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Ocean Pines Vacation Rentals

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    Travellers to Ocean Pines are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 15 Rentals in Ocean Pines
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    14 Hickory Way1 / 14
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    • Grill
    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful home is just a short distance to the North Gate of Ocean Pines, and minutes from Ocean City. This 4 bedroom 3 1/2 bath home features full kitchen, washer, dryer, dishwasher, Microwave, 5 TVs, and a screened in porch. The home is large enough to accommodate a large family (occupancy...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Your Ocean Pines retreat 5 miles from the beach1 / 20
    (17)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Hot Tub
    • Cable/satellite TV
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    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    As we stayed a full week at 18 serf pl. We enjoyed the beautiful home that we stayed in,and everything that we needed was right close to us the restaurants ,grocery store...
    Reviewed August 13, 2018
    Stayed two week at this beach home! Very comfortable, clean and great location.The home had everything we needed and eating out or carry out was hassle free.We paid the...
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    About this property
    Come away to your home away from home! Rent this immaculate, charming, and tastefully decorated single family home in Ocean Pines, Maryland--a beach resort just across the bay from Ocean City. Nestled in a tranquil wooded lot, this modern, single-story 1,500 sq ft cathedral ranch has 3 bedrooms, 2...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Washer
    • Patio
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the whole crew for your next getaway when you plan your vacation to this family-friendly Ocean Pines home. Boasting access to the Ocean Pines Beach Club and a prime location, you'll be able to unwind and explore the area with ease. Nestled in a quiet neighborhood, this home is set nine...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful coastal cottage with spectacular water view, newly remodeled kitchen, solid maple floors, beach décor, 3 bedrooms 2 bath sleeps up to 8. 3 bedroom, 2 Bath with private waterfront views close to the beach. Enjoy your vacation on a quite cul-de-sac in in well maintained neighborhood, bike...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Balcony
    • Terrace
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this quiet, family-friendly home near the water complete with a full kitchen, furnished balcony, backyard, and outdoor fire pit, all just a short walk from a community pool, public parks, and a golf course. On warm days, head to the sandy beaches of Ocean City, just a little over eight miles...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These townhouses are nested around a golf course. The Ocean City beach and the Beach Club are 15 minutes drive. Interiors feature a full kitchen, laundry, living room, dining area, and two full baths. Play a round of golf, surf the waves, go to a well-equipped gym, see wild horses, savor today’s...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Studio, 3 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly decorated, 4 bedroom 2 ½ bath home is nestled in the woods in North Ocean Pines. This beautiful home is just a short distance to the North Gate of Ocean Pines, and minutes from Ocean City. This 4 bedroom 2 1/2 bath home features full kitchen, washer, dryer, dishwasher, Microwave, smart...
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    Location Information
    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Patio
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    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax in this tranquil farmhouse and leave the daily grind behind. Let the days slip away as you explore the local attractions and soak in your private hot tub. Surrounding you with privacy, while putting you only eight miles from the Ocean City shores, you'll have everything you need close...
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    Location Information
    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Waterfront Home in Ocean Pines with Pier and View!1 / 34
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Porch
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the beach house at 241 Charleston Rd. in beautiful Ocean Pines, Maryland! Situated at the point of a natural peninsula and nestled in marshland, 241 Charleston is in complete seclusion overlooking the spectacular Ocean City skyline. Jet Ski to Seacrets, kayak, crab, fish, or simply...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to the enchanting Maryland coast and be charmed by this fully renovated, contemporary townhome with sweeping views of St. Martin's River. With its open and airy layout, this home is ideal for entertaining family and friends. Offering plenty of cozy seating and inviting fireplace, the living...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    To secure a do-as-you-please getaway in Berlin, Maryland, be sure to book this charming 2-bedroom, 1-bathroom vacation rental house with flexible accommodations for up to 6! Affiliated with Ocean Pines Resort, this home allows access to the on-site golf course, 5 pools, tennis courts, and marina...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a peaceful canalside vacation at this colorful, nautical-themed home, complete with a furnished porch, deck, and dock. This home is also located close to local parks, shops, and restaurants, and lies just minutes from the Atlantic Coast! Just four miles east, experience everything that Ocean...
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    Location Information
    Ocean Pines, Maryland 21842
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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