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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds, 2.5 private bathrooms
20–25 Sept
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4.97 out of 5 average rating, 111 reviews
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
4.95 out of 5 average rating, 413 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
Top guest favourite
Guest suite in Ocean Pines
Newly built bright and airy guest suite!!!!
4.99 out of 5 average rating, 143 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Home in Ocean Pines
Newly Renovated Ocean Pines Cottage
4.95 out of 5 average rating, 123 reviews, 3 bedrooms, 6 beds, 2 bathrooms
15–20 Aug
Superhost
Home in Ocean Pines
Home A Wave From Home | Fun Filled Yard + Fire pit
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
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
Superhost
Home in Ocean Pines
Superb Waterfront/Private Dock on St Martin River
3 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Ocean Pines
Camelot
4.98 out of 5 average rating, 148 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 130 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
Home in Ocean Pines
"Blue Crush" in popular Ocean Pines
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
24–29 Aug
Top guest favourite
Flat in Ocean Pines
Be our guest
5.0 out of 5 average rating, 58 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Aug
Superhost
Home in Ocean Pines
A Wave From it All | Screened Porch Outdoor Dining
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Ocean Pines
323 Yacht Club | Peaceful Bay greenery retreat
New place to stay, 4 bedrooms, 6 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Home in Ocean Pines
Barefoot Pines Beach Retreat | Fire Pit + Grill
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
4.9 out of 5 average rating, 204 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Home in Ocean Pines
Cozy home 8 miles from OCMD *Beach Pass Included*
4.99 out of 5 average rating, 68 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Home in Ocean Pines
Coastal Comfort on Alden Ct. 3BR/2BA
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug