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Search results; Over 1,000 homes in Westover

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Top guest favourite
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
2 bedrooms, 2 beds, 2 private bathrooms
15–20 Nov
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4.99 out of 5 average rating, 266 reviews
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Guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds, 2 bathrooms
5–10 Oct
4.9 out of 5 average rating, 73 reviews
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Guest favourite
Room in Westover
Country Serenity
1 queen bed, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 61 reviews
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Guest favourite
Guest suite in Westover
The Hideaway Suite
1 bedroom, 1 double bed, 1 bathroom
16–21 Sept
4.85 out of 5 average rating, 86 reviews
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Superhost
Hotel in Princess Anne
Classic Room #5
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
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Top guest favourite
Cabin in Westover
Chalet Style Home, private country setting
2 bedrooms, 2 beds, 1.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 71 reviews
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Top guest favourite
Farm stay in Princess Anne
Farmhouse located on a horse farm
3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Sept
4.95 out of 5 average rating, 124 reviews
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Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds, 1 bathroom
16–21 Nov
4.9 out of 5 average rating, 62 reviews
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Cottage in Westover
Dog-Friendly Westover Cottage w/ River Access!
2 bedrooms, 4 beds, 1 bathroom
6–11 Oct
4.85 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Saxis
Hummingbird Cottage
2 bedrooms, 5 beds, 1 bathroom
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, 2 bathrooms
17–22 Sept
4.85 out of 5 average rating, 46 reviews
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Guest favourite
Home in Crisfield
Camp Willy
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.89 out of 5 average rating, 9 reviews
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Home in Crisfield
Charming Crisfield Cottage
3 bedrooms, 3 double beds, 1 bathroom
27 Sept – 2 Oct
4.5 out of 5 average rating, 115 reviews
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Top guest favourite
Loft in Pocomoke City
Cozy Barn Loft: Country Views & Central to Beaches
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 128 reviews
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Superhost
Camper van/Motorhome in Westover
Escape into nature!
1 bed, 1 bathroom
16–21 Sept
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Top guest favourite
Farm stay in Westover
The Homestead at Sugar Water Manor Farm Stay
2 bedrooms, 2 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Eden
Country House on Wicomico Creek
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 16 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, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 107 reviews
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Guest favourite
Guest suite in Crisfield
The Serenity House
3 bedrooms, 3 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.78 out of 5 average rating, 282 reviews