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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Newly Renovated Ocean Pines Cottage
3 bedrooms, 6 beds, 2 shared bathrooms
15–20 Aug
,
4.95 out of 5 average rating, 119 reviews
Top guest favourite
Home in Ocean Pines
Sweet Retreat
4.97 out of 5 average rating, 108 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
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
Guest suite in Ocean Pines
Stunning private waterfront suite
4.95 out of 5 average rating, 409 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
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
29 Sept – 4 Oct
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Home in Ocean Pines
Peace, Pines & Porch - 3 BR 2 Bath w/Screen Porch
3 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
5.0 out of 5 average rating, 59 reviews, 3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Home in Ocean Pines
Luxe Chef's Home: Fenced Yard, Grill & Fireplace
4.86 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
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
Waterfront Ocean Pines - 3 Brs with Dock
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 2 bathrooms
21–26 Aug
Guest favourite
Home in Bishopville
Charming countryside bungalow, just off the Beach!
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
4.9 out of 5 average rating, 201 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Ocean Pines
Bright Golf Course Condo Near Ocean City
New place to stay, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Home in Ocean Pines
Robin Hood Retreat
4.96 out of 5 average rating, 26 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Jul
Top guest favourite
Home in Ocean Pines
hi-A-tus A-frame
5.0 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
Top guest favourite
Home in Ocean Pines
Nautical at 82 Newport- private dock & waterfront
5.0 out of 5 average rating, 33 reviews, 6 bedrooms, 8 beds, 3.5 bathrooms
15–22 Aug