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Search results; 325 homes

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Top guest favourite
Cabin in Cecil County
Waterfront cabin home - 9+ private wooded acres
2 bedrooms, 2 beds, 1 private bathroom
13–18 Oct
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5.0 out of 5 average rating, 132 reviews
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Superhost
Home in North East
Entire home in North East, Maryland
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
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Top guest favourite
Home in Perryville
Stunning Chesapeake Bay views, 5 bedrooms, 3 bath
5 bedrooms, 9 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 46 reviews
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Top guest favourite
Guest suite in Darlington
South Acres
1 bedroom, 1 bed, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 324 reviews
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Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 69 reviews
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Guest favourite
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Havre de Grace
The Sappington House - Eagle View
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds, 1.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 171 reviews
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Top guest favourite
Home in North East
Riverfront Haven @ Hances Point
4 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 34 reviews
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Guest favourite
Home in Aberdeen
Homey 2-BR Basement Suite with Full Kitchen Access
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Perryville
Top of the Chesapeake - Private Waterfront Home
5 bedrooms, 8 beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 250 reviews
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Top guest favourite
Home in Perryville
Chesapeake Waterfront Vacation Rental with Dock
5 bedrooms, 12 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Room in Perryville
North River Hideaway | King Suite
1 king bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 18 reviews
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Superhost
Home in Elkton
Cozy Cottage Elkton North East 3bed 2 bath Patio
3 bedrooms, 6 beds, 2 bathrooms
8–13 Nov
4.82 out of 5 average rating, 404 reviews
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Guest favourite
Home in Perryville
Waldins Chesapeake
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
4.9 out of 5 average rating, 10 reviews
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Guest favourite
Home in Earleville
Waterfront Estate with Pool on 16 acres
7 bedrooms, 10 beds, 5.5 bathrooms
11–16 Oct
4.9 out of 5 average rating, 68 reviews
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Top guest favourite
Flat in Havre de Grace
The Sappington House * easy stay near 95 * HdG
3 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 62 reviews
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Guest favourite
Cottage in Perryville
Sailor's Sunrise Cottage - Chesapeake Bay
3 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.78 out of 5 average rating, 96 reviews
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Top guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 queen bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 319 reviews