Vacation rentals in Ocean Pines - HomeToGo base64Hash Vacation rentals in Ocean Pines - HomeToGo

Vacation rentals in Ocean Pines

Browse 604 available vacation homes and compared across 8 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Air conditioning
    • TV
    • Kitchen
    • Washing machine
    • Parking
    • Balcony/patio
    • Microwave
    • Dishwasher
    • Hot tub
    • Fireplace
    • Yard
    • Sauna
    • Crib
    Show more

  • Other Services

    • Pet-friendly
    • No smoking
    • Wheelchair access
    • No pets

  • Activities

    • Fishing
    • Grill

Top 15 most Recommended Vacation Rentals in Ocean Pines

Discover your ideal Ocean Pines vacation rental with real-time comparisons of 604 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Ocean Pines
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful condo with pool

Ocean Pines, Berlin, Maryland, United States
This West Ocean City condo features a pool, kitchen, balcony, and parking, perfect for a getaway with family or friends.
from $226
per night
Very good(1 rating)
from $226
per night
View deal
Cabin Ocean Pines
Cabin ∙ 3 guests ∙ 3 bedrooms

Family-oriented lovely cottage with terrace, barbecue & pool | Perfect for remote work

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines cabin features a pool, kitchen, and parking, perfect for a family getaway with space for three.
from $183
per night
Outstanding(5 ratings)
from $183
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 6 bedrooms

House with terrace

Ocean Pines, Berlin, Maryland, United States
This house rental in Ocean Pines offers a kitchen, parking, and waterfront views, accommodating up to 10 guests for an unforgettable getaway.
from $126
per night
Outstanding(50 ratings)
from $126
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 3 bedrooms

House with barbecue, terrace & pool | Suitable for remote work

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a waterfront yard, pool, and family-friendly amenities, welcoming up to 8 guests and pets.
from $181
per night
Excellent(129 ratings)
from $181
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped charming vacation home with barbecue | Lake view | Pet-friendly

Ocean Pines, Berlin, Maryland, United States
This waterfront house in Ocean Pines features a kitchen, fireplace, and parking, welcoming up to 8 guests and pets.
from $323
per night
Very good(13 ratings)
from $323
per night
View deal
House Ocean Pines
House ∙ 7 guests ∙ 3 bedrooms

House with barbecue, terrace & pool

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a pool, kitchen, and parking, perfect for families seeking a memorable getaway for 7.
from $193
per night
Excellent(42 ratings)
from $193
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 3 bedrooms

Lovely vacation home with 3 bedrooms for 8 persons

Ocean Pines, Berlin, Maryland, United States
This house rental in Ocean Pines offers room for 8 guests, a private deck, and easy access to nearby beaches and activities.
from $170
per night
Outstanding(24 ratings)
from $170
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 4 bedrooms

House with pool | Perfect for remote work

Ocean Pines, Berlin, Maryland, United States
This West Ocean City house rental features a pool, balcony, and a kitchen, perfect for family gatherings of up to 10 people.
from $200
per night
from $200
per night
View deal
Condo Ocean Pines
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with pool & terrace | Pets are welcome

Ocean Pines, Berlin, Maryland, United States
This waterfront condo in West Ocean City offers a pool, balcony, and kitchen, perfect for a memorable getaway with 8 guests.
from $216
per night
from $216
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 4 bedrooms

Child-friendly house with patio, barbeque & pool | Pets allowed

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental for six features a pool, kitchen, pet-friendly perks, and convenient parking for a perfect getaway.
from $217
per night
Outstanding(52 ratings)
from $217
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, pool & grill

Ocean Pines, Berlin, Maryland, United States
This waterfront house rental in Ocean Pines accommodates 10 guests and features a pool, kitchen, and ample parking for a perfect getaway.
from $613
per night
Outstanding(61 ratings)
from $613
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with pool | Pets are welcome

Ocean Pines, Berlin, Maryland, United States
This house rental in Ocean Pines accommodates 8 guests and features a pool, kitchen, parking, and welcomes pets for a fun getaway.
from $225
per night
Outstanding(14 ratings)
from $225
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with terrace, grill & yard | Suitable for remote work

Ocean Pines, Berlin, Maryland, United States
This West Ocean City house rental offers a pool, kitchen, yard, and parking, perfect for families of up to 10 guests.
from $174
per night
Outstanding(144 ratings)
from $174
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly vacation home with patio, hot tub & yard | Nature view | Pets allowed

Ocean Pines, Berlin, Maryland, United States
This family-friendly house rental in Ocean Pines features a yard, parking, a fireplace, and a kitchen, welcoming pets for your stay.
from $108
per night
Outstanding(91 ratings)
from $108
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly wonderful vacation home with patio, yard & heated pool | Nature view | Good for workation

Ocean Pines, Berlin, Maryland, United States
This waterfront house rental in Ocean Pines features a heated pool, family-friendly amenities, and space for 10 guests.
from $295
per night
Outstanding(25 ratings)
from $295
per night
View deal

Vacation houses with Balconies or Patios

House Ocean Pines
from $153
per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly vacation home with BBQ, pool & terrace

5.0
Outstanding(22 ratings)
Ocean Pines, Berlin, Maryland, United States
Balcony/Patio
View deal
House Ocean Pines
from $425
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with hot tub, pool & grill

4.9
Outstanding(73 ratings)
Ocean Pines, Berlin, Maryland, United States
Balcony/Patio
View deal
House Ocean Pines
from $279
per night
House ∙ 8 guests ∙ 3 bedrooms

House with patio, pool & garden

Ocean Pines, Berlin, Maryland, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

House Ocean Pines
from $310
per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with pool

Ocean Pines, Berlin, Maryland, United States
Balcony
View deal
House Ocean Pines
from $294
per night
House ∙ 4 guests ∙ 3 bedrooms

House with pool | Pets allowed

Ocean Pines, Berlin, Maryland, United States
Balcony
View deal
House Ocean Pines
from $149
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with pool & grill | Good for workation

4.8
Outstanding(33 ratings)
Ocean Pines, Berlin, Maryland, United States
Balcony
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Ocean Pines
from $1,520
per night
House ∙ 14 guests ∙ 6 bedrooms

Child-friendly vacation home with garden, pool & jacuzzi | Good for workation

5.0
Outstanding(43 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
House Ocean Pines
from $156
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with barbeque, garden & patio | Nature view

4.5
Excellent(131 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
House Ocean Pines
from $354
per night
House ∙ 9 guests ∙ 4 bedrooms

House with pool, patio & BBQ | Nature view

4.8
Outstanding(62 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Ocean Pines offering exceptional value for money

House Ocean Pines
from $363
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with yard, barbeque & terrace | City view

4.9
Outstanding(22 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $284
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly nice vacation home with patio, yard & grill | Suitable for remote work | Pets are welcome

4.8
Outstanding(105 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $258
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped charming vacation home with pool & patio

4.9
Outstanding(53 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal

Top-Rated Vacation rentals in Ocean Pines

Book the highest-rated Ocean Pines vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Ocean Pines
from $203
per night
Cabin ∙ 7 guests ∙ 3 bedrooms

Cottage with grill, private pool & patio | Nature view

5.0
Outstanding(38 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $327
per night
House ∙ 7 guests ∙ 3 bedrooms

Family-friendly vacation home with grill, pool & yard | Pets allowed

4.8
Outstanding(32 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $287
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with hot tub, pool & barbeque

4.8
Outstanding(28 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

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Popular Features & Amenities in Ocean Pines

  • Pet-friendly (177)
  • Pool (422)
  • WiFi (507)
  • Air conditioning (585)
  • TV (535)
  • Kitchen (489)
  • Washing machine (461)
  • Parking (29)
  • Balcony/patio (223)
  • Microwave (462)
  • Fishing (177)
  • Dishwasher (348)

Two-thirds of the accommodations include a pool, which makes Ocean Pines a great destination for people looking to make a splash. In addition, properties with pools in Ocean Pines cost, on average, $479 per night. Most of the available properties with pools are hotel room. If you would ideally like to be close to the water, one-third of the properties offering a pool are within 2 miles of the waterfront.

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.

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 604 rentals
💳 Possible discounts up to 11%
🌙 Nightly prices starting at $108
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 192 homes
🏊 Vacation rentals with pools 431 homes

Frequently Asked Questions

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

The price of a night's stay in Ocean Pines starts at $108. $642 is the average nightly price for house rentals in Ocean Pines. Condos in Ocean Pines cost $510 per night on average.

How many vacation homes are available for booking in Ocean Pines?

Currently there are 604 rentals in Ocean Pines to browse and book for your trip.

What are the most popular amenities for vacation rentals in Ocean Pines?

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

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

Browse 431 vacation rentals available to book in Ocean Pines.

Are dogs allowed in vacation rentals in Ocean Pines?

Finding a vacation home in Ocean Pines that allows pets is definitely possible, with 192 pet-friendly available.

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