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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Home Away from Home , Pet friendly retreat
3 bedrooms, 3 beds, 2 private bathrooms
20–26 Jul
,
4.88 out of 5 average rating, 104 reviews
Top guest favourite
Home in Ocean Pines
Cozy beach home away from home!
3 bedrooms, 5 beds
11–16 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Guest suite in Ocean Pines
Stunning private waterfront suite
2 bedrooms, 3 beds
13–18 Oct
4.95 out of 5 average rating, 412 reviews
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
4 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Ocean Pines
Updated Ocean Pines Getaway w Fire Pit, Grill + Be
3 bedrooms, 4 beds
26–31 May
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Ocean Pines
Peaceful Pines: 3 Bedroom Home with Coastal Charm
3 bedrooms, 6 beds
27 Aug – 1 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Cottage in Ocean Pines
3-bedroom cottage in Ocean Pines
3 bedrooms, 4 beds
19–24 Sept
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 129 reviews
Superhost
Home in Ocean Pines
323 Yacht Club | Peaceful Bay greenery retreat
4 bedrooms, 6 beds
16–21 Aug
New place to stay
Top guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds
24–29 Aug
4.9 out of 5 average rating, 202 reviews
Home in Ocean Pines
beach time
5 bedrooms, 10 beds
5–12 Sept
Guest favourite
Home in Ocean Pines
Waterfront 3BR | Private Dock + Views
3 bedrooms, 7 beds
19–24 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Home in Ocean Pines
Game Room! Waterfront Group Haven in Ocean Pines
6 bedrooms, 8 beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
3 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Ocean Pines
Nautical at 82 Newport- private dock & waterfront
6 bedrooms, 8 beds
15–22 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Ocean Pines
Charming Waterfront Cottage w/2 King Suites + Dock
4 bedrooms, 7 beds
12–17 Sept
4.99 out of 5 average rating, 143 reviews
Superhost
Home in Ocean Pines
Duck Cove Retreat | Screened Deck + Grill
3 bedrooms, 6 beds
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Ocean Pines
Stubbe's Beach House, Home in Ocean Pines, MD
2 bedrooms, 2 queen beds
17–22 Aug
5.0 out of 5 average rating, 19 reviews