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Search results; Over 1,000 homes in Chaptico

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Top guest favourite
Cottage in Chaptico
Sunsets, private pier, fish/crab, Pax’s/CobbIsland
2 bedrooms, 5 beds, 1 private bathroom
1–6 Sept
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5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Newburg
The River House, a Wicomico Beach Retreat
5 bedrooms, 7 beds, 3 bathrooms
29 Sept – 4 Oct
4.91 out of 5 average rating, 128 reviews
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Superhost
Cabin in Mechanicsville
Cozy Country Cabin
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 100 reviews
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Home in Mechanicsville
Walk to MIR: Wooded Group Escape w/ Deck + Bar!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.8 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Avenue
"Serenity"-St. Patrick's Creek w/ private pier
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Chaptico
Vacation on the Bay
3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Sept
4.85 out of 5 average rating, 13 reviews
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Guest favourite
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.9 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Cobb Island
Island Waterfront Cottage Loft with Private Pier
3 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 28 reviews
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Guest favourite
Farm stay in Newburg
Renovated Waterfront Farmhouse
6 bedrooms, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Cobb Island
Waterfront 4-BR home w/ hot tub & charging station
4 bedrooms, 6 beds, 3.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 139 reviews
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Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 48 reviews
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Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4 bedrooms, 4 beds, 2.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 92 reviews
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Top guest favourite
Guest house in Mechanicsville
The Cottage on The Farm - Bring Your Horse!
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 38 reviews
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Guest favourite
Home in Charlotte Hall
5 acre oasis near Budd's Creek, MIR & DC region.
5 bedrooms, 5 beds, 2.5 bathrooms
8–13 Sept
4.79 out of 5 average rating, 14 reviews
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Guest favourite
Home in Mechanicsville
The Southern Maryland (SoMD) Diamond House
6 bedrooms, 6 beds, 5 bathrooms
26–31 Oct
4.78 out of 5 average rating, 18 reviews
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Top guest favourite
Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 125 reviews
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Guest favourite
Home in Cobb Island
Riverfront escape with stunning views
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Oct
4.97 out of 5 average rating, 62 reviews
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Guest favourite
Home in Montross
Potomac River Getaway
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
4.86 out of 5 average rating, 103 reviews
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Guest favourite
Home in Mechanicsville
Private, Lakefront Oasis- Lavinia by the Lake
5 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 75 reviews