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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, 112 reviews
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
4.95 out of 5 average rating, 414 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
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Flat in Ocean Pines
Be our guest
5.0 out of 5 average rating, 58 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Guest suite in Ocean Pines
Newly built bright and airy guest suite!!!!
4.99 out of 5 average rating, 144 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
Top guest favourite
Home in Ocean Pines
Camelot
4.98 out of 5 average rating, 148 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 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
4–9 Oct
Guest favourite
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
4.83 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
Home in Ocean Pines
Ocean Pines Retreat
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Ocean Pines
Salty Serenity
4.96 out of 5 average rating, 46 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 131 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Ocean Pines
Updated Ocean Pines Getaway w Fire Pit, Grill + Be
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 May
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
4.9 out of 5 average rating, 206 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
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
20–25 Aug
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Guest house in Ocean Pines
Studio Apartment above Garage
5.0 out of 5 average rating, 98 reviews, 1 bedroom, 2 beds, 1 bathroom
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
Guest favourite
Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Ocean Pines
Beachy Pines l Sleeps 6, Sunroom, Beach Club Pass
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug