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Search results; Over 1,000 homes in Ocean Pines

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Guest favourite
Home in Ocean Pines
Cozy Stay by the Bay
3 bedrooms, 4 beds, 1 private bathroom
15–20 Sept
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4.92 out of 5 average rating, 49 reviews
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Guest suite in Ocean Pines
Stunning private waterfront suite
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.95 out of 5 average rating, 423 reviews
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Home in Ocean Pines
Waterfront Vacation Home in Ocean Pines
4 bedrooms, 9 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 34 reviews
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Home in Ocean Pines
Camelot
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 153 reviews
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Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.9 out of 5 average rating, 213 reviews
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Home in Ocean Pines
Cozy home minutes from golf, parks, beach and more
3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 27 reviews
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Home in Ocean Pines
Unique Eastern Shore Retreat!
3 bedrooms, 3 beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 22 reviews
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Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
3 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.89 out of 5 average rating, 9 reviews
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Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
4 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 31 reviews
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Home in Ocean Pines
Waterfront Beach Home in the Ocean City, MD Area
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.92 out of 5 average rating, 213 reviews
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Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
4 bedrooms, 7 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 16 reviews
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Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
3 bedrooms, 5 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 67 reviews
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Farm stay in Berlin
Lux Estate Mins to OCMD! Gym-GameRoom-FirePit-BBQ
6 bedrooms, 7 beds, 6 bathrooms
21–26 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 137 reviews
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Home in Ocean Pines
hi-A-tus A-frame
2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 58 reviews
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Home in Ocean Pines
Summer By The Sea
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.97 out of 5 average rating, 71 reviews
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Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 21 reviews
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Home in Berlin
Relaxing River Retreat | Minutes to OC & Berlin
2 bedrooms, 5 beds, 2.5 bathrooms
15–20 Oct
4.83 out of 5 average rating, 6 reviews
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Home in Ocean Pines
Water's Edge Retreat OCMD
4 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews