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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
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, 411 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
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
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
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 129 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
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
Top guest favourite
Cottage in Ocean Pines
3-bedroom cottage in Ocean Pines
4.99 out of 5 average rating, 76 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
Guest favourite
Home in Ocean Pines
Waterfront Beach Home in the Ocean City, MD Area
4.91 out of 5 average rating, 204 reviews, 4 bedrooms, 6 beds, 3 bathrooms
29 Aug – 3 Sept
Home in Ocean Pines
Landing Pad
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Aug
Guest favourite
Home in Ocean Pines
Game Room! Waterfront Group Haven in Ocean Pines
4.96 out of 5 average rating, 53 reviews, 6 bedrooms, 8 beds, 4 bathrooms
29 Aug – 3 Sept
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
Superhost
Home in Ocean Pines
Duck Cove Retreat | Screened Deck + Grill
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 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
Home in Ocean Pines
Ocean Pines Home, Walk to Pool & Beach Sleeps 10
New place to stay, 5 bedrooms, 5 beds, 2.5 bathrooms
18–23 Aug
Top guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
4.9 out of 5 average rating, 202 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Ocean Pines
Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.
4.97 out of 5 average rating, 63 reviews, 3 bedrooms, 5 beds, 2 bathrooms
22–29 Aug