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Search results; Over 1,000 homes in Ocean Pines

Guest favourite
Home in Ocean Pines
Little house in Berlin, Md.
3 bedrooms, 6 beds, 2 private bathrooms
14–19 Sept
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4.95 out of 5 average rating, 147 reviews
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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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
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, 133 reviews
Home in Ocean Pines
"Blue Crush" in popular Ocean Pines
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.67 out of 5 average rating, 6 reviews
Guest favourite
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, 209 reviews
Top guest favourite
Home in Ocean Pines
OC Gateway: Modern 4BR/2.5BA home (dog friendly)
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 87 reviews
Superhost
Home in Ocean Pines
Dockside Oasis in Ocean Pines
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
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, 18 reviews
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
5.0 out of 5 average rating, 5 reviews
Home in Ocean Pines
The Nest
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.86 out of 5 average rating, 7 reviews
Home in Ocean Pines
Ocean Pines Retreat
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Ocean Pines
Ocean Pines Escape
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.87 out of 5 average rating, 76 reviews
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
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
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
Top guest favourite
Home in Ocean Pines
Whimsical Willow l Beach Club Pass and No Pet Fee
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 34 reviews