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

Vacation rentals in Ocean Pines

Browse 589 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

    • 2 mi
    • 3 mi
    • Any

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

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

House Ocean Pines
House ∙ 6 guests ∙ 2 bedrooms

House with garden, BBQ & patio

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a private pool, hot tub, and yard, perfect for families and pets to relax and enjoy.
from $276
per night
Outstanding(168 ratings)
from $276
per night
View deal
House Ocean Pines
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with barbeque, garden & patio | Nature view

Ocean Pines, Berlin, Maryland, United States
This waterfront house rental in Ocean Pines features a pool, family-friendly amenities, and space for pets and parking.
from $153
per night
Excellent(124 ratings)
from $153
per night
View deal
House Ocean Pines
House ∙ 19 guests ∙ 6 bedrooms

Vacation home with garden, grill & patio | Nature view

Ocean Pines, Berlin, Maryland, United States
This house rental in West Ocean City offers a waterfront location, ample space for 19 guests, and features a kitchen and balcony.
from $516
per night
Outstanding(217 ratings)
from $516
per night
View deal
House Ocean Pines
House ∙ 8 guests ∙ 4 bedrooms

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

Ocean Pines, Berlin, Maryland, United States
This Berlin house rental features a pool, fireplace, kitchen, and parking, perfect for 8 guests seeking an unforgettable getaway.
from $226
per night
Outstanding(50 ratings)
from $226
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly vacation home with patio, hot tub & heated pool

Ocean Pines, Berlin, Maryland, United States
This Ocean City house rental features a heated pool, hot tub, and spacious balcony, perfect for family vacations with up to 10 guests.
from $290
per night
from $290
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 $166
per night
Outstanding(18 ratings)
from $166
per night
View deal
House Ocean Pines
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with hot tub, pool & grill | Nature view

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental for 12 features a pool, fireplace, kitchen, and pet-friendly amenities, perfect for family fun.
from $420
per night
Outstanding(71 ratings)
from $420
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 3 bedrooms

Family-oriented lovely house with pool & terrace

Ocean Pines, Berlin, Maryland, United States
This West Ocean City house rental features a pool, kitchen, balcony, and parking, perfect for family gatherings of up to 10.
from $167
per night
Excellent(49 ratings)
from $167
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 $331
per night
Outstanding(83 ratings)
from $331
per night
View deal
House Ocean Pines
House ∙ 13 guests ∙ 6 bedrooms

Vacation home with pool, barbecue & jacuzzi | Water view

Ocean Pines, Berlin, Maryland, United States
This waterfront house in Ocean Pines features a pool, hot tub, and sea views, accommodating up to 13 guests and pets.
from $568
per night
Outstanding(1 rating)
from $568
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with patio

Ocean Pines, Berlin, Maryland, United States
This waterfront house rental in West Ocean City accommodates 10 guests and features a kitchen and parking for your family getaway.
from $237
per night
Outstanding(35 ratings)
from $237
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly wonderful vacation home with patio, yard & heated pool | City 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 $312
per night
Outstanding(24 ratings)
from $312
per night
View deal
House Ocean Pines
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant house with terrace, heated pool & grill | Nature view | Pets allowed

Ocean Pines, Berlin, Maryland, United States
This Ocean Pines house rental features a heated pool, fireplace, and yard, perfect for up to six guests and their pets.
from $280
per night
Very good(51 ratings)
from $280
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 $161
per night
Outstanding(15 ratings)
from $161
per night
View deal
House Ocean Pines
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped vacation home with pool & terrace

Ocean Pines, Berlin, Maryland, United States
This West Ocean City house rental features a pool, kitchen, balcony, and parking, perfect for hosting up to 10 guests.
from $240
per night
Very good(3 ratings)
from $240
per night
View deal

Vacation rentals and apartments with air conditioning

House Ocean Pines
from $314
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with pool | Pets are welcome

4.9
Outstanding(12 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
House Ocean Pines
from $212
per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly vacation home with BBQ, pool & terrace

5.0
Outstanding(19 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
House Ocean Pines
from $240
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace & barbeque | Nature view

4.9
Outstanding(75 ratings)
Ocean Pines, Berlin, Maryland, United States
Air conditioning
View deal
See all offers

Vacation Rentals With Fireplaces

House Ocean Pines
from $118
per night
House ∙ 4 guests ∙ 2 bedrooms

Children-friendly vacation home with garden & pool

4.6
Excellent(20 ratings)
Ocean Pines, Berlin, Maryland, United States
Fireplace
View deal
House Ocean Pines
from $333
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
Fireplace
View deal
House Ocean Pines
from $278
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with pool & grill | Nature view

4.8
Outstanding(10 ratings)
Ocean Pines, Berlin, Maryland, United States
Fireplace
View deal
See all offers

Vacation homes and rentals with a yard

Cabin Ocean Pines
from $538
per night
Cabin ∙ 13 guests ∙ 6 bedrooms

Cottage with garden, pool & jacuzzi

5.0
Outstanding(1 rating)
Ocean Pines, Berlin, Maryland, United States
Yard
View deal
House Ocean Pines
from $184
per night
House ∙ 6 guests ∙ 2 bedrooms

House with pool, garden & grill

4.5
Excellent(87 ratings)
Ocean Pines, Berlin, Maryland, United States
Yard
View deal
House Ocean Pines
from $325
per night
House ∙ 18 guests ∙ 6 bedrooms

Vacation home with patio, garden & barbecue | Good for workation

5.0
Outstanding(8 ratings)
Ocean Pines, Berlin, Maryland, United States
Yard
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 $324
per night
House ∙ 10 guests ∙ 4 bedrooms

House with pool & terrace | City view

5.0
Outstanding(70 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $244
per night
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented house with hot tub, barbeque & garden

4.3
Very good(4 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $295
per night
House ∙ 6 guests ∙ 3 bedrooms

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

4.8
Outstanding(104 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 $175
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 $191
per night
House ∙ 7 guests ∙ 3 bedrooms

House with terrace

5.0
Outstanding(7 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal
House Ocean Pines
from $645
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with pool & patio

5.0
Outstanding(2 ratings)
Ocean Pines, Berlin, Maryland, United States
View deal

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Popular Features & Amenities in Ocean Pines

  • Pet-friendly (179)
  • Pool (419)
  • WiFi (508)
  • Air conditioning (584)
  • TV (533)
  • Kitchen (488)
  • Washing machine (459)
  • Parking (29)
  • Balcony/patio (220)
  • Microwave (462)
  • Fishing (185)
  • Dishwasher (349)

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, $458 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 574 rentals
💳 Possible discounts up to 11%
🌙 Nightly prices starting at $107
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 177 homes
🏊 Vacation rentals with pools 411 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 $107. $563 is the average nightly price for house rentals in Ocean Pines. Apartment rentals in Ocean Pines cost $443 per night on average.

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

Currently there are 574 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 411 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 177 pet-friendly available.

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