Ocean Pines Vacation Rentals

Check prices for these upcoming dates

Ocean Pines Travel Guide

Ocean Pines is a quiet residential community that is located on the waterfront of Eastern Maryland. In the heart of Northern Worcester county, the properties here overlook the beach and offer over nine miles of pleasant coastal walks, in addition to 3,000 acres of woodland.

Things to Do in Ocean Pines

The best things to do in Ocean Pines involve getting outside and into nature. There are many golf clubs in the area that give visitors the chance to perfect their swing and work on their handicap. Taking the 5-mile drive to Ocean City beach is a nice way to spend the afternoon, as is enjoying one of the scenic trails through nearby White Horse Park, Bainbridge Park, and South Gate Pond.

Best Places to Stay in Ocean Pines

Bainbridge and Downtown are the best places to stay in Ocean Pines as they allow visitors to get around easily to the main parks, golf clubs, and other attractions without needing to drive. Those who prefer to spend time on the beach can consider accommodation near the Ocean City boardwalk where vibrant promenades and amusement parks offer fun for all the family.

Best Time to Visit Ocean Pines

The best time to visit Ocean Pines is during the summer months between June and August.

Price and Availability in Ocean Pines

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Ocean Pines tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Ocean Pines tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Ocean Pines is in July, while the cheapest month is in February. The most popular time to book a vacation rental in Ocean Pines is in the high season in August. Ocean Pines has its low season in November, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Ocean Pines

Rainy days
94° 48°
4
100° 60°
2
91° 58°
4
91° 47°
4
94° 40°
6
71° 21°
2
64° 19°
4
68° 11°
4
63° 13°
4
63° 18°
4
80° 29°
4
92° 44°
3
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Rainy days

This climate histogram shows you the weather patterns in Ocean Pines. The warmest months in Ocean Pines are June and July, when temperatures reach 100 ˚F. The coolest month is December, when temperatures drop to 11 ˚F. The wettest month in Ocean Pines is March with 6.39 inches of rain, while the driest month is February with 1.85 inches of rain.

What Expert Travelers Think

  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels

Vacation Rentals in Ocean Pines

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, RedAwning and others. We have 494 vacation rentals, hotels and other places to stay in Ocean Pines ranging from low-cost options to extravagant places to stay. For those traveling on a budget, the cheapest place to stay in Ocean Pines is available at $27 per night. The average price of a rental is around $186 per night.

If you need to stay connected during your trip, then you can choose from over 151 accommodations in Ocean Pines that have WiFi. 9 places to stay include a breakfast. You can keep up with your workout routine by staying at one of 35 accommodations that provide gym facilities. If you are driving to Ocean Pines, you'll want to pick from 163 places to stay that provide parking. 81 places to stay have a a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 43 accommodations that are designated as pet-friendly.

We combine a wide variety of Ocean Pines accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 154 places to stay from Airbnb, 6 accommodations from Priceline and 4 places to stay from RedAwning.

298 accommodations in Ocean Pines have been reviewed; 78% are rated highly. You can instantly book any of 275 places to stay right now.

Destinations near Ocean Pines

  • Ocean City6,728 Properties
  • Oakland2,350 Properties
  • McHenry1,828 Properties
  • Swanton1,432 Properties
  • Annapolis1,376 Properties
  • Baltimore1,150 Properties
  • Bethesda622 Properties
  • Silver Spring481 Properties
  • Frederick421 Properties
  • Cambridge389 Properties
  • Rockville353 Properties
  • Berlin343 Properties
  • Gaithersburg318 Properties
  • Oxon Hill304 Properties
  • Laurel299 Properties
  • Columbia295 Properties
  • Salisbury261 Properties
  • Hanover238 Properties
  • Fort Washington204 Properties
  • Aberdeen202 Properties
  • Takoma Park196 Properties
  • Easton195 Properties
  • Stevensville174 Properties
  • Hyattsville165 Properties
  • Chestertown158 Properties
  • St. Michaels100 Properties
  • College Park92 Properties
  • North Beach57 Properties
  • Mount Rainier53 Properties
  • Accokeek48 Properties
  • Chesapeake Beach43 Properties
  • Lusby41 Properties
  • West Ocean City21 Properties
  • Emmitsburg11 Properties