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Search results; Over 1,000 homes in Pittsville

Top guest favourite
Loft in Pittsville
Peaceful country setting near the Beach
1 bedroom, 1 bed, 1 private bathroom
28 Jul – 2 Aug
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4.95 out of 5 average rating, 37 reviews
Guest favourite
Cabin in Pittsville
Cabin 3 near Assateague and Ocean City
4.9 out of 5 average rating, 10 reviews, 1 bedroom, 6 beds, 3 bathrooms
9–14 Jul
Top guest favourite
Guest house in Willards
Rayne Cottage
4.92 out of 5 average rating, 91 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Superhost
Cabin in Pittsville
Cabin 7 near Assateague and Ocean City
4.78 out of 5 average rating, 9 reviews, 1 bedroom, 6 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Pittsville
Wagon Wheel Cottage
4.98 out of 5 average rating, 124 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Parsonsburg
Charming Home in a Neighborhood
4.99 out of 5 average rating, 162 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Tent in Pittsville
Camp Site #5 for YOUR Tent / RV Near Ocean City
4.96 out of 5 average rating, 24 reviews, 1 bed, 1 bathroom
9–14 Jul
Guest favourite
Camper van/Motorhome in Pittsville
30 amp Site 1 for YOUR RV or Tent near Assateague
5.0 out of 5 average rating, 10 reviews, 1 bed, 3 bathrooms
19–24 Jul
Guest favourite
Home in Salisbury
Tranquility Near the Beach
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Tent in Pittsville
Camp Site #4 for YOUR Tent / RV Near Ocean City
5.0 out of 5 average rating, 35 reviews, 1 bed, 1 bathroom
9–14 Jul
Guest favourite
Home in Berlin
Martha’s Getaway
4.95 out of 5 average rating, 98 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Home in Ocean Pines
beach time
5 bedrooms, 10 beds, 3 bathrooms
5–12 Sept
Top guest favourite
Home in Selbyville
Lighthouse Cottage- Pet Friendly & Close to beach
5.0 out of 5 average rating, 91 reviews, 2 bedrooms, 5 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Delmar
Eastern Shore Family Getaway
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 8 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Ocean City
Cozy Bay View Condo in Ocean City
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
15–21 Aug
Flat in Ocean City
Beach Condo
New place to stay, 2 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Frankford
Seashell Shores
4.92 out of 5 average rating, 12 reviews, 2 bedrooms, 6 beds, 2 bathrooms
10–15 Sept
Top guest favourite
Farm stay in Pittsville
Kits Cottage on "Just Ducky Acres"
4.94 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Guest favourite
Flat in Ocean City
2 BR 2BA North Ocean City Condo
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept