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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
2 bedrooms, 3 beds
19–24 Oct
4.95 out of 5 average rating, 419 reviews
Top guest favourite
Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds
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
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
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Ocean Pines
OC Gateway: Modern 4BR/2.5BA home (dog friendly)
4 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 88 reviews
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds
13–18 Sept
4.67 out of 5 average rating, 6 reviews
Top guest favourite
Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
4 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds
13–18 Sept
4.9 out of 5 average rating, 209 reviews
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 18 reviews
Home in Ocean Pines
beach time
5 bedrooms, 10 beds
5–12 Sept
5.0 out of 5 average rating, 5 reviews
Home in Ocean Pines
The Nest
4 bedrooms, 5 beds
14–19 Sept
4.86 out of 5 average rating, 7 reviews
Home in Ocean Pines
Ocean Pines Retreat
3 bedrooms, 4 beds
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
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
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
3 bedrooms, 6 beds
1–6 Sept
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
4 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Ocean Pines
Beach Club Parking Pass, Sleeps 6, Sunroom, Quite
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 65 reviews