactly what the doctor ordered. Extra bonus at this corner home is the massive yard right on the bay. Serenity will overwhelm you. Would definitely rent again. … see more

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