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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Coastal Oasis in Ocean Pines
2 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct
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4.97 out of 5 average rating, 77 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, 422 reviews
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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, 212 reviews
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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
Unique Eastern Shore Retreat!
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
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Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 67 reviews
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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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Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
8–15 Sept
5.0 out of 5 average rating, 5 reviews
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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, 136 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, 31 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, 84 reviews
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Home in Ocean Pines
Newly Renovated Ocean Pines Cottage
3 bedrooms, 6 beds, 2 bathrooms
17–22 Sept
4.95 out of 5 average rating, 129 reviews
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Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.88 out of 5 average rating, 8 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, 8 reviews
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Home in Ocean Pines
Manklin Creek Retreat | Water Views + Boat Dock
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 10 reviews
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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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Farm stay in Berlin
Lux Estate Mins to OCMD! GameRoom-FirePit-BBQ-Gym
6 bedrooms, 7 beds, 6 bathrooms
21–26 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Ocean Pines
Home Away from Home , Pet friendly retreat
3 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.87 out of 5 average rating, 107 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