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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Guest suite in Ocean Pines
Newly built bright and airy guest suite!!!!
1 bedroom, 2 beds, 1 private bathroom
4–9 Oct
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4.99 out of 5 average rating, 141 reviews
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
4.95 out of 5 average rating, 411 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
Top guest favourite
Home in Ocean Pines
Cozy beach home away from home!
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
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
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
19–24 Sept
Guest favourite
Flat in Ocean Pines
Exceptional private guest suite
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Ocean Pines
Cozy home minutes from golf, parks, beach and more
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Ocean Pines
Home Away from Home , Pet friendly retreat
4.88 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–26 Jul
Home in Ocean Pines
The Nest
4.86 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 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
8–13 Aug
Top guest favourite
Home in Ocean Pines
Charming Waterfront Cottage w/2 King Suites + Dock
4.99 out of 5 average rating, 143 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Sept
Superhost
Home in Ocean Pines
Updated Ocean Pines Getaway w Fire Pit, Grill + Be
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 May
Superhost
Home in Ocean Pines
Quiet Ocean Pines Retreat | Sleeps 8
4.67 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Guest favourite
Home in Ocean Pines
Cottage in the Pines
4.82 out of 5 average rating, 44 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Mar – 3 Apr
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
4.67 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
Home in Ocean Pines
Peace, Pines & Porch - 3 BR 2 Bath w/Screen Porch
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Superhost
Home in Ocean Pines
Costal Modern Retreat
4 bedrooms, 9 beds, 3 bathrooms
6–11 Sept