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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Guest suite in Ocean Pines
Newly built bright and airy guest suite!!!!
1 bedroom, 2 beds, 1 private bathroom
4–9 Oct
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4.99 out of 5 average rating, 141 reviews
Top guest favourite
Home in Ocean Pines
Cozy beach home away from home!
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Ocean Pines
Sweet Retreat
4.97 out of 5 average rating, 108 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
4.95 out of 5 average rating, 409 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
Top guest favourite
Home in Ocean Pines
Peaceful Pines: 3 Bedroom Home with Coastal Charm
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 6 beds, 2 bathrooms
27 Aug – 1 Sept
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
Guest favourite
Home in Ocean Pines
Waterfront 3BR | Private Dock + Views
4.95 out of 5 average rating, 19 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
19–24 Sept
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 126 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
Home in Ocean Pines
Luxe Chef's Home: Fenced Yard, Grill & Fireplace
4.86 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Ocean Pines
Cottage in the Pines
4.84 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Mar – 3 Apr
Superhost
Guest house in Ocean Pines
Coastal Retreat near the beach
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
4.9 out of 5 average rating, 201 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Ocean Pines
Home Away from Home , Pet friendly retreat
4.88 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Guest favourite
Flat in Ocean Pines
Exceptional private guest suite
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
4.67 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
Guest favourite
Home in Ocean Pines
Waterfront Ocean Pines - 3 Brs with Dock
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 2 bathrooms
21–26 Aug