Ocean Pines Vacation Rentals

Compare 3,010 available properties from 19 providers
Ocean Pines
Save up to 29%

Best Vacation Home Deals in Ocean Pines

-29%
e.g. 9/15 - 9/22
House ∙ 8 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $210 $294
VRBO
5.0
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-17%
e.g. 9/8 - 9/15
House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $185 $223
VRBO
4.0
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-29%
e.g. 10/13 - 10/20
House ∙ 10 guests ∙ 6 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $242 $341
VRBO
4.7
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Find a vacation rental meeting your expectations among the 3,010 welcoming rentals from 19 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

Rent a vacation accommodation in Ocean Pines: from $56 per night

House ∙ 8 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $210
VRBO
5.0
View deal
Apartment ∙ 4 guests
Ocean Pines, Berlin, Maryland, United States
from $43
VRBO
4.9
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House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $181
VRBO
5.0
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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 ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $158
VRBO
4.4
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House ∙ 7 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $207
VRBO
5.0
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House ∙ 7 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $168
VRBO
5.0
View deal
House ∙ 7 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $263
VRBO
4.9
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Apartments With a Balcony or Patio

Balcony/Patio
House ∙ 10 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $114
VRBO
4.5
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Balcony/Patio
House ∙ 4 guests ∙ 2 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $84
VRBO
5.0
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Balcony/Patio
House ∙ 8 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $179
VRBO
4.5
View deal
Balcony/Patio
House ∙ 8 guests ∙ 4 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $239
VRBO
5.0
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Vacation Houses With Pools

Pool
House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $185
VRBO
4.0
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Pool
House ∙ 4 guests ∙ 2 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $111
VRBO
4.5
View deal
Pool
House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $143
VRBO
4.6
View deal
Pool
House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $85
VRBO
5.0
View deal
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 8 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $94
VRBO
4.3
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Fishing
House ∙ 10 guests ∙ 6 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $229
VRBO
4.7
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $173
VRBO
4.5
View deal
Fishing
House ∙ 10 guests ∙ 3 bedrooms
Ocean Pines, Berlin, Maryland, United States
from $162
VRBO
4.0
View deal
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Popular Rental Amenities in Ocean Pines

  • Kitchen (2,689)
  • TV (2,612)
  • Microwave (2,586)
  • No smoking (2,460)
  • Internet (2,437)
  • Parking (2,400)
  • Dishwasher (2,278)
  • AC (2,241)
  • Washer (2,179)
  • Balcony/Patio (2,048)
  • No pets (1,826)
  • Pool (1,464)
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 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 (7/21 - 7/28) costs on average $417. Prices are more affordable in November (11/24 - 12/1).

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 July, as it comprises the busiest week of the next 12 months (7/21 - 7/28). More accommodations are available in a week of October (10/6 - 10/13) 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

You can see our climate diagram above. 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. March is the wettest month.

In Ocean Pines, many of the accommodations are apartment rentals, which represent 63.29% of its listed properties. Interestingly, the average rental fee for this specific type of property is $253 per night, with an average area of 1,200 ft². Moreover, if you are going in a group of 7, apartment rentals are a great accommodation type in Ocean Pines, as they usually accommodate this exact group size. You can also search and compare other accommodation types in Ocean Pines. House rentals are, for example, another typical accommodation option in this destination, with 872 properties to compare. The average size of house rentals in Ocean Pines is 1,980 ft², and the average price is $355 per night.

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 3,010 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 Wimdu 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