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Search results; Over 1,000 homes in Ocean Pines

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Guest favourite
Home in Ocean Pines
Ocean Pines, Waterfront Oasis
3 bedrooms, 4 beds, 2.5 private bathrooms
18–23 Sept
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4.99 out of 5 average rating, 69 reviews
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Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 116 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, 423 reviews
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Home in Ocean Pines
Nautical at 82 Newport l private dock & waterfront
6 bedrooms, 8 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 38 reviews
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Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.9 out of 5 average rating, 213 reviews
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Cottage in Ocean Pines
3-bedroom cottage in Ocean Pines
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
4.99 out of 5 average rating, 84 reviews
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Home in Ocean Pines
Home Away from Home , Pet friendly retreat
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 4 Oct
4.87 out of 5 average rating, 108 reviews
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Home in Ocean Pines
Game Room! Waterfront Group Haven in Ocean Pines
6 bedrooms, 8 beds, 4 bathrooms
23–28 Sept
4.96 out of 5 average rating, 56 reviews
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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, 10 reviews
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Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 137 reviews
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Home in Ocean Pines
Waterfront Beach Home in the Ocean City, MD Area
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.92 out of 5 average rating, 213 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, 21 reviews
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Home in Ocean Pines
Camelot
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 153 reviews
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Home in Ocean Pines
Waterfront 3BR | Private Dock + Views
3 bedrooms, 7 beds, 2.5 bathrooms
5–10 Oct
4.96 out of 5 average rating, 25 reviews
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Home in Ocean Pines
"Blue Crush" in popular Ocean Pines
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 6 reviews
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Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
4 bedrooms, 7 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Ocean Pines
WHAT DAY IS IT???????
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 42 reviews
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Home in Ocean Pines
Fabulous Waterfront Getaway with Sunsets & Eagles
3 bedrooms, 5 beds, 2.5 bathrooms
16–23 Sept
5.0 out of 5 average rating, 18 reviews
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Home in Ocean Pines
Private Oasis | Backyard Pool
4 bedrooms, 8 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews