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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
22–27 Aug
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4.95 out of 5 average rating, 118 reviews
Guest favourite
Home in Princess Anne
Countryside Home in Princess Anne
4.98 out of 5 average rating, 43 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
4.91 out of 5 average rating, 57 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4.9 out of 5 average rating, 10 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Jul
Superhost
Home in Princess Anne
Ye Ole Pirate House
4.86 out of 5 average rating, 37 reviews, 3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
Superhost
Hotel in Princess Anne
Washington Hotel Suite #3-4
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 3 beds, 1 bathroom
15–20 Jul
Top guest favourite
Home in Eden
Country House on Wicomico Creek
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
17–22 Jul
Guest favourite
Cottage in Princess Anne
Waterfront Cottage in Mt. Vernon
4.93 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Superhost
Hotel in Princess Anne
Historic Room #1
4.67 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Bungalow in Fruitland
Nana's Cottage, a place of comfort and peace
4.94 out of 5 average rating, 157 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
4.97 out of 5 average rating, 224 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
Top guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
4.93 out of 5 average rating, 68 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Superhost
Home in Hebron
The Whole Fam-damily
New place to stay, 4 bedrooms, 6 beds, 2.5 bathrooms
19–24 Jul
Superhost
Tiny home in Salisbury
Cattail's Branch
4.82 out of 5 average rating, 228 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Superhost
Hotel in Princess Anne
King Room #6
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Cottage in Deal Island
Water View Cottage
4.93 out of 5 average rating, 164 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Room in Westover
Country Serenity
4.89 out of 5 average rating, 54 reviews, 1 queen bed, 1 bathroom
17–22 Jul
Top guest favourite
Guest suite in Salisbury
Havana Hideaway
4.99 out of 5 average rating, 104 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Deal Island Historic District
The Tangier Escape
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug