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Search results; Over 1,000 homes in Westover

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Top guest favourite
Cabin in Westover
Chalet Style Home, private country setting
2 bedrooms, 2 beds, 1.5 private bathrooms
29 Sept – 4 Oct
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5.0 out of 5 average rating, 71 reviews
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Guest favourite
Room in Westover
Country Serenity
1 queen bed
20–25 Sept
4.89 out of 5 average rating, 61 reviews
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Guest favourite
Cottage in Westover
Martha’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 queen beds
16–21 Sept
4.88 out of 5 average rating, 93 reviews
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Guest favourite
Guest suite in Westover
The Hideaway Suite
1 bedroom, 1 double bed
16–21 Sept
4.85 out of 5 average rating, 86 reviews
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Guest favourite
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds
16–21 Sept
4.88 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Crisfield
Cozy Crisfield Cottage
3 bedrooms, 5 beds
20–25 Sept
4.93 out of 5 average rating, 68 reviews
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Top guest favourite
Farm stay in Princess Anne
Farmhouse located on a horse farm
3 bedrooms, 4 beds
22–27 Sept
4.95 out of 5 average rating, 124 reviews
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Top guest favourite
Farm stay in Westover
The Homestead at Sugar Water Manor Farm Stay
2 bedrooms, 2 beds
16–21 Sept
5.0 out of 5 average rating, 64 reviews
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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
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Guest favourite
Farm stay in Westover
The Farm
6 bedrooms, 6 beds
16–21 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Westover
Breathtaking Waterfront Retreat
8 bedrooms, 15 beds
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Westover
Waterfront Family Retreat• Private Dock • 5 BR
5 bedrooms, 7 beds
27 Sept – 2 Oct
4.87 out of 5 average rating, 31 reviews
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Guest favourite
Home in Deal Island
Rusty Anchor
3 bedrooms, 7 beds
18–23 Sept
4.94 out of 5 average rating, 51 reviews
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Top guest favourite
Home in Saxis
Hummingbird Cottage
2 bedrooms, 5 beds
16–21 Sept
4.95 out of 5 average rating, 19 reviews
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Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds
17–22 Sept
4.85 out of 5 average rating, 46 reviews
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Top guest favourite
Home in Westover
Waterfront Cottage on Goose Creek Westover, MD
3 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed
28 Sept – 3 Oct
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Superhost
Home in Quantico
Waterfront Historic Gem w/ Kayaks & Fire Pit
4 bedrooms, 4 beds
25–30 Sept
4.91 out of 5 average rating, 34 reviews
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Top guest favourite
Farm stay in Westover
Big Cozy Loft Overlooking the Farm and River
1 bedroom, 2 king beds
16–21 Sept
5.0 out of 5 average rating, 107 reviews