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Search results; Over 1,000 homes in Pittsville

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Top guest favourite
Tent in Pittsville
Camp Site #5 for YOUR Tent / RV Near Ocean City
1 bed, 1 shared bathroom
1–6 Sept
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4.93 out of 5 average rating, 28 reviews
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Home in Parsonsburg
Charming Home in a Neighborhood
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 175 reviews
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Home in Pittsville
Wagon Wheel Cottage
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 127 reviews
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Guest house in Willards
Rayne Cottage
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 96 reviews
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Guest favourite
Tent in Pittsville
Camp Site #2 for YOUR Tent / RV Near Assateague
1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 26 reviews
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Farm stay in Pittsville
Kits Cottage on "Just Ducky Acres"
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 117 reviews
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Guest favourite
Home in Berlin
Explore Berlin. America’s Coolest Small Town!
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
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Apartment in Ocean City
Eagle Bay Vacay
2 bedrooms, 4 double beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 6 reviews
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Home in Salisbury
Cheerful, quiet 5 bedroom home
5 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 68 reviews
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Farm stay in Laurel
The Punny Farm
2 bedrooms, 1 double bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 19 reviews
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Home in Salisbury
Luxury Historic Estate w/ Pool • 7 BR • Sleeps 14
7 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Snow Hill
The Driftwood Den
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 39 reviews
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Home in Salisbury
Beautiful Home close to Salisbury University
3 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.98 out of 5 average rating, 52 reviews
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Home in Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Home in Ocean Pines
Water's Edge Retreat OCMD
4 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Berlin
Assateague, Golf, Ocean City, all Within Minutes!
5 bedrooms, 8 beds, 3.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 104 reviews
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Home in Berlin
"The Hive"-Downtown Berlin, 4 BR, Sleeps 8, 2 Bath
4 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 65 reviews