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Ocean Pines Vacation Rentals

Find 689 available offers from 15 partners
Ocean Pines
Anytime
Guests
Ocean Pines
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Ocean Pines

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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Apartments and vacation rentals with a kitchen

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

Cottage  Ocean Pines
May 11 - May 18
-24%
$131
$99 per night
Cottage ∙ 10 guests ∙ 3 bedrooms

Cottage in Berlin with Grill, Patio & Yard

4.1
Very good (44 ratings)
Ocean Pines, Berlin, Maryland, United States
Kitchen
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House  Ocean Pines
Sep 7 - Sep 14
-20%
$304
$244 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Ocean Pines with Indoor Pool

4.8
Outstanding (58 ratings)
Ocean Pines, Berlin, Maryland, United States
Kitchen
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House  Ocean Pines
May 20 - May 27
-28%
$170
$122 per night
House ∙ 8 guests ∙ 3 bedrooms

Charming House in Ocean Pines + Amazing Views

3.4
(24 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
Aug 10 - Aug 17
$509 per night
House ∙ 10 guests ∙ 4 bedrooms

Pleasant Vacation Home in Ocean Pines with Pool, Grill & Patio + Panoramic Views

4.8
Outstanding (10 ratings)
Ocean Pines, Berlin, Maryland, United States
Internet
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Accommodation  Ocean Pines
Sep 21 - Sep 28
-47%
$1,519
$812 per night
Accommodation ∙ 26 guests ∙ 8 bedrooms

Rental in Berlin with Private Pool

3.9
Good (65 ratings)
Ocean Pines, Berlin, Maryland, United States
Internet
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House  Ocean Pines
Sep 14 - Sep 21
-35%
$285
$185 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Ocean Pines

Ocean Pines, Berlin, Maryland, United States
Internet
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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
May 4 - May 11
-45%
$290
$160 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in Ocean Pines with Patio, Grill & Pool

4.8
Outstanding (12 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
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House  Ocean Pines
Sep 14 - Sep 21
-38%
$202
$125 per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation Home in Ocean Pines with Grill

3.8
Good (18 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
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House  Ocean Pines
Aug 31 - Sep 7
-44%
$1,679
$948 per night
House ∙ 26 guests ∙ 8 bedrooms

Vacation Home in Berlin with Wood-Burning Fireplace

3.9
Good (65 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
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Best Vacation Home Deals in Ocean Pines

Save up to 44%

House Ocean Pines
Jun 15 - Jun 22
-33%
$477
$319 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Ocean Pines with Pool, Patio & Grill + Panoramic Views

4.8
Outstanding (10 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Sep 14 - Sep 21
-38%
$251
$154 per night
House ∙ 9 guests ∙ 3 bedrooms

Pleasant Vacation Home in Ocean Pines with Free Parking

3.8
Good (18 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
May 7 - May 14
-44%
$345
$195 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in Ocean Pines with Pool, Patio & Grill

4.8
Outstanding (12 ratings)
Ocean Pines, Berlin, Maryland, United States
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Find a vacation rental meeting your expectations among the 689 welcoming rentals from 15 vacation rental websites in Ocean Pines. HomeToGo instantly compares all of these accommodations to help you save up to 69%!

Recommended Vacation Rentals in Ocean Pines

Find your perfect vacation rental in Ocean Pines: from $63 per night

House Ocean Pines
Sep 15 - Sep 22
$183 per night
House ∙ 12 guests ∙ 3 bedrooms

Lovely Vacation Home in Ocean Pines with Electric Fireplace + Wonderful Views

4.8
Outstanding (23 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Jul 6 - Jul 13
$422 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Ocean City with Outdoor Pool

4.5
Excellent (16 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Oct 14 - Oct 21
-44%
$330
$185 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful House in Ocean Pines with Pool, Patio & Grill

3.3
(8 ratings)
Ocean Pines, Berlin, Maryland, United States
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Mobile home Ocean Pines
Apr 20 - Apr 27
$63 per night
Mobile home ∙ 4 guests ∙ 2 bedrooms

Beautiful Mobile Home in Ocean Pines with Grill & Pool

5.0
Outstanding (20 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
May 6 - May 13
-55%
$218
$99 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Ocean City with Pool & Grill

Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Sep 9 - Sep 16
-44%
$310
$175 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Ocean City with Indoor Pool

4.9
Outstanding (46 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
May 2 - May 9
-65%
$399
$140 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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Accommodation Ocean Pines
May 6 - May 13
$156 per night
Accommodation ∙ 16 guests ∙ 5 bedrooms

Wonderful Rental in Berlin with Wood-Burning Fireplace

4.0
Very good (67 ratings)
Ocean Pines, Berlin, Maryland, United States
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Cottage Ocean Pines
May 3 - May 10
$130 per night
Cottage ∙ 10 guests ∙ 3 bedrooms

Nice Cottage in Berlin with Free Parking

4.1
Very good (44 ratings)
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
Sep 7 - Sep 14
-38%
$279
$174 per night
House ∙ 8 guests ∙ 3 bedrooms

Pleasant House in Ocean City with Yard, Grill & Patio

Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Aug 24 - Aug 31
-39%
$285
$175 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Ocean Pines with Pool & Patio

3.2
(12 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Apr 20 - Apr 27
-16%
$166
$139 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Ocean Pines with Pool & Patio

4.2
Very good (73 ratings)
Ocean Pines, Berlin, Maryland, United States
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Top-Rated Rentals and Accommodations in Ocean Pines

Book Vacation Rental Offers with the Highest User Rating

House Ocean Pines
May 7 - May 14
-39%
$264
$161 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Ocean Pines with Free Parking + Good View

4.7
Excellent (16 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
May 4 - May 11
-17%
$295
$245 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Ocean Pines with Indoor Pool

4.6
Excellent (115 ratings)
Ocean Pines, Berlin, Maryland, United States
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House Ocean Pines
Sep 13 - Sep 20
-16%
$254
$213 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Ocean Pines with Pool + Great Views

4.7
Excellent (25 ratings)
Ocean Pines, Berlin, Maryland, United States
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Popular Rental Amenities in Ocean Pines

  • Pet-friendly (133)
  • Pool (492)
  • WiFi (683)
  • Air conditioning (677)
  • TV (660)
  • Kitchen (572)
  • Washing machine (578)
  • Parking (42)
  • Balcony/patio (255)
  • Microwave (542)
  • Fishing (224)
  • Dishwasher (427)

The above filters will help you find the perfect rental in Ocean Pines. In Ocean Pines, 133 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 want a rental providing a crib (60 rentals include "Crib" in Ocean Pines) or if you'd like to have a fenced-in yard (15 rentals in Ocean Pines include "Fenced").

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

Sun, 14 Apr
69°
62°

0%

6 h

15 mi/h

Mon, 15 Apr
73°
59°

5%

5 h

5 mi/h

Tue, 16 Apr
59°
55°

10%

3 h

7 mi/h

Wed, 17 Apr
60°
57°

15%

0 h

9 mi/h

Thu, 18 Apr
66°
59°

10%

2 h

13 mi/h

Fri, 19 Apr
55°
53°

5%

1 h

7 mi/h

Sat, 20 Apr
57°
57°

0%

6 h

15 mi/h

Accommodations for your vacation in Ocean Pines

In Ocean Pines, most of the accommodations are house rental, which represent 82.06% of its listed properties. Interestingly, the average rental fee for this specific type of property is $503 per night, with an average area of 189 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 25 properties to compare. The average size of cabin in Ocean Pines is 133 m², and the average price is $408 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 689 rentals
💳 Possible discounts up to 69%
🌙 Nightly prices starting at $63
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 132 homes
🏊 Vacation rentals with pools 484 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 $63. If you are looking for a house rental, the nightly price is $503 on average. A cabin Ocean Pines will cost $408 per night on average.

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

There are 689 rentals from 15 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 484 vacation homes across 15 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 132 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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