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Vacation Rentals in Ocean Pines, Maryland

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about Ocean Pines

Ocean Pines, Maryland Vacation Rentals and Tourism

More than 7,000 vacationers flood Ocean Pines, Maryland every summer. The resort community is only a 15 minute drive from the action of Ocean City, but Ocean Pines vacation rentals offer guests peace and privacy.

Ocean Pines boasts five swimming pools, an 18-hole golf course, two marinas, basketball and tennis courts, lakes, playgrounds, and much more. Your Ocean Pines rental will be conveniently located next to everything you’d ever need or want to do on your vacation!

Why Ocean Pines rentals? 

Rentals in Ocean Pines are great to escape to in the summer; and you really can escape to them! While the Atlantic Coast is no stranger to tourism, Ocean Pines is a secluded haven for vacationers who don’t want to fight for a spot to sunbathe on a crowded beach, but still hope to enjoy the water.

If an intimate weekend getaway, or month-long diversion, is what you’re looking for, then an Ocean Pines rental (or two) has your name on it! Rentals in Ocean Pines range from villas to condos to townhomes, so you have some thinking to do before you find the right accommodation. But unlike with a hotel, with Ocean Pines rentals, you can really customize your vacation.

To get started, browse the quaint Ocean Pines vacation rentals on display here. 


more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Ocean Pines things to do

 

SuperFun Eco Tours

SuperFun Eco Tours are actually super fun! (Ha, I crack myself up.) I had the pleasure of going on a Discovery tour at the end of April and it was a blast....read more

 

Ocean City Beach

First time there was August 1985 - a month before I started high school. Was there during Senior Week '89, July '91, and sometime in '92. Was most...read more

 

Assateague Island National Seashore

If you've ever heard bad things about Assateague, it's probably about two things: 1) They forgot to bring bugspray or 2) Waking up to horse whinnying was...read more

 

Thrasher's French Fries

Best fries around. My family always goes there when we arrive at OC.read more

 

Globe Theatre

The Globe, in Berlin, MD, is a very warm and cozy venue. The bar is dark and intriguing, oozing with history and class. They maintain local, popular brews...read more

 

Malibu's Surf Shop

Rain or shine in OC , walking the dog or riding my bike on the boards , stopping in at Malibu's is always on my list of to dos! Compared to other surf...read more

 

Chauncey's Surf Shop

I was a K-Coast kid growing up in town, but one stop in Chauncey's 5 years ago has completely changed my loyalty. Blair, Chauncey and the crew are...read more

 

Town of Bethany Beach

I came to Bethany Beach on a spontaneous weekday trip, we left around 2AM on Wednesday morning and got there around 5:30AM. It's about 30 minutes away from...read more

 

Old Pro Golf

Old Pro Golf is the standard to which I hold all other miniature golf courses. My family has been going to all of these course since before I can remember...read more

 

Old Pro Golf

3.5 stars Old Pro has 4 locations in OC, and clearly they are a mini-golf staple here. This particular location features an indoor under water themed...read more

 

Cupcakes In Bloom

This cupcake shop is pretty good. Located in downtown berlin it's small and cozy and I've been there twice. Both times the cupcakes were delicious. On...read more

 

Ocean Gallery

Holy unbelievable crazy stuff, Batman.....this is a quirky place! There are so many unexpected parts of a visit to Ocean Gallery that it's hard to do it...read more

 

Trimper's Rides

Ah.... one of my favorite childhood places in the world. Definitely a must stop destination while on vacation in OCMD, and much better than the other...read more

 

The Links At Lighthouse Sound

I'm a country club member from North New Jersey. This is a very nice course. The front 9 are really nice holes with tee shots over water. The back 9 are...read more

 

K-Coast Surf Shop

First stop on the Ocean City shopping tour every summer: K-Coast. Actions and reactions: 1. Bask in the surf goodness. Watches, sunglasses, shoes, flips,...read more

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DEAL!! Dog-Friendly Home in Golf Community w/ Indoor/Outdoor Pools
Ocean Pines House Rental Picture
  • House Rental Deals and Specials OCMD Golf Discounts ($40)
  • bedrooms 3
  • community Ocean Pines
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $150 - $250 /nt
    $700 - $1,400 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! Newly-Renovated Canalfront Home — WiFi, Pools, Tennis & Golf
Ocean Pines House Rental Picture
  • House Rental Deals and Specials OCMD Golf Discounts ($40)
  • bedrooms 4
  • community Ocean Pines
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $199 - $299 /nt
    $995 - $1,495 /wk
 
 
 
 
 

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Deals June 1 - 8! 2 Master BR Suites, Gorgeous!
Ocean Pines House Rental Picture
  • bedrooms 4
  • community Ocean Pines
  • rental type House
  • sleeps 13
  • baths
  • rates (USD) $150 - $260 /nt
    $900 - $1,750 /wk
 
 
 
 
 

3 reviews write a review

The McHenry
Ocean Pines House Rental Picture
  • bedrooms 4
  • community Colonial Village
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $1,200 - $1,950 /wk
 
 
 
 
 

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4 Bedroom Single Home Close to Ocean City
Ocean Pines House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $75 - $150 /nt
    $400 - $1,150 /wk
    $800 - $4,380 /mth
 
 
 
 
 

3 reviews write a review

Beautiful house on a creek, short drive to the beach.
Ocean Pines House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $200 - $300 /nt
    $900 - $1,200 /wk
 
 
 
 
 

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Short drive to the beach, golf courses, shopping.
Ocean Pines House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $200 - $300 /nt
    $900 - $1,200 /wk
 
 
 
 
 

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Short drive to the beach, pool passes. Pet Friendly!
Ocean Pines House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 7
  • baths 3
  • rates (USD) $175 - $250 /nt
    $950 - $1,250 /wk
 
 
 
 
 

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Live, laugh & love at the Beach
Ocean Pines House Rental Picture
  • bedrooms 3
  • community Ocean Pines
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $700 - $850 /wk
    $2,400 - $3,200 /mth
 
 
 
 
 

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Beachy, Bright, Sunny, Lots of Space!
Ocean Pines House Rental Picture
  • bedrooms 4
  • community Ocean Pines
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $175 - $175 /nt
    $700 - $1,575 /wk
    $1,600 - $4,000 /mth
 
 
 
 
 

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Ocean Pines- Vacation Home / Prime Weeks Still Available
Ocean Pines House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $148 /nt
    $700 - $950 /wk
    $2,400 - $3,600 /mth
 
 
 
 
 

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