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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
Sweet Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Home in Ocean Pines
Cozy beach home away from home!
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
4.95 out of 5 average rating, 409 reviews
Top guest favourite
Home in Ocean Pines
Peaceful Pines: 3 Bedroom Home with Coastal Charm
3 bedrooms, 6 beds, 2 bathrooms
27 Aug – 1 Sept
4.97 out of 5 average rating, 29 reviews
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Home in Ocean Pines
Waterfront 3BR | Private Dock + Views
3 bedrooms, 7 beds, 2.5 bathrooms
19–24 Sept
4.95 out of 5 average rating, 19 reviews
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 11 reviews
Home in Ocean Pines
Luxe Chef's Home: Fenced Yard, Grill & Fireplace
4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
4.86 out of 5 average rating, 7 reviews
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.9 out of 5 average rating, 201 reviews
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
4 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 126 reviews
Home in Ocean Pines
Peace, Pines & Porch - 3 BR 2 Bath w/Screen Porch
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Ocean Pines
Camelot
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 146 reviews
Superhost
Guest house in Ocean Pines
Coastal Retreat near the beach
1 bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Ocean Pines
3-bedroom cottage in Ocean Pines
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.99 out of 5 average rating, 74 reviews
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
4.67 out of 5 average rating, 3 reviews