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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
1–6 Oct
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4.95 out of 5 average rating, 124 reviews
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Guest favourite
Home in Princess Anne
Countryside Home in Princess Anne
3 bedrooms, 3 beds, 2 bathrooms
9–14 Nov
4.94 out of 5 average rating, 50 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
Ye Ole Pirate House
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 43 reviews
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Guest favourite
Home in Princess Anne
Waterfront Retreat with Private Beach, Dock & Lift
7 bedrooms, 10 beds, 4 bathrooms
1–6 Oct
4.83 out of 5 average rating, 6 reviews
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Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
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Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.77 out of 5 average rating, 13 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
4.89 out of 5 average rating, 56 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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Superhost
Hotel in Princess Anne
Historic Room #1
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.8 out of 5 average rating, 5 reviews
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Home in Princess Anne
SaltMoon & Tide Cottage
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
New place to stay
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Superhost
Home in Quantico
Waterfront Historic Gem w/ Kayaks & Fire Pit
4 bedrooms, 4 beds, 2.5 bathrooms
10–15 Oct
4.91 out of 5 average rating, 35 reviews
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Guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds, 2 bathrooms
5–10 Oct
4.9 out of 5 average rating, 73 reviews
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Guest favourite
Tiny home in Salisbury
Cattail's Branch
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.84 out of 5 average rating, 251 reviews
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Guest favourite
Guest suite in Crisfield
The Serenity House
3 bedrooms, 3 queen beds, 1.5 bathrooms
12–17 Oct
4.78 out of 5 average rating, 283 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, 103 reviews
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Top guest favourite
Home in Eden
Country House on Wicomico Creek
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Oct
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Salisbury
Cozy 2BR •Steps from zoo/Civic-Center/Everything
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.84 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 31 reviews