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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, 121 reviews
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds
13–18 Sept
4.92 out of 5 average rating, 59 reviews
Guest favourite
Home in Princess Anne
Countryside Home in Princess Anne
3 bedrooms, 3 beds
5–10 Oct
4.98 out of 5 average rating, 46 reviews
Superhost
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds
24–29 Aug
4.87 out of 5 average rating, 39 reviews
Superhost
Hotel in Princess Anne
Historic Room #1
1 bedroom, 1 queen bed
14–19 Aug
4.8 out of 5 average rating, 5 reviews
Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed
17–22 Aug
Guest house in Princess Anne
Private Apartment with Elevated River View
2 bedrooms, 3 beds
2–7 Oct
4.97 out of 5 average rating, 61 reviews
Guest favourite
Cottage in Princess Anne
Waterfront Cottage in Mt. Vernon
2 bedrooms, 2 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 50 reviews
Room in Westover
Country Serenity
1 queen bed
16–21 Aug
4.88 out of 5 average rating, 57 reviews
Home in Princess Anne
Waterfront Retreat with Private Beach, Dock & Lift
7 bedrooms, 10 beds
9–14 Sept
4.75 out of 5 average rating, 4 reviews
Superhost
Hotel in Princess Anne
Washington Hotel Suite #3-4
1 bedroom, 3 beds
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Pocomoke City
2 Bedroom Apartment
2 bedrooms, 3 beds
9–14 Oct
4.94 out of 5 average rating, 187 reviews
Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds
23–28 Aug
4.82 out of 5 average rating, 11 reviews
Superhost
Guest house in Salisbury
Modern Private GuestHouse •Cozy Stay Center of SBY
2 bedrooms, 3 beds
19–24 Aug
4.69 out of 5 average rating, 16 reviews
Superhost
Loft in Salisbury
Retro Hipster: Close to downtown, dining and fun
2 bedrooms, 2 beds
13–18 Sept
4.9 out of 5 average rating, 120 reviews
Top guest favourite
Bungalow in Fruitland
Nana's Cottage, a place of comfort and peace
2 bedrooms, 2 beds
20–25 Aug
4.94 out of 5 average rating, 160 reviews
Superhost
Guest suite in Crisfield
The Serenity House
3 bedrooms, 3 queen beds
13–18 Sept
4.78 out of 5 average rating, 277 reviews
Guest favourite
Tiny home in Salisbury
Cattail's Branch
1 bedroom, 2 beds
30 Aug – 4 Sept
4.83 out of 5 average rating, 239 reviews
Top guest favourite
Room in Snow Hill
Peace on Mumford
1 bed
18–23 Aug
4.94 out of 5 average rating, 233 reviews