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Ocean Pines Vacation Rentals

Find 564 available offers from 6 partners
Ocean Pines
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

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.

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Best Vacation Home Deals in Ocean Pines

Save up to 70%

House Ocean Pines
Apr 20 - Apr 27
-70%
$691
$208 per night
House ∙ 10 guests ∙ 5 bedrooms
Nice House in Ocean Pines with Pool & Grill
4.5
Excellent
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Dec 16 - Dec 23
-66%
$459
$156 per night
House ∙ 12 guests ∙ 3 bedrooms
Lovely Vacation Home in Ocean Pines with Electric Fireplace + Wonderful Views
4.7
Excellent (10 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Dec 1 - Dec 8
-29%
$350
$250 per night
House ∙ 9 guests ∙ 3 bedrooms
House in Ocean Pines with Pool & Grill + Unique Views
5.0
Outstanding (103 ratings)
Ocean Pines, Berlin, Maryland, United States
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Find a vacation rental meeting your expectations among the 564 welcoming rentals from 6 vacation rental websites in Ocean Pines. HomeToGo instantly compares all of these accommodations to help you save up to 62%!

Top-Rated Rentals and Accommodations in Ocean Pines

Book Vacation Rental Offers with the Highest User Rating

House Ocean Pines
Nov 4 - Nov 11
-41%
$295
$175 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Ocean Pines with Indoor Pool
4.6
Excellent (111 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Oct 28 - Nov 4
$108 per night
House ∙ 7 guests ∙ 3 bedrooms
Vacation Home in Ocean City with Indoor Pool
4.9
Outstanding (72 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Nov 4 - Nov 11
$108 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Ocean City with Indoor Pool
4.9
Outstanding (36 ratings)
Ocean Pines, Berlin, Maryland, United States
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Recommended Vacation Rentals in Ocean Pines

Find your perfect vacation rental in Ocean Pines: from $99 per night

House Ocean Pines
Jan 6 - Jan 13
-30%
$461
$322 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Ocean City with Outdoor Pool
4.4
Very good (13 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Dec 9 - Dec 16
-67%
$874
$286 per night
House ∙ 13 guests ∙ 6 bedrooms
House in Ocean Pines with Pool + Water Views
4.3
Very good (19 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Oct 7 - Oct 14
-31%
$505
$349 per night
House ∙ 12 guests ∙ 4 bedrooms
Vacation Home in Ocean Pines with Indoor Pool + Water Views
Ocean Pines, Berlin, Maryland, United States
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Accommodation Ocean Pines
Nov 4 - Nov 11
-76%
$1,426
$346 per night
Accommodation ∙ 26 guests ∙ 8 bedrooms
Rental in Berlin with Private Pool
4.0
Very good (5 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Dec 16 - Dec 23
-71%
$854
$245 per night
House ∙ 12 guests ∙ 6 bedrooms
Wonderful Vacation Home in Ocean Pines with Hot Tub & Grill
4.4
Very good (18 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Sep 13 - Sep 20
$468 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Ocean Pines with Pool + Water Views
4.5
Excellent (4 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Nov 4 - Nov 11
-74%
$504
$133 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Ocean Pines with Pool + Gorgeous Views
4.3
Very good (40 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Jan 6 - Jan 13
$601 per night
House ∙ 15 guests ∙ 5 bedrooms
Vacation Home in Ocean City with Sauna, Grill & Yard
4.7
Excellent (6 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Dec 16 - Dec 23
-71%
$385
$113 per night
House ∙ 12 guests ∙ 3 bedrooms
Pleasant House in Ocean Pines with Electric Fireplace + Wonderful Views
4.5
Excellent
Ocean Pines, Berlin, Maryland, United States
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Budget-friendly Vacation Rentals in Ocean Pines

Find Fantastic yet Inexpensive Offers

House Ocean Pines
Oct 6 - Oct 13
-50%
$437
$220 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Ocean Pines + Waterfront Views
5.0
Outstanding
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Jan 6 - Jan 13
$302 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in West Ocean City with Yard, Grill & Pool
4.8
Outstanding (117 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Jul 21 - Jul 28
$1,372 per night
House ∙ 14 guests ∙ 6 bedrooms
Vacation Home in Ocean Pines with Yard, Pool & Grill + Expansive View
5.0
Outstanding (44 ratings)
Ocean Pines, Berlin, Maryland, United States
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Ocean Pines rental with full kitchen.

House  Ocean Pines
Jan 6 - Jan 13
-32%
$310
$211 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice Vacation Home in West Ocean City with Yard & Grill
4.9
Outstanding (99 ratings)
Ocean Pines, Berlin, Maryland, United States
Kitchen
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House  Ocean Pines
Dec 9 - Dec 16
-73%
$379
$101 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Ocean Pines with Yard & Grill
4.9
Outstanding (64 ratings)
Ocean Pines, Berlin, Maryland, United States
Kitchen
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House  Ocean Pines
Nov 11 - Nov 18
$108 per night
House ∙ 7 guests ∙ 3 bedrooms
Vacation Home in Ocean City with Uncovered Parking
4.9
Outstanding (73 ratings)
Ocean Pines, Berlin, Maryland, United States
Kitchen
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Ocean Pines accommodation with high-speed internet.

House  Ocean Pines
Dec 9 - Dec 16
-74%
$1,470
$384 per night
House ∙ 26 guests ∙ 8 bedrooms
Vacation Home in Berlin with Wood-Burning Fireplace
4.0
Very good (63 ratings)
Ocean Pines, Berlin, Maryland, United States
Internet
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House  Ocean Pines
Jun 15 - Jun 22
$412 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Ocean Pines with Pool + Water Views
4.5
Excellent
Ocean Pines, Berlin, Maryland, United States
Internet
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House  Ocean Pines
Dec 16 - Dec 23
-76%
$752
$180 per night
House ∙ 12 guests ∙ 6 bedrooms
Beautiful House in Ocean Pines with Hot Tub & Grill
4.5
Excellent
Ocean Pines, Berlin, Maryland, United States
Internet
Details
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Ocean Pines and book a vacation rental with air conditioning.

House  Ocean Pines
Jan 6 - Jan 13
-32%
$249
$170 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Ocean Pines with Pool
5.0
Outstanding (2 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
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House  Ocean Pines
Mar 30 - Apr 6
-35%
$771
$500 per night
House ∙ 19 guests ∙ 6 bedrooms
Vacation Home in West Ocean City with Yard & Grill
4.9
Outstanding (170 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
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House  Ocean Pines
Jan 6 - Jan 13
-82%
$522
$96 per night
House ∙ 3 guests ∙ 2 bedrooms
House in Ocean Pines with Outdoor Pool
4.9
Outstanding (70 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
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Popular Rental Amenities in Ocean Pines

  • Pet-friendly (110)
  • Pool (436)
  • WiFi (609)
  • Air conditioning (601)
  • TV (576)
  • Kitchen (497)
  • Washing machine (496)
  • Parking (41)
  • Balcony/patio (4)
  • Microwave (519)
  • Fishing (200)
  • Dishwasher (359)

The above filters will help you find the perfect rental in Ocean Pines. In Ocean Pines, 111 accommodations provide "Pets allowed". So, if you bring your pet everywhere, select the Pets allowed filter to compare these rentals. You could even find rentals if you need a fenced-in backyard (12 rentals include "Fenced" in Ocean Pines) or if you want to spend your vacation in privacy (4 rentals in Ocean Pines include "Detached").

The Weather in Ocean Pines

max.
Min.
45°
28°
12 days 12
max.
Min.
45°
30°
12 days 12
max.
Min.
54°
36°
13 days 13
max.
Min.
63°
45°
11 days 11
max.
Min.
70°
55°
10 days 10
max.
Min.
79°
64°
10 days 10
max.
Min.
84°
70°
11 days 11
max.
Min.
82°
68°
9 days 9
max.
Min.
77°
63°
9 days 9
max.
Min.
68°
52°
10 days 10
max.
Min.
57°
39°
10 days 10
max.
Min.
52°
36°
13 days 13
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 March while the driest month is August.

7-Day Weather Forecast in Ocean Pines

Thu, 28 Sep
64°
60°

15%

0 h

15 mi/h

Fri, 29 Sep
71°
57°

0%

8 h

5 mi/h

Sat, 30 Sep
75°
66°

15%

9 h

8 mi/h

Sun, 1 Oct
68°
66°

15%

0 h

5 mi/h

Mon, 2 Oct
68°
64°

15%

2 h

22 mi/h

Tue, 3 Oct
64°
62°

15%

0 h

29 mi/h

Wed, 4 Oct
62°
60°

15%

0 h

20 mi/h

Accommodations for your vacation in Ocean Pines

In Ocean Pines, more than two-thirds of the accommodations are house rental, which represent 78.43% of its listed properties. Interestingly, the average rental fee for this specific type of property is $481 per night, with an average area of 186 m². Moreover, if you are going in a group of 9, house rental 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. Cabin are, for example, another typical accommodation option in this destination, with 31 properties to compare. The average size of cabin in Ocean Pines is 142 m², and the average price is $399 per night.
What are the best activities for families in Ocean Pines?

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.

Where are the unique attractions in Ocean Pines?

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.

Information about vacation rentals in Ocean Pines

🏡 Vacation rentals available 564 homes
💳 Possible discounts up to 62%
🌙 Nightly prices starting at $99
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 101 homes
🏊 Vacation rentals with pools 403 homes

Frequently Asked Questions

What is the typical price per night for a vacation rental in Ocean Pines?

The nightly price of accommodations in Ocean Pines starts at $99. If you are looking for a house rental, the nightly price is $481 on average. A cabin Ocean Pines will cost $399 per night on average.

How many vacation homes are available to book in Ocean Pines?

There are 564 rentals from 6 different providers in Ocean Pines.

What amenities are most popular for vacation homes in Ocean Pines?

Travelers look for Pool, Pets allowed, and Internet when booking a vacation rental in Ocean Pines.

How many vacation homes with a pool are there in Ocean Pines?

There are 403 vacation homes across 6 providers in Ocean Pines.

Are pets allowed in vacation rentals in Ocean Pines?

Finding a vacation home in Ocean Pines that allows dogs is possible, with 101 pet-friendly available.

What's the best month to travel to Ocean Pines?

July and August are typically the warmest months in Ocean Pines with temperatures around 84 °F. The coldest months in Ocean Pines are January and February, with 28 °F on average.

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