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Search results; Over 1,000 homes in Princess Anne

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Top guest favourite
Farm stay in Princess Anne
Farmhouse located on a horse farm
3 bedrooms, 4 beds, 2.5 shared bathrooms
22–27 Sept
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4.95 out of 5 average rating, 124 reviews
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Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds, 1 bathroom
16–21 Nov
4.9 out of 5 average rating, 62 reviews
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Guest favourite
Home in Princess Anne
Countryside Home in Princess Anne
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 50 reviews
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Guest favourite
Home in Princess Anne
Waterfront Retreat with Private Beach, Dock & Lift
7 bedrooms, 10 beds, 4 bathrooms
16–21 Sept
4.83 out of 5 average rating, 6 reviews
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Guest favourite
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds, 1 bathroom
15–20 Sept
4.88 out of 5 average rating, 43 reviews
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Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
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Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
4.83 out of 5 average rating, 12 reviews
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Guest house in Princess Anne
Private Apartment with Elevated River View
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 61 reviews
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Guest favourite
Cottage in Princess Anne
Waterfront Cottage in Mt. Vernon
2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
4.93 out of 5 average rating, 55 reviews
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Superhost
Hotel in Princess Anne
Historic Room #1
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.8 out of 5 average rating, 5 reviews
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Guest favourite
Home in Salisbury
1900's Modern Farmhouse on 7.5 private acres
4 bedrooms, 9 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 140 reviews
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Guest favourite
Loft in Salisbury
Spacious 3 bed, 1 bath Riverfront Loft Apartment
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.88 out of 5 average rating, 101 reviews
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Guest favourite
Guest suite in Crisfield
The Serenity House
3 bedrooms, 3 queen beds, 1.5 bathrooms
20–25 Sept
4.78 out of 5 average rating, 282 reviews
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Home in Princess Anne
SaltMoon & Tide Cottage
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Sept
New place to stay
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Top guest favourite
Home in Fruitland
Amazingly convenient yet secluded.
2 bedrooms, 3 beds, 2.5 bathrooms
13–18 Oct
4.97 out of 5 average rating, 155 reviews
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Top guest favourite
Home in Deal Island
Deal Island Lodge
4 bedrooms, 11 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 37 reviews
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Top guest favourite
Home in Salisbury
Luxury Historic Estate w/ Pool • 7 BR • Sleeps 14
7 bedrooms, 7 beds, 5.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Salisbury
Entire house SBY MD
2 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Top guest favourite
Home in Crisfield
Cozy Crisfield Cottage
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 68 reviews