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Search results; Over 1,000 homes in Pittsville

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Top guest favourite
Home in Parsonsburg
Eastside Oasis: Heated Pool + Pond + Patio!
6 bedrooms, 8 beds, 6 bathrooms
20–25 Sept
4.96 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Parsonsburg
Charming Home in a Neighborhood
4 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 181 reviews
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Top guest favourite
Home in Parsonsburg
Forest Grove Retreat
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.88 out of 5 average rating, 197 reviews
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Top guest favourite
Home in Pittsville
Wagon Wheel Cottage
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 129 reviews
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Top guest favourite
Home in Delmar
New Coastal Style Vacation Home
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Home in Salisbury
Tranquility Near the Beach
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.85 out of 5 average rating, 20 reviews
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Guest favourite
Tent in Pittsville
Camp Site #2 for YOUR Tent / RV Near Assateague
1 bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Frankford
My House, Your House
4 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 24 reviews
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Top guest favourite
Farm stay in Pittsville
Kits Cottage on "Just Ducky Acres"
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.94 out of 5 average rating, 119 reviews
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Top guest favourite
Home in Ocean Pines
Nautical at 82 Newport l private dock & waterfront
6 bedrooms, 8 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Farm stay in Laurel
The Punny Farm
2 bedrooms, 1 double bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Ocean Pines
Sweet Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 117 reviews
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Guest favourite
Home in Ocean Pines
Game Room! Waterfront Group Haven in Ocean Pines
6 bedrooms, 8 beds, 4 bathrooms
23–28 Sept
4.96 out of 5 average rating, 56 reviews
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Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Salisbury
Spacious 5 bedroom w game room, theatre, and sauna
5 bedrooms, 8 beds, 4 bathrooms
21–26 Oct
5.0 out of 5 average rating, 37 reviews
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Home in Berlin
Assateague, Golf, Ocean City, all Within Minutes!
5 bedrooms, 8 beds, 3.5 bathrooms
9–14 Oct
4.98 out of 5 average rating, 107 reviews
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Top guest favourite
Home in Salisbury
Cheerful, quiet 5 bedroom home
5 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 71 reviews
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Top guest favourite
Farm stay in Berlin
Lux Estate Mins to OCMD! Gym-GameRoom-FirePit-BBQ
6 bedrooms, 7 beds, 6 bathrooms
21–26 Sept
5.0 out of 5 average rating, 11 reviews