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
78° 30°
4
82° 34°
2
93° 50°
0
98° 65°
7
93° 61°
5
91° 47°
4
81° 39°
6
75° 26°
6
66° 24°
8
71° 22°
3
62° 20°
4
77° 26°
4
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Rainy days

This climate histogram shows you the weather patterns in Ocean Pines. The warmest months in Ocean Pines are June and May, when temperatures reach 98 ˚F. The coolest month is November, when temperatures drop to 20 ˚F. The wettest month in Ocean Pines is January with 7.64 inches of rain, while the driest month is July with 0.18 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims

Vacation Rentals in Ocean Pines

Find the perfect vacation rental for your trip at AllTheRooms.com. We aggregate Airbnb, Priceline, RedAwning and others. AllTheRooms has 494 vacation rentals, hotels and other great places to stay while you enjoy Ocean Pines, with everything from cheap hostels and homestays to extravagant Airbnbs and hotels. For those wanting to keep costs down, the lowest priced place to stay in Ocean Pines is just $27 per night. The average price of an accommodation is $186 per night.

If you need internet access during your time in Ocean Pines, then you can choose from over 151 places to stay that provide WiFi internet. 9 places to stay include a breakfast. Choose from 35 accommodations that provide gym options, so you don't miss a single workout. If you are driving to Ocean Pines, you'll want to pick from 163 places to stay that provide parking. We track 81 hotels and vacation rentals that have a pool or jacuzzi.

AllTheRooms has 43 pet-friendly places to stay in Ocean Pines, so if you're traveling with your pet you won't have any trouble.

We compare vacation rentals, hotels and other bespoke accommodation types from loads of providers in Ocean Pines, including 154 places to stay from Airbnb, 6 accommodations from Priceline and 4 places to stay from RedAwning

298 of the accommodations in Ocean Pines have been reviewed and rated. 78% are rated great. 275 places to stay in are instantly bookable.

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