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Search results; Over 1,000 homes in Ocean Pines

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, 224 reviews
Top guest favourite
Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 115 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, 421 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
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
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, 211 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, 8 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, 135 reviews
Guest favourite
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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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, 37 reviews
Top guest favourite
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
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
6–11 Sept
4.71 out of 5 average rating, 7 reviews
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
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, 36 reviews
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Home in Ocean Pines
Cozy home 8 miles from OCMD *Beach Pass Included*
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
3 bedrooms, 6 beds, 2 bathrooms
3–8 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
6–11 Oct
5.0 out of 5 average rating, 20 reviews
Guest favourite
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, 55 reviews
Top guest favourite
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