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Search results; Over 1,000 homes in Woolford

Top guest favourite
Home in Woolford
Waterfront Getaway with Dock
3 bedrooms, 4 beds, 2 private bathrooms
23–28 Aug
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4.94 out of 5 average rating, 189 reviews
Superhost
Home in Woolford
The Blue Heron-Spacious Waterfront house w/ kayaks
6 bedrooms, 10 beds, 4 bathrooms
30 Aug – 4 Sept
4.67 out of 5 average rating, 58 reviews
Top guest favourite
Home in Woolford
Newly Renovated Modern 3 bed 2 bath Water Front
3 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 249 reviews
Guest favourite
Home in Woolford
"Endless Summer" on the Chesapeake!
4 bedrooms, 7 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Holiday home in Cambridge
Very Private and Spacious Waterfront Family House
8 bedrooms, 15 beds, 6.5 bathrooms
17–24 Aug
4.76 out of 5 average rating, 68 reviews
Top guest favourite
Home in Cambridge
Waterfront Home w/ Pool, Hot Tub, Kayaks & More
5 bedrooms, 5 beds, 4 bathrooms
22–27 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Church Creek
Nature's Rest in Church Creek
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.97 out of 5 average rating, 451 reviews
Guest favourite
Home in Cambridge
The Sailor’s Shanty
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Houseboat in Cambridge
Loveboat, Where Love Meets The Waves.
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Dorchester County
Rippling Waters on Fishing Creek
3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Cambridge
"Goose Landing" Chesapeake Bay Waterfront Retreat
4 bedrooms, 7 beds, 4 bathrooms
25–30 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Madison
Madison Nature Getaway
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 227 reviews
Top guest favourite
Home in Cambridge
Chesapeake Sunset Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 106 reviews
Guest favourite
Home in Cambridge
Waterfront Oasis: SaltwaterPool&HotTub&PrivateDock
6 bedrooms, 11 beds, 3.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 27 reviews
Home in Cambridge
Waterfront Cambridge Retreat/View Choptank River
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Aug
New place to stay
Top guest favourite
Home in Cambridge
Serene getaway with great waterfront views!
3 bedrooms, 5 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Room in Cambridge
Stevens’ Gift, Bay Window with riverview.
2 beds, 2 bathrooms
21–26 Aug
4.96 out of 5 average rating, 48 reviews
Guest favourite
Tiny home in Cambridge
Blackwater Tiny Cabin on Snakehead Creek
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 689 reviews
Guest favourite
Home in Church Creek
Waterview cottage on Chesapeake Bay
3 bedrooms, 6 beds, 1 bathroom
23–28 Aug
4.79 out of 5 average rating, 198 reviews