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Search results; Over 1,000 homes in Ocean Pines

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Guest favourite
Cottage in Ocean Pines
Rhapsody in Blue Beach Cottage Ocean Pines, OC MD
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Sept
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4.94 out of 5 average rating, 51 reviews
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Top guest favourite
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, 419 reviews
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Top guest favourite
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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Top guest favourite
Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.88 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 19 reviews
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Guest favourite
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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Top guest favourite
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, 20 reviews
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Top guest favourite
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, 134 reviews
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Home in Ocean Pines
Waterfront Vacation Home in Ocean Pines
4 bedrooms, 9 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
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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Top guest favourite
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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Superhost
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
Ocean Pines Beach Cottage
3 bedrooms, 5 beds, 2 bathrooms
5–12 Sept
4.76 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 114 reviews
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Guest favourite
Home in Ocean Pines
Sun-house on a Trail
3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 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
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Guest favourite
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, 7 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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Superhost
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, 24 reviews