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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Camelot
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Sept
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4.98 out of 5 average rating, 146 reviews
Top guest favourite
Home in Ocean Pines
Cozy beach home away from home!
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
Top guest favourite
Home in Ocean Pines
Sweet Retreat
4.97 out of 5 average rating, 107 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
4.95 out of 5 average rating, 408 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
Home in Ocean Pines
14 Goldeneye Court
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Superhost
Guest house in Ocean Pines
Coastal Retreat near the beach
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
4.9 out of 5 average rating, 200 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
Unique Eastern Shore Retreat!
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
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
Superhost
Home in Ocean Pines
Serenity in Ocean Pines | 1 Story Home with Backya
3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
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
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
Guest favourite
Home in Ocean Pines
Cottage in the Pines
4.83 out of 5 average rating, 42 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Nov
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
Home in Bishopville
Charming countryside bungalow, just off the Beach!
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Superhost
Home in Ocean Pines
Private Oasis | Backyard Pool
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Ocean Pines
Be our guest
5.0 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
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