Ocean Pines Vacation Rentals

Our Favorite Vacation Rentals in Ocean Pines

Excellent
Convenient midtown location on the ocean block Sunset South * Steps to Beach
2br Other
Excellent
Spacious comfortable condo located in the beautifu Bayside Community
3br Home/Apartment
Excellent
Bayside Comunity. Beautifully decorated end of row townhouse villa.
3br Country House
Parking,
Wifi
Excellent
Happy Summer Get Away House
5br Home/Apartment
Parking,
Wifi
Excellent
End Unit Ocean Block Townhome 300 ft From Beach
4br Home/Apartment
Parking,
Wifi
Excellent
Special Mini Weeks Available! FANTASTIC 4 BEDROOM 3 1/2 BATH TOWNHOUSE
4br Townhouse
Gym,
Parking,
Wifi
Good
Golfer's paradise w/shared pool, tennis courts, & community boat docks, dogs OK!
3br Boat
Parking,
Pets OK
Excellent
Updated Ocean City Condo - Just 60 Steps to Beach!
2br Home/Apartment

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Ocean Pines Vacation Rentals with Pool

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Ocean Pines Vacation Rentals with Wi-Fi

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Ocean Pines Pet Friendly Vacation Rentals

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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 Index in Ocean Pines

Most expensive

Most availability

The most expensive month to stay in a vacation rental in Ocean Pines is in June, while the cheapest month is in March. The most popular time to book a vacation rental in Ocean Pines is in the high season in July. Ocean Pines has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The cheapest day to stay at a vacation rental in Ocean Pines tends to be Thursday, while the most expensive day tends to be Saturday. Vacation homes in Ocean Pines tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.

The weather in Ocean Pines

66º 5º

3.95

72º 23º

1.85

76º 20º

2.98

88º 32º

1.98

88º 43º

4.5

88º 50º

1.63

97º 56º

7.47

66º 5º

3.95

85º 51º

3.94

82º 37º

4.96

73º 24º

1.78

62º 12º

1.49

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Rainy days

This climate histogram shows you the weather patterns in Ocean Pines. The hottest month in Ocean Pines is June, when temperatures peak at 97 ˚F. The coolest month is January, when temperatures drop to 5 ˚F. The wettest month in Ocean Pines is July with 7.47 inches of rain, while the driest month is December with 1.49 inches of rain.

Vacation Rentals in Ocean Pines

Browse accommodations from all the best providers including Airbnb, VRBO, Homeaway and more at AllTheRooms.com. AllTheRooms has 340 vacation rentals, hotels and other great places to stay during your time in Ocean Pines, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. A trip to Ocean Pines can be affordable - our lowest price accommodation is available at $40 per night. A typical accommodation in Ocean Pines costs on average $210 per night.

If you want to stay connected during your trip, then you can choose from over 174 accommodations in Ocean Pines that have WiFi. 7 places to stay include a breakfast. Choose from 20 places to stay that provide gym facilities, so you won't miss a single workout. Driving to Ocean Pines? Then choose one of the 172 places to stay that comes with a parking spot included. 42 hotels and vacation rentals have a pool or jacuzzi.

AllTheRooms has 42 pet-friendly places to stay in Ocean Pines, so if you're travelling with your cat or dog you won't have any trouble.

In Ocean Pines AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 84 places to stay from Airbnb, 19 accommodations from VRBO and 19 places to stay from Homeaway.

192 of our places to stay in Ocean Pines have been rated by previous guests. They rated 66% as excellent or good. You can instantly book any of 155 places to stay right now.

Destinations near Ocean Pines

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