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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
Home in Parsonsburg
Charming Home in a Neighborhood
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 170 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, 126 reviews
Guest favourite
Cabin in Pittsville
Cabin 3 near Assateague and Ocean City
1 bedroom, 6 beds, 3 bathrooms
16–21 Aug
4.92 out of 5 average rating, 12 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
Home in Salisbury
Spacious 4BR Home | Free Parking • Full Kitchen
4 bedrooms, 4 queen beds, 2 bathrooms
12–17 Sept
New place to stay
Top guest favourite
Bungalow in Fruitland
Nana's Cottage, a place of comfort and peace
2 bedrooms, 2 beds, 1 bathroom
20–25 Aug
4.94 out of 5 average rating, 159 reviews
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
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
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 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 Ocean Pines
Cabin in the Pines I Luxury Touches + EV Charging
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Selbyville
Coastal Luxe Retreat at Bay Knolls
4 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
New place to stay
Guest favourite
Tent in Pittsville
Camp Site #2 for YOUR Tent / RV Near Assateague
1 bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 25 reviews
Home in Berlin
Explore Berlin. America’s Coolest Small Town!
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Salisbury
Tranquility Near the Beach
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.85 out of 5 average rating, 13 reviews
Top guest favourite
Loft in Salisbury
Tree Top Loft
1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 149 reviews
Top guest favourite
Home in Fruitland
Johnna's House
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 403 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