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Search results; Over 1,000 homes in Princess Anne

Top guest favourite
Farm stay in Princess Anne
Farmhouse located on a horse farm
3 bedrooms, 4 beds, 2.5 shared bathrooms
28 Aug – 2 Sept
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4.95 out of 5 average rating, 119 reviews
Guest favourite
Home in Princess Anne
Countryside Home in Princess Anne
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.98 out of 5 average rating, 46 reviews
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 59 reviews
Superhost
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds, 1 bathroom
24–29 Aug
4.87 out of 5 average rating, 39 reviews
Home in Princess Anne
Waterfront Retreat with Private Beach, Dock & Lift
7 bedrooms, 10 beds, 4 bathrooms
9–14 Sept
4.75 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Princess Anne
Waterfront Cottage in Mt. Vernon
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.94 out of 5 average rating, 49 reviews
Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
4.82 out of 5 average rating, 11 reviews
Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
Guest favourite
Tiny home in Salisbury
Cattail's Branch
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.83 out of 5 average rating, 237 reviews
Superhost
Hotel in Princess Anne
Historic Room #1
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.8 out of 5 average rating, 5 reviews
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
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.85 out of 5 average rating, 46 reviews
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
Superhost
Hotel in Princess Anne
Washington Hotel Suite #3-4
1 bedroom, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
4.93 out of 5 average rating, 169 reviews
Top guest favourite
Home in Salisbury
Salisbury Hideaway
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
4.99 out of 5 average rating, 125 reviews
Superhost
Guest house in Salisbury
Modern Private GuestHouse •Cozy Stay Center of SBY
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.73 out of 5 average rating, 15 reviews
Home in Westover
Waterfront Cottage on Goose Creek Westover, MD
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Crisfield
Marshall’s Retreat Chesapeake small town getaway
3 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
4.99 out of 5 average rating, 103 reviews