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Search results; Over 1,000 homes in Ocean Pines

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Top guest favourite
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, 222 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
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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, 419 reviews
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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
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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
"Blue Crush" in popular Ocean Pines
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 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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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, 82 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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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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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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Superhost
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, 210 reviews
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Home in Ocean Pines
Waterfront 3BR | Private Dock + Views
3 bedrooms, 7 beds, 2.5 bathrooms
19–24 Sept
4.96 out of 5 average rating, 24 reviews
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Home in Ocean Pines
Beach Club Parking Pass, Sleeps 6, Sunroom, Quite
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Ocean Pines
Summer By The Sea
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 70 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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Guest favourite
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.88 out of 5 average rating, 8 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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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