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

Vacation rentals in Ocean Pines

Browse 627 available vacation homes and compared across 9 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+

  • Services

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

  • Accommodation type

    • 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 629 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Ocean Pines
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbecue, patio & garden | Nature view

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a kitchen, yard, and parking, perfect for a getaway with family or friends.
from $226
per night
Very good(2 ratings)
from $226
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio

Ocean Pines, Berlin, Maryland, United States
from $200
per night
Good(27 ratings)
from $200
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped wonderful vacation home with patio & barbeque

Ocean Pines, Berlin, Maryland, United States
from $524
per night
Outstanding(5 ratings)
from $524
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 3 bedrooms

House with 3 rooms for 8 persons

Ocean Pines, Berlin, Maryland, United States
This house rental in West Ocean City accommodates 8, featuring a kitchen, fireplace, and a pet-friendly environment.
from $253
per night
Outstanding(28 ratings)
from $253
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 2 bedrooms

Children-friendly wonderful house with pool, barbeque & yard

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a pool, yard, and fireplace, perfect for families seeking a memorable getaway.
from $161
per night
Outstanding(12 ratings)
from $161
per night
View deal
House Ocean Pines
House ∙ 14 guests ∙ 6 bedrooms

House with jacuzzi, grill & patio | Suitable for remote work

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a heated pool, hot tub, fireplace, and a kitchen, perfect for up to 14 guests.
from $391
per night
Outstanding(25 ratings)
from $391
per night
View deal
House Ocean Pines
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented house with BBQ, patio & yard | Pet-friendly

Ocean Pines, Berlin, Maryland, United States
This house rental in Ocean Pines features a pool, fireplace, and yard, perfect for families and pets, accommodating up to 7 guests.
from $329
per night
Outstanding(83 ratings)
from $329
per night
View deal
Apartment Ocean Pines
Apartment ∙ 12 guests ∙ 4 bedrooms

Apartment with pool

Ocean Pines, Berlin, Maryland, United States
This West Ocean City apartment rental features a pool, kitchen, balcony, and parking, accommodating up to 12 guests.
from $217
per night
Outstanding(15 ratings)
from $217
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 $241
per night
Outstanding(12 ratings)
from $241
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 3 bedrooms

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

Ocean Pines, Berlin, Maryland, United States
This waterfront house rental in West Ocean City accommodates 6, featuring a kitchen, yard, parking, and pet-friendly amenities.
from $274
per night
Outstanding(104 ratings)
from $274
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 3 bedrooms

House with pool, yard & patio

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a pool, kitchen, yard, and parking, perfect for a getaway with family or friends.
from $229
per night
Very good(10 ratings)
from $229
per night
View deal
Condo Ocean Pines
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool & patio | Nature view | Perfect for remote work

Ocean Pines, Berlin, Maryland, United States
This waterfront condo in Ocean Pines features a pool, fireplace, and kitchen, perfect for a family getaway for six.
from $151
per night
Outstanding(19 ratings)
from $151
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 $285
per night
Very good(10 ratings)
from $285
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented lovely vacation home with pool, hot tub & grill | Water view | Pets are welcome

Ocean Pines, Berlin, Maryland, United States
This waterfront house in Ocean Pines accommodates 10, featuring a pool, hot tub, sea view balcony, and a cozy fireplace.
from $365
per night
Outstanding(6 ratings)
from $365
per night
View deal
Condo Ocean Pines
Condo ∙ 8 guests ∙ 4 bedrooms

Family-friendly condo with patio, sauna & pool

Ocean Pines, Berlin, Maryland, United States
This waterfront condo in Berlin features a pool, hot tub, and beach access, perfect for families seeking relaxation.
from $415
per night
Outstanding(37 ratings)
from $415
per night
View deal

Vacation rentals and apartments with air conditioning

House Ocean Pines
from $157
per night
House ∙ 3 guests ∙ 2 bedrooms

Vacation home with garden, BBQ & pool

4.9
Outstanding(227 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(130 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
House Ocean Pines
from $236
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly pleasant house with garden, barbeque & heated pool

4.1
Very good(12 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
See all offers

Vacation homes and rentals with a yard

House Ocean Pines
from $724
per night
House ∙ 13 guests ∙ 6 bedrooms

Vacation home with pool, barbecue & jacuzzi | Water view

5.0
Outstanding(1 rating)
Ocean Pines, Berlin, Maryland, United States
Yard
View deal
House Ocean Pines
from $220
per night
House ∙ 5 guests ∙ 2 bedrooms

Charming vacation home with terrace & yard | Dogs allowed

Ocean Pines, Berlin, Maryland, United States
Yard
View deal
House Ocean Pines
from $318
per night
House ∙ 10 guests ∙ 5 bedrooms

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

5.0
Outstanding(24 ratings)
Ocean Pines, Berlin, Maryland, United States
Yard
View deal
See all offers

Vacation houses with Balconies or Patios

House Ocean Pines
from $262
per night
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ & pool

4.8
Outstanding(78 ratings)
Ocean Pines, Berlin, Maryland, United States
Balcony/Patio
View deal
House Ocean Pines
from $241
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with terrace

5.0
Outstanding(31 ratings)
Ocean Pines, Berlin, Maryland, United States
Balcony/Patio
View deal
House Ocean Pines
from $731
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with pool & terrace

4.3
Very good(42 ratings)
Ocean Pines, Berlin, Maryland, United States
Balcony/Patio
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 $217
per night
House ∙ 7 guests ∙ 3 bedrooms

Fully equipped beautiful house with pool, BBQ & terrace | Nature view

4.7
Excellent(86 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $270
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped charming vacation home with pool & patio | Nature view

4.9
Outstanding(50 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $330
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented ample vacation home with pool, terrace & barbeque | Pets allowed

5.0
Outstanding(120 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

House Ocean Pines
from $180
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly vacation home with BBQ & terrace

4.8
Outstanding(24 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $329
per night
House ∙ 7 guests ∙ 3 bedrooms

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

4.8
Outstanding(83 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $246
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace & barbeque | Nature view

4.9
Outstanding(76 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)

Many 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, $474 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 629 rentals
💳 Possible discounts up to 11%
🌙 Nightly prices starting at $142
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 197 homes
🏊 Vacation rentals with pools 435 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 $142. $605 is the average nightly price for house rentals in Ocean Pines. Condos in Ocean Pines cost $531 per night on average.

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

Currently there are 629 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 435 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 197 pet-friendly available.

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