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Search results; Over 1,000 homes in Ocean Pines

Top guest favourite
Home in Ocean Pines
Charming Waterfront Cottage w/2 King Suites + Dock
4 bedrooms, 7 beds, 3.5 private bathrooms
12–17 Sept
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4.99 out of 5 average rating, 143 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
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
Superhost
Home in Ocean Pines
Updated Ocean Pines Getaway w Fire Pit, Grill + Be
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
26–31 May
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
Top guest favourite
Home in Ocean Pines
Cozy home minutes from golf, parks, beach and more
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Ocean Pines
Family Oasis - 4BR 3BA on Golf Course
5.0 out of 5 average rating, 20 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
Guest favourite
Home in Ocean Pines
Cottage in the Pines
4.84 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Mar – 3 Apr
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
9–14 Aug
Top guest favourite
Home in Ocean Pines
Camelot
4.98 out of 5 average rating, 146 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Home in Ocean Pines
The Nest
4.86 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Ocean Pines
Ocean Pines Fun – Arcade, Pools & Near O.C. Beach
5.0 out of 5 average rating, 60 reviews, 3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Ocean Pines
Down Bimini Lane: Family Retreat (7+) w HomeOffice
4.91 out of 5 average rating, 11 reviews, 3 bedrooms, 7 beds, 3 bathrooms
1–6 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
25 Jul – 1 Aug
Home in Ocean Pines
Sun-house on a Trail
New place to stay, 3 bedrooms, 4 beds, 3.5 bathrooms
12–17 Jul
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
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