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Search results; Over 1,000 homes in Ocean Pines

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Apartment in Ocean Pines
Water view at Ocean Pines Yacht Club Condo
2 bedrooms, 4 beds, 2 private bathrooms
28 Sept – 3 Oct
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4.97 out of 5 average rating, 223 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, 421 reviews
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Home in Ocean Pines
Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.
3 bedrooms, 5 beds, 2 bathrooms
5–12 Sept
4.97 out of 5 average rating, 68 reviews
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Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
5.0 out of 5 average rating, 5 reviews
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Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.9 out of 5 average rating, 211 reviews
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Home in Ocean Pines
Unique Eastern Shore Retreat!
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 21 reviews
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Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 66 reviews
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Guest suite in Ocean Pines
Newly built bright and airy guest suite!!!!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 149 reviews
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Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
4 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 30 reviews
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Home in Ocean Pines
Cozy home minutes from golf, parks, beach and more
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 26 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, 20 reviews
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Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 115 reviews
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Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
6–11 Sept
4.71 out of 5 average rating, 7 reviews
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Home in Ocean Pines
Ocean Pines Retreat
3 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
New place to stay
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Home in Ocean Pines
Tee and Sea Retreat
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.99 out of 5 average rating, 135 reviews
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Home in Ocean Pines
Charming Waterfront Cottage w/2 King Suites + Dock
4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Sept
4.99 out of 5 average rating, 146 reviews
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Home in Ocean Pines
Salty Serenity
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.96 out of 5 average rating, 47 reviews
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Top guest favourite
Cottage in Ocean Pines
3-bedroom cottage in Ocean Pines
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 83 reviews