Vacation rentals with a patio in Ocean Pines

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Top-rated accommodations with an outdoor patio in Ocean Pines

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Guest favourite

Home in Ocean Pines

5.0 out of 5 average rating, 32 reviews

Family Fun Ocean Pines Beach Home-Arcade & Deck

Relax with the family at this peaceful home that provides the best of both worlds, a quiet wooden retreat with community pools & close to the beach (less than 10 miles). IG @OceanPinesVacation Ocean Pines, MD provides plenty of recreational activities including an indoor pool, seasonal outdoor pools, playgrounds, golf, trails, casinos & restaurants. 10 miles away from beaches & boardwalks of Ocean City, Maryland, 9 miles from away from historic Berlin & 11 miles from wild horses in Assateague.

Jun. 27 – Jul. 4

$580 CAD per night

Guest favourite

Home in Ocean Pines

4.98 out of 5 average rating, 62 reviews

*Catch Me By The Sea*

Come relax & recharge at this recently renovated and updated 3 bed/2 bath home located in the amenities rich community of Ocean Pines, Maryland. This beautiful home is close to the beach, pools, restaurants, marina, yacht club, golf course, casino, and outlets. Your stay will include exclusive access to FREE beach parking at the Ocean Pines Beach Club in Ocean City (49th street). A fully fenced large backyard is the perfect place to let your dog (or kids) play and enjoy s'mores by the firepit.

Nov. 4 – 11

$408 CAD per night

Guest favourite

Home in Ocean Pines

5.0 out of 5 average rating, 30 reviews

Best Family Vacation Rental Close to OC Beaches

Sunny, spacious, home! 4BR/3Full baths, sleeps 10, living room, 4-season room, loft, music room, deck with gas grill and outdoor dinning, fire pit, ping-pong table in garage. - OC Beaches/Boardwalk-8 miles - Assateague Beaches-14 miles. - Ocean Downs Casino-3 miles - Frontier Town-8 miles Part of Ocean Pines community - Golf Courses (fees apply), Yacht Club (free live music on weekends), Beach Club (free parking pass on 49th street included), play grounds, walking trails, pools (fees apply).

Nov. 24 – Dec. 1

$699 CAD per night

Guest favourite

Home in Ocean Pines

5.0 out of 5 average rating, 11 reviews

Cottage on the water

We are located right off of Route 90 and minutes to the beach. Ocean Pines is filled with amenities. We have a public access yacht club and golf course are close to the town of Berlin for dining and a visit to the famous Burley Oak Brewery. The family will enjoy Ocean City for fun at Jolly Rogers or the Boardwalk for the rides. West Ocean city has the famous Orange Crush at the Harborside restaurant and don't forget Assateague Island and the horses. We are also 2 miles from the local winery.

Sep. 30 – Oct. 7

$451 CAD per night

Guest favourite

Place to stay in Frankford

4.92 out of 5 average rating, 156 reviews

Antique Attic, No cleaning fee, No Wi-Fi

This over the garage loft is a throwback from the 1980's. Vintage furniture and decor. Queen bed, twin bed, microwave, fridge with freezer, toaster, coffee maker, AC, sink, dishes, etc. Record player plays vynal records, CDs, cassettes. Bethany Beach is a ten minute drive. The bathroom is small with a sloping ceiling, a small shower, and while clean, shows its age. NO WIFI, rustic with access to shared backyard, outdoor shower, fire pit, outdoor seating and dining, garden; beach gear. TY!

Jun. 23 – 30

$195 CAD per night

Guest favourite

Home in Ocean Pines

5.0 out of 5 average rating, 54 reviews

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

Nov. 20 – 27

$380 CAD per night

Guest favourite

Condo in Ocean City

5.0 out of 5 average rating, 66 reviews

2BR Carpi: Ocean Views/Indoor pool/Massage chair

NEWLY RENOVATED: Enjoy the comforts of home at the beach -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony and Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

Nov. 7 – 14

$213 CAD per night

Guest favourite

Home in Ocean Pines

5.0 out of 5 average rating, 21 reviews

OC Gateway: Modern 4BR/2.5BA home (dog friendly)

Have fun with the whole family at our stylish Ocean City-convenient home! This wooded beach house boasts many modern upgrades including a beautiful kitchen with gas range, large flat panel televisions in almost every room, a washer and dryer, and even a Wii video game system in the living room! Queens in 3 bedrooms and a bunk bed with trundle in the 4th! Finally, enjoy all the amenities of Ocean Pines including access to 5 pools, a private OC beach club (w/pool!), and much more!

Mar. 29 – Apr. 5

$523 CAD per night

Guest favourite

Home in Ocean City

4.97 out of 5 average rating, 119 reviews

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

PET FRIENDLY with fenced in yard, 2 blocks to the beach! 2024 Summer rentals avail. Sunday - Sunday. An 8min walk to the beaches of N. Ocean City! Our home is located in a quiet neighborhood, between the beach & bay! You'll have access to a fenced backyard, full kitchen, smart TV, & WIFI. We expect guests to be courteous to neighbors. Parties & loud music are not permitted. **Not traveling with pets? Check out our ocean side condo near Northside Park!**

Nov. 17 – 24

$452 CAD per night

Guest favourite

Vacation home in Ocean Pines

5.0 out of 5 average rating, 8 reviews

Cozy Stay by the Bay

Welcome to our cozy cottage nestled in the heart of Whitehorse Park! With its prime location, you are minutes away from the beaches of OCMDand Assateague in a convenient, fully-equipped home away from home. There is something to do for everyone here! Complete with a trundle bed, Queen bed, bunk beds, and a sleeper sofa. Other amenities include pool, fishing dock, park, 3 car parking, a keurig, 3 smart tv's, google home, a hammock, outdoor seating, etc.

Oct. 31 – Nov. 7

$277 CAD per night

Guest favourite

Cottage in Selbyville

4.93 out of 5 average rating, 46 reviews

Country Cottage -7 Miles from Fenwick Island Beach

Welcome to PopPop’s Place. This is a cozy, newly renovated 1,000 sq. ft. cottage that has been on our family’s 20 acre property for more than 60 years. It is located 7 miles west of Fenwick Island, DE and North Ocean City, MD. While we are close to the beaches and attractions, we are also close to multiple golf courses, inland bays for kayaking, crabbing, fishing, entertainment at Freeman Stage-Bayside and many other fun vacation activities.

Dec. 6 – 13

$224 CAD per night

Guest favourite

Home in Ocean Pines

5.0 out of 5 average rating, 23 reviews

Cozy home in Ocean Pines

Relax with the whole family at this peaceful place to stay, just 10 minutes away from Ocean City Beach. Our beautiful, comfortable rancher is conveniently located in the heart of Ocean Pines community, perfect for families and adults looking for a quiet, relaxing stay. This is a single-story home and accommodates up to 6 guests. We offer 3 bedrooms and 2 bathrooms, located in the south side of the Ocean Pines community.

Aug. 19 – 26

$416 CAD per night