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Search results; Over 1,000 homes in Westover

Top guest favourite
Farm stay in Westover
Farm House Stay on the Eastern Shore of Maryland
3 bedrooms, 3 beds, 1.5 private bathrooms
11–16 Sept
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5.0 out of 5 average rating, 83 reviews
Guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds
11–16 Sept
4.9 out of 5 average rating, 72 reviews
Guest favourite
Room in Westover
Country Serenity
1 queen bed
14–19 Sept
4.89 out of 5 average rating, 61 reviews
Guest favourite
Guest suite in Westover
The Hideaway Suite
1 bedroom, 1 double bed
11–16 Sept
4.85 out of 5 average rating, 86 reviews
Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed
28 Sept – 3 Oct
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds
13–18 Sept
4.9 out of 5 average rating, 62 reviews
Top guest favourite
Farm stay in Princess Anne
Farmhouse located on a horse farm
3 bedrooms, 4 beds
12–17 Sept
4.95 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Westover
Chalet Style Home, private country setting
2 bedrooms, 2 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 70 reviews
Cottage in Westover
Dog-Friendly Westover Cottage w/ River Access!
2 bedrooms, 4 beds
6–11 Oct
4.85 out of 5 average rating, 71 reviews
Top guest favourite
Home in Saxis
Hummingbird Cottage
2 bedrooms, 5 beds
15–20 Sept
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Eden
Country House on Wicomico Creek
3 bedrooms, 3 beds
21–26 Sept
5.0 out of 5 average rating, 16 reviews
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
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds
11–16 Sept
4.85 out of 5 average rating, 46 reviews
Top guest favourite
Home in Crisfield
Cozy Crisfield Cottage
3 bedrooms, 5 beds
12–17 Sept
4.93 out of 5 average rating, 68 reviews
Guest favourite
Home in Crisfield
Catch of the Bay
3 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 80 reviews
Home in Saxis
Beautiful Bayfront with Sanctuary Private Beach
3 bedrooms, 4 beds
11–16 Sept
4.75 out of 5 average rating, 48 reviews
Home in Westover
Goose Creek Cottage: Secluded Waterfront Retreat
2 bedrooms, 6 beds
13–18 Sept
New place to stay
Top guest favourite
Home in Marion Station
Waterfront with Private Dock, Fire Pit & Hot Tub
3 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Tyaskin
Nature retreat with water view
2 bedrooms, 2 queen beds
13–18 Sept
4.9 out of 5 average rating, 42 reviews