Updating...

Enter dates for more accurate prices

Vacation Rentals & Vacation Rentals in Ocean Pines

Filter

Bedrooms

  • Any
  • 1+ Bedrooms
  • 2+ Bedrooms
  • 3+ Bedrooms
  • 4+ Bedrooms
  • 5+ Bedrooms
  • 6+ Bedrooms
  • 7+ Bedrooms
  • 8+ Bedrooms
  • 9+ Bedrooms
  • 10+ Bedrooms
  • 11+ Bedrooms
  • 12+ Bedrooms
  • 13+ Bedrooms
  • 14+ Bedrooms
  • 15+ Bedrooms

Price range

Per night

$10 - $500

Rental types

Vacation Rentals & Vacation Rentals in Ocean Pines

1,809 apartments

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$200

1 / 14

NEW LISTING! Spacious, two-story home w/full kitchen, balcony & outdoor fire pit

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 40 minutes

Price per night from

$139

1 / 43

Contemporary spacious family home, close to Ocean Pines Beach Club!

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 42 minutes

Price per night from

$114

1 / 50

NEW! Berlin House w/Yard - 15 Mins to Ocean City!

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 15 minutes

Price per night from

$130

1 / 24

Family-friendly farmhouse, with plenty of room, privacy, & a hot tub!

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$104

1 / 48

790 Ocean Parkway

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$170

1 / 19

NEW LISTING! Gorgeous, renovated townhome w/shared pool, St. Martin's River view

Ocean Pines house

3 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 1 hour 40 minutes

Price per night from

$117

1 / 42

Family-friendly home w/ screened-in back deck, shared pool - community center

Ocean Pines house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$76

1 / 33

Waterfront getaway in quiet neighborhood w/ free WiFi, dock, & furnished deck

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 40 minutes

Price per night from

$89

1 / 33

Whitecap Lane 9

Ocean Pines house

Studio / 3 bathrooms / sleeps 16

Responds fast! avg. 2 hours 15 minutes

Price per night from

$296

1 / 24

Windjammer Home

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 6 minutes

Price per night from

$303

1 / 22

Deluxe 3 Bedroom Townhouses

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$200

1 / 19

Dolphin’s Chance, 66 lookout point

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$250

1 / 23

Charming Waterfront Beach home near Ocean City

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$400

1 / 19

Recently renovated 4 Bedroom 2 Bath home * Decorated Beautifully with Screened

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$200

1 / 18

Waterfront Home in Ocean Pines with Pier and View!

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 29 minutes

Price per night from

$325

1 / 34

Your Ocean Pines retreat 5 miles from the beach

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 20
Viewing 38 of 1,809
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more