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Search results; Over 1,000 homes in Pittsville

Top guest favourite
Home in Pittsville
Wagon Wheel Cottage
2 bedrooms, 3 beds, 1 private bathroom
16–21 Aug
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4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in Parsonsburg
M&M Guest House
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Superhost
Cabin in Pittsville
Cabin 7 near Assateague and Ocean City
4.82 out of 5 average rating, 11 reviews, 1 bedroom, 6 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Guest house in Willards
Rayne Cottage
4.93 out of 5 average rating, 94 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
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
2–7 Aug
Superhost
Home in Hebron
The Whole Fam-damily
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Home in Fruitland
Johnna's House
4.97 out of 5 average rating, 402 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Delmar
The Red Maple Studio minutes from Salisbury!
5.0 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Tent in Pittsville
Camp Site #7 for YOUR RV or Tent near Ocean City
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Dagsboro
Bella Beach Hill
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Home in Millville
Coastal Retreat w/Resort Pools & Shuttle to Beach
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Aug
Guest favourite
Home in Ocean City
Cozy Bay View Condo in Ocean City
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Top guest favourite
Home in Parsonsburg
Charming Home in a Neighborhood
4.99 out of 5 average rating, 169 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
Top guest favourite
Room in Salisbury
R&R's Resting Spot bedroom #1
4.95 out of 5 average rating, 88 reviews, 1 queen bed, 1.5 bathrooms
2–7 Aug
Home in Ocean Pines
"Blue Crush" in popular Ocean Pines
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Bishopville
Muskrat Town Road Retreat
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
Home in Selbyville
NEW! 3 bed 3.5 bath close to Beach & Freeman Stage
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
23–28 Aug
Top guest favourite
Farm stay in Pittsville
Kits Cottage on "Just Ducky Acres"
4.94 out of 5 average rating, 113 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Home in Berlin
Assateague | West OC Beach Escape | 2 Bed/1.5 Bath
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
15–20 Aug