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Ocean Pines Vacation Rentals

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    $238 Average
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    Don't let other travellers get your favourite Ocean Pines area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Ocean Pines
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    Ocean Pines
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beach Access from This Ocean Pines Beauty!1 / 12
    (2)Very good
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Waterfront Home in Ocean Pines with Pier and View!1 / 34
    (4)Excellent
    Ocean Pines
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Porch
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • 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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    Ocean Pines
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Patio
    • Terrace
    • Parking
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Ocean Pines Community 5-10 minute drive outside of Ocean City. Ocean Pines has a private beach club in Ocean City with an outdoor pool and designated parking. Indoor heated pool and outdoor pools available in the Ocean Pines community. Hiking paths, 2 large community ponds stocked...
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    Ocean Pines, Maryland 21811
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    14 Hickory Way1 / 14
    (2)Excellent
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Parking
    • Satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    Our 1st time at Ocean Pines. We absolutely loved the house. It was very spacious! Couldn't believe there were 5 pools to choose from and just minutes from the beach. Will never...
    Reviewed 3 August 2017
    This is the best rental we have had for Ocean Pines! First time ever that I slept away from home and could actually sleep the night through on the beds! No rolling to the middle...
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    About this property
    Two story home in a beach community, Ocean Pines, Berlin Md, just outside Ocean City Md. 4 miles to restaurants, outlet stores, beaches and lakes. King, Queen, double/twin bunk, twin, 2 sleepers. Open floor plan, deck, with BBQ, WI-FI and flat screens. Parking off street for 4 cars. Perfect...
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    Ocean Pines, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Your Ocean Pines retreat 5 miles from the beach1 / 20
    (15)Excellent
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    Had a wonderful vacation in Ocean Pines 4th of July week. This house is beautiful with all amenities needed. I would recommend staying here to all. It was a great retreat...
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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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    The following rentals are within 10 kilometres of Ocean Pines.
    Berlin
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Internet Access
    • Washer
    • Satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful manor - styled home in newer luxury resort community with indoor & outdoor pools, fishing lake, tennis courts, crabbing pier, kayak docks, state-of -the-art fitness center, clubhouse, game rooms, playground. Luxury home offers front porch and balcony off bedrooms, recessed lighting,...
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    Berlin, Maryland 21811
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Berlin
    8 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Patio
    • Washer
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your next family reunion or group retreat a memorable one at this eight-bedroom West Ocean City property, an expansive estate and adjacent farmhouse with incredible amenities that include a private swimming pool, two hot tubs, a well-stocked game room with a wet bar, and plentiful outdoor...
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    Location Information
    Berlin, Maryland 21811
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 21
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    Glen Riddle Townhouse 2 miles from Ocean City, MD1 / 9
    (6)Excellent
    Berlin
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Sauna
    • Patio
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    The house is in a very nice secluded area and the house itself is lovely. The owner was very accommodating with and even allowed us to leave later on our departure date...
    Reviewed 8 August 2017
    The townhouse location was absolutely fabulous! Location from the beach is unbeatable. You got thw convenience of being close but yet far enough away to not deal with the noise...
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    About this property
    Glen Riddle Gated Community located on two golf courses 2 miles from Ocean City, MD. Large swimming pool, Clubhouse w/ fitness room, pool table, table tennis, kids play room, 2 tennis courts, and sauna. Marina with boat slip. Great place to ride bikes. Close to Tanger Outlet, Casino,and many...
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    Location Information
    Berlin, Maryland 21811
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Back Bay Bungalows - Unit 11 / 14
    (14)Excellent
    Berlin
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    Affordable option for the area. Bungalows are clean and well maintained. Access to kayaks and other amenities are a definite plus.
    Reviewed 21 September 2016
    We stayed at Back Bay Bungalows for 3 nights. We wish it had been more. The rooms were very clean and nicely decorated. The views were wonderful. We spent a lot of time just...
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    About this property
    Across the bay from Ocean City, MD., Back Bay Bungalows is a two acre peninsula with great views and deep water access to the bay. This unit has great waterfront views and access. Our property features a boat ramp, two fishing and crabbing piers, kayaks, volleyball/badminton court, hammocks, sandy...
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    Location Information
    Berlin, Maryland 21811
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Berlin
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Parking
    • Porch
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Deluxe Park Model Cabin sleeps up to 6 people and comes fitted with a screened-in porch, master bedroom with queen-size bed, second bedroom with 1 twin-size bed and 1 full-size bed, full-size sectional sleeper sofa, full-size shower and bathroom. Other features include central AC/heat, color TV...
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    Location Information
    Berlin, Maryland 21811
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Berlin
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 2 bedroom cottage sleep 6 and includes a fully functional kitchen (stove/oven, microwave,coffee maker, refrigerator), cookware and utensils, full bath (shower/tub combo), furnished living room with cable TV, wireless internet, heat & a/c. The cottage does have a porch with a ceiling...
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    Location Information
    Berlin, Maryland 21811
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ocean Pines Ocean Parkway 110 - Pet-Friendly!1 / 19
    (1)Excellent
    Berlin
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Terrace
    • Balcony
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    Execllent property! I look forward to staying with them again in the future! The location was just right and it was not too far from the beach
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    About this property
    Ocean Pines - Ocean Parkway 110 Spacious Pet-Friendly Home - Access to Ocean Pines Parking Lot on 49th St. in Ocean City! Ocean Parkway 110 in Ocean Pines is the perfect spot for your family vacation! Spacious, relaxing and comfortable, this lovely 3-BR, 2-BA home features WiFi, a garage, fully...
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    Location Information
    Berlin, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Berlin
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • DVD Player
    • Air Conditioning
    • Balcony
    • Terrace
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suitable for up to eight lucky guests, this luxurious, three-level villa home features multiple living areas, furnished decks, and access to several deluxe, on-site amenities through the Bayside Resort. With the Stephen Decatur Highway to the west and Assateague State Park dominating to the east,...
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    Location Information
    Berlin, Maryland 21811
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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