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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!
3 bedrooms, 5 beds, 2 bathrooms
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, 1 bathroom
13–18 Oct
4.95 out of 5 average rating, 411 reviews
Top guest favourite
Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
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, 2 bathrooms
27 Aug – 1 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Ocean Pines
Unique Eastern Shore Retreat!
3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
4 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 20 reviews
Guest favourite
Flat in Ocean Pines
Exceptional private guest suite
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Ocean Pines
Charming Waterfront Cottage w/2 King Suites + Dock
4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Sept
4.99 out of 5 average rating, 143 reviews
Top guest favourite
Home in Ocean Pines
Camelot
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 146 reviews
Guest favourite
Home in Ocean Pines
Cottage in the Pines
3 bedrooms, 4 beds, 1.5 bathrooms
29 Mar – 3 Apr
4.84 out of 5 average rating, 43 reviews
Top guest favourite
Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in Ocean Pines
Ocean Pines Retreat with Beach Club
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 128 reviews
Home in Ocean Pines
The Nest
4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
4.86 out of 5 average rating, 7 reviews
Superhost
Home in Ocean Pines
Updated Ocean Pines Getaway w Fire Pit, Grill + Be
3 bedrooms, 4 beds, 2 bathrooms
26–31 May
New place to stay
Top guest favourite
Home in Ocean Pines
Cozy home minutes from golf, parks, beach and more
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Ocean Pines
Cozy Beach Home Nearby Golf and Beaches
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Ocean Pines
Cozy Beach Getaway in the Lovely Ocean Pines North
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.9 out of 5 average rating, 202 reviews
Top guest favourite
Home in Ocean Pines
Home Away from Home , Pet friendly retreat
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.88 out of 5 average rating, 104 reviews