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Search results; Over 1,000 homes in Pittsville

Top guest favourite
Farm stay in Pittsville
Kits Cottage on "Just Ducky Acres"
2 bedrooms, 3 beds, 1 private bathroom
22–27 Aug
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4.94 out of 5 average rating, 114 reviews
Top guest favourite
Guest house in Willards
Rayne Cottage
1 bedroom, 1 queen bed, 1 bathroom
11–16 Aug
4.93 out of 5 average rating, 94 reviews
Guest favourite
Cabin in Pittsville
Cabin 3 near Assateague and Ocean City
1 bedroom, 6 beds, 3 bathrooms
3–8 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Pittsville
Wagon Wheel Cottage
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in Parsonsburg
M&M Guest House
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Parsonsburg
Charming Home in a Neighborhood
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 170 reviews
Guest favourite
Tent in Pittsville
Camp Site #2 for YOUR Tent / RV Near Assateague
1 bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Berlin
Martha’s Getaway
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.95 out of 5 average rating, 99 reviews
Top guest favourite
Home in Fruitland
Johnna's House
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.97 out of 5 average rating, 402 reviews
Home in Berlin
Explore Berlin. America’s Coolest Small Town!
3 bedrooms, 4 beds, 1.5 bathrooms
16–21 Aug
New place to stay
Guest favourite
Home in Dagsboro
Bella Beach Hill
3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Georgetown
New Fully furnished house
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 57 reviews
Superhost
Home in Berlin
That South Point Joint - Assateague/Golf/Boat Ramp
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bishopville
Muskrat Town Road Retreat
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Tent in Pittsville
Camp Site #5 for YOUR Tent / RV Near Ocean City
1 bed, 1 bathroom
10–15 Aug
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Home in Ocean Pines
Summer By The Sea
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Room in Millsboro
Getaway! Close to beach, outlet shopping & golf!
1 bed, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 75 reviews
Top guest favourite
Home in Snow Hill
The Driftwood Den
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 37 reviews