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Search results; Over 1,000 homes in Ocean Pines

Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds, 2 private bathrooms
16–21 Aug
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4.9 out of 5 average rating, 201 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
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
Guest favourite
Home in Ocean Pines
2 Mi to Golf: Hot Tub Hideaway in Ocean Pines
3 bedrooms, 3 beds, 2 bathrooms
18–25 Jul
4.96 out of 5 average rating, 80 reviews
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 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
Home in Ocean Pines
Luxe Chef's Home: Fenced Yard, Grill & Fireplace
4 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
4.86 out of 5 average rating, 7 reviews
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
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, 18 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
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
Superhost
Home in Ocean Pines
Barefoot Pines Beach Retreat | Fire Pit + Grill
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
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, 12 reviews
Guest favourite
Home in Ocean Pines
Waterfront Ocean Pines - 3 Brs with Dock
4 bedrooms, 6 beds, 2 bathrooms
21–26 Aug
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
3 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
4.67 out of 5 average rating, 3 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