Ocean Pines Vacation Rentals

Compare 3,594 available properties from 19 providers
Ocean Pines
Save up to 29%

Best Vacation Home Deals in Ocean Pines

-28%
House ∙ 8 guests ∙ 3 bedrooms
West Ocean City, Ocean City, Maryland, United States
from $97 $135
VRBO
4.5
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-29%
House ∙ 12 guests ∙ 4 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $226 $318
VRBO
5.0
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-23%
House ∙ 14 guests ∙ 4 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $351 $453
VRBO
5.0
View deal

Find a vacation rental meeting your expectations among the 3,594 welcoming rentals from 18 vacation rental websites in Ocean Pines. HomeToGo instantly compares all of these accommodations to help you save up to 29%!

Recommended Vacation Rentals in Ocean Pines

Find your perfect vacation rental in Ocean Pines: from $59 per night

Apartment ∙ 4 guests
Ocean Pines, Berlin, Maryland, United States
from $74
VRBO
4.9
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House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $129
VRBO
4.5
View deal
House ∙ 6 guests ∙ 1 bedroom
Ocean Pines, Berlin, Maryland, United States
from $210
VRBO
4.9
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House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $190
VRBO
4.5
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House ∙ 6 guests ∙ 2 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $135
VRBO
4.8
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House ∙ 6 guests ∙ 2 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $281
VRBO
4.3
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House ∙ 2 guests ∙ 1 bedroom
Ocean Pines, Berlin, Maryland, United States
from $112
Airbnb
5.0
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House ∙ 2 guests ∙ 1 bedroom
Ocean Pines, Berlin, Maryland, United States
from $50
Airbnb
5.0
View deal
House ∙ 2 guests ∙ 1 bedroom
Ocean Pines, Berlin, Maryland, United States
from $121
Airbnb
5.0
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Vacation Houses With Pools

Pool
House ∙ 4 guests ∙ 2 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $84
VRBO
4.9
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Pool
House ∙ 10 guests ∙ 4 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $396
VRBO
4.7
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Pool
House ∙ 10 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $114
Airbnb
4.5
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Apartments With Balconies or Patios

Balcony/Patio
House ∙ 10 guests ∙ 5 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $448
VRBO
4.9
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Balcony/Patio
House ∙ 8 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $164
VRBO
4.7
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Balcony/Patio
House ∙ 8 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $131
Booking.com
4.5
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 12 guests ∙ 4 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $259
VRBO
4.8
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Fishing
House ∙ 9 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $218
VRBO
4.9
View deal
Fishing
House ∙ 8 guests ∙ 4 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $329
VRBO
5.0
View deal
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Popular Rental Amenities in Ocean Pines

  • Kitchen (3,205)
  • Internet (2,883)
  • TV (2,856)
  • Washer (2,699)
  • AC (2,667)
  • Microwave (2,511)
  • No smoking (2,391)
  • Dishwasher (2,184)
  • Pool (1,918)
  • Parking (1,625)
  • No pets (1,496)
  • Balcony/Patio (1,365)
The above filters will help you find the perfect rental in Ocean Pines. In Ocean Pines, 2,383 accommodations provide "TVs". So, if you never miss an episode of your favorite show, select the TVs filter to compare these rentals. You could even find rentals if you want a rental with a yard (85 rentals include "yards" in Ocean Pines) or if you want a rental with a jacuzzi (29 rentals in Ocean Pines include "Jacuzzis").

Price and Availability Index in Ocean Pines

Vacation Rental Price Information in Ocean Pines

This graph displays the average prices for the next twelve months in Ocean Pines. Prices reach a peak a week in July. The price per night in a vacation rental in Ocean Pines this week (7/6 - 7/13) costs on average $353. Prices are more affordable in January (1/26 - 2/2).

Rental Availability Information in Ocean Pines

Our availability graph helps you identify the busiest months in Ocean Pines. Be careful if you plan to go to Ocean Pines in January, as it comprises the busiest week of the next 12 months (1/4 - 1/11). More accommodations are available in a week of August (8/24 - 8/31) as the booking rate is only 19%.

The Weather in Ocean Pines

45°
28°
45°
30°
54°
36°
63°
45°
70°
55°
79°
64°
84°
70°
82°
68°
77°
63°
68°
52°
57°
39°
52°
36°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

The above is a climate diagram for Ocean Pines. In the next 6 months, July will have higher average temperatures. No heat wave is expected in January, where minimum average temperatures usally hit a 28° low. The rainiest month is July while the driest month is August.

Accommodations in Ocean Pines

Find your ideal vacation home in peaceful Ocean Pines, Maryland

Ocean Pines is a modern community with a great range of contemporary vacation rentals. What's more, the surrounding woodland and nearby water give it that "back to nature" feel.

Show all 3,444 properties
Family Activities

Family activities in Ocean Pines

Come together as a family in Ocean Pines as you enjoy walking trails, kayaking, and numerous parks, including the waterfront Homer Gudelsky Park.

Or head to the Frontier Town High Ropes Adventure Park, just 20 minutes away from your vacation home. Zip lining, forest canopy obstacle courses, and a theme park are just some of the thrilling attractions here.

Local Attractions

Seaside fun at Ocean City

Just ten miles away from Ocean Pines is the lively seaside town of Ocean City, offering classic American coastal fun at its best. Boardwalks, sandy beaches, fairground rides, and family restaurants – Ocean City has the lot.

Ocean city is also where you'll find the Jolly Roger Amusement Park. Part water park, part fairground, this modern theme park has rides and attractions to amuse visitors of all ages.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Ocean Pines VRBO Vacation Rentals in Ocean Pines HomeAway Vacation Rentals in Ocean Pines TripAdvisor Vacation Rentals in Ocean Pines VacationRentals.com Vacation Rentals in Ocean Pines HouseTrip Vacation Rentals in Ocean Pines FlipKey Vacation Rentals in Ocean Pines 9flats.com Vacation Rentals in Ocean Pines VaycayHero Vacation Rentals in Ocean Pines PerfectPlaces.com Vacation Rentals in Ocean Pines Homestay.com Vacation Rentals in Ocean Pines Only-apartments Vacation Rentals in Ocean Pines Interhome Vacation Rentals in Ocean Pines Bedycasa Vacation Rentals in Ocean Pines Novasol Vacation Rentals in Ocean Pines HomeEscape Vacation Rentals in Ocean Pines

Vacation Destinations Near Ocean Pines