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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
3 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
4.98 out of 5 average rating, 43 reviews
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds, 1 bathroom
18–23 Aug
4.91 out of 5 average rating, 56 reviews
Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds, 2.5 bathrooms
14–19 Jul
4.9 out of 5 average rating, 10 reviews
Superhost
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 37 reviews
Guest favourite
Cabin in Marion Station
A Cabin with History
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 33 reviews
Superhost
Hotel in Princess Anne
King Room #6
1 bedroom, 1 king bed, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
4.93 out of 5 average rating, 68 reviews
Top guest favourite
Farm stay in Westover
Farm House Stay on the Eastern Shore of Maryland
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 79 reviews
Superhost
Guest house in Salisbury
Modern Private GuestHouse •Cozy Stay Center of SBY
2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Home in Parsonsburg
Charming Home in a Neighborhood
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 164 reviews
Room in Westover
Country Serenity
1 queen bed, 1 bathroom
17–22 Jul
4.89 out of 5 average rating, 53 reviews
Top guest favourite
Home in Crisfield
Marshall’s Retreat Chesapeake small town getaway
3 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.99 out of 5 average rating, 101 reviews
Top guest favourite
Home in Fruitland
Amazingly convenient yet secluded.
2 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.97 out of 5 average rating, 151 reviews
Flat in Snow Hill
Whimsical and Wonderful Retreat near the Ocean
2 bedrooms, 5 beds, 1 bathroom
4–9 Aug
4.72 out of 5 average rating, 250 reviews
Guest favourite
Home in Salisbury
Charming Cottage by the Park & City Zoo
4 bedrooms, 8 beds, 2.5 bathrooms
23–28 Aug
4.89 out of 5 average rating, 79 reviews
Superhost
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
19–24 Jul
New place to stay
Guest house in Princess Anne
Private Apartment with Elevated River View
2 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in Westover
Waterfront Family Retreat• Private Dock • 5 BR
5 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 19 reviews