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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
2 bedrooms, 3 beds, 1 private bathroom
19–24 Oct
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4.95 out of 5 average rating, 413 reviews
Top guest favourite
Guest suite in Ocean Pines
Newly built bright and airy guest suite!!!!
1 bedroom, 2 beds
4–9 Oct
4.99 out of 5 average rating, 143 reviews
Top guest favourite
Home in Ocean Pines
Peaceful Pines: 3 Bedroom Home with Coastal Charm
3 bedrooms, 6 beds
27 Aug – 1 Sept
4.97 out of 5 average rating, 29 reviews
Superhost
Home in Ocean Pines
Home A Wave From Home | Fun Filled Yard + Fire pit
3 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Ocean Pines
Superb Waterfront/Private Dock on St Martin River
3 bedrooms, 2 beds
8–13 Aug
Top guest favourite
Home in Ocean Pines
Camelot
3 bedrooms, 4 beds
20–25 Aug
4.98 out of 5 average rating, 148 reviews
Home in Ocean Pines
"Blue Crush" in popular Ocean Pines
4 bedrooms, 5 beds
22–27 Aug
New place to stay
Top guest favourite
Home in Ocean Pines
Newly Renovated Ocean Pines Cottage
3 bedrooms, 6 beds
15–20 Aug
4.95 out of 5 average rating, 123 reviews
Superhost
Home in Ocean Pines
323 Yacht Club | Peaceful Bay greenery retreat
4 bedrooms, 6 beds
16–21 Aug
New place to stay
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Ocean Pines
Barefoot Pines Beach Retreat | Fire Pit + Grill
3 bedrooms, 4 beds
11–16 Aug
5.0 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
24–29 Aug
4.9 out of 5 average rating, 205 reviews
Top guest favourite
Home in Ocean Pines
Cozy home 8 miles from OCMD *Beach Pass Included*
3 bedrooms, 4 beds
15–20 Aug
4.99 out of 5 average rating, 68 reviews
Superhost
Home in Ocean Pines
A Wave From it All | Screened Porch Outdoor Dining
3 bedrooms, 5 beds
22–27 Aug
Top guest favourite
Flat in Ocean Pines
Be our guest
1 bedroom, 2 beds
14–19 Aug
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Home in Ocean Pines
Vacation Home in Ocean Pines
2 bedrooms, 2 beds
14–19 Jan
4.92 out of 5 average rating, 87 reviews
Top guest favourite
Home in Ocean Pines
Large Family Friendly Home in Ocean Pines
4 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
3 bedrooms, 5 beds
9–14 Aug
4.75 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Ocean Pines
Coastal Retreat near the beach
1 bed
16–21 Aug
5.0 out of 5 average rating, 5 reviews