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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.99 out of 5 average rating, 126 reviews
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
Home in Ocean Pines
Cozy beach home away from home!
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
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
5–10 Oct
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
5.0 out of 5 average rating, 10 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, 18 reviews, 4 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
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
Waterfront Ocean Pines - 3 Brs with Dock
4.95 out of 5 average rating, 21 reviews, 4 bedrooms, 6 beds, 2 bathrooms
21–26 Aug
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
1–6 Aug
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
New place to stay, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Home in Ocean Pines
Happy Tides Hideaway
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Superhost
Home in Ocean Pines
Barefoot Pines Beach Retreat | Fire Pit + Grill
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
Top guest favourite
Home in Ocean Pines
Camelot
4.98 out of 5 average rating, 146 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Home in Ocean Pines
Coastal Oasis in Ocean Pines
4.97 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Home in Ocean Pines
the pelican house
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept