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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
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
Superhost
Home in Woolford
The Blue Heron-Spacious Waterfront house w/ kayaks
6 bedrooms, 10 beds, 4 bathrooms
16–21 Aug
4.67 out of 5 average rating, 58 reviews
Home in Huntingtown
Windows to the Sea
5 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
New place to stay
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
Home in Cambridge
Sunset on the Choptank River
4 bedrooms, 7 beds, 2.5 bathrooms
16–21 Aug
New place to stay
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
Top 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, 18 reviews
Superhost
Home in Woolford
Eastern Shore Waterfront-Pier, Kayaks, FirePit
2 bedrooms, 4 beds, 1 bathroom
26–31 Aug
Guest favourite
Home in Fishing Creek
Chesapeake Bay Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Church Creek
Blackwater River Lodge
8 bedrooms, 9 beds, 4 bathrooms
12–17 Aug
4.79 out of 5 average rating, 14 reviews
Guest favourite
Home in Cambridge
Waterfront Cambridge Home: Pool & Dock!
4 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
4.87 out of 5 average rating, 15 reviews
Top guest favourite
Tiny home in Cambridge
The Little House on the Farm, Water Access
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 243 reviews
Guest favourite
Campsite in Cambridge
Blackwater Snakehead Campsite/RV-Camper Parking
No bathroom
12–17 Aug
4.85 out of 5 average rating, 112 reviews
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, 43 reviews
Top guest favourite
Home in Church Creek
Church Creek Charm (Close to Blackwater!)
3 bedrooms, 4 beds, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 166 reviews
Top guest favourite
Flat in Church Creek
Nature's Rest in Church Creek
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.97 out of 5 average rating, 451 reviews
Top guest favourite
Home in Cambridge
Modern Chesapeake Waterfront - Heated Pool - Dock
5 bedrooms, 8 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Cambridge
The Oyster House
4 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
4.89 out of 5 average rating, 74 reviews