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Search results; Over 1,000 homes in Westover

Top guest favourite
Farm stay in Westover
The Homestead at Sugar Water Manor Farm Stay
2 bedrooms, 2 beds, 1 private bathroom
1–6 Aug
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5.0 out of 5 average rating, 62 reviews
Top guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
4.93 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Room in Westover
Country Serenity
4.89 out of 5 average rating, 55 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Guest favourite
Cottage in Deal Island
Water View Cottage
4.93 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Top guest favourite
Bungalow in Fruitland
Nana's Cottage, a place of comfort and peace
4.94 out of 5 average rating, 158 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Farm stay in Westover
Farm House Stay on the Eastern Shore of Maryland
5.0 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
4.91 out of 5 average rating, 57 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Crisfield
Marshall’s Retreat Chesapeake small town getaway
4.99 out of 5 average rating, 103 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
Top guest favourite
Home in TYLERTON
3 bedroom/2.5 bath Smith Island bungalow with dock
4.96 out of 5 average rating, 148 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Crisfield
BayTime
4.79 out of 5 average rating, 150 reviews, 3 bedrooms, 7 beds, 2 bathrooms
10–15 Aug
Guest favourite
Guest suite in Westover
The Hideaway Suite
4.87 out of 5 average rating, 82 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Salisbury
Tranquility Near the Beach
4.83 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Tiny home in Salisbury
Cattail's Branch
4.83 out of 5 average rating, 233 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Cottage in Westover
Dog-Friendly Westover Cottage w/ River Access!
4.88 out of 5 average rating, 67 reviews, 2 bedrooms, 4 beds, 1 bathroom
17–22 Aug
Cottage in Deal Island
Deal Island Bay Cottage - Maryland
4.63 out of 5 average rating, 268 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Westover
Beachfront Chesapeake Bay Retreat
4.94 out of 5 average rating, 99 reviews, 4 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Crisfield
Cozy Crisfield Cottage
4.92 out of 5 average rating, 59 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Superhost
Cottage in Saxis
ISLAND BREEZE Near Chincoteague Island
4.85 out of 5 average rating, 148 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Farm stay in Westover
The Farm
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 6 beds, 3.5 bathrooms
9–14 Aug