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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, 188 reviews
Superhost
Home in Woolford
The Blue Heron-Spacious Waterfront house w/ kayaks
4.67 out of 5 average rating, 58 reviews, 6 bedrooms, 10 beds, 4 bathrooms
16–21 Aug
Top guest favourite
Home in Woolford
Newly Renovated Modern 3 bed 2 bath Water Front
5.0 out of 5 average rating, 247 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Holiday home in Cambridge
Very Private and Spacious Waterfront Family House
4.76 out of 5 average rating, 68 reviews, 8 bedrooms, 15 beds, 6.5 bathrooms
15–22 Aug
Home in Cambridge
Amazing Everything!
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
1–6 Aug
Top guest favourite
Guest house in Woolford
Cozy Waterfront Garage Unit
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Cambridge
Outline
4.91 out of 5 average rating, 33 reviews, 3 bedrooms, 6 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Cambridge
Choptank Riverside Retreat
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Cambridge
Waterfront Cambridge Home: Pool & Dock!
4.86 out of 5 average rating, 14 reviews, 4 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
Top guest favourite
Flat in Church Creek
Nature's Rest in Church Creek
4.97 out of 5 average rating, 450 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Cambridge
Serene getaway with great waterfront views!
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Home in Lusby
Lusby 3BD Family Beach House - Steps to the Sand!
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Guest favourite
Cabin in Lusby
Waterfront Log Cabin: Deep Work & Nature Retreat
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Home in Chesapeake Beach
Water Views •Private Beach• 2 King Beds • Sleeps 8
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Aug
Guest favourite
Home in Cambridge
280 Acre Waterfront Estate With Dock and Pool
5.0 out of 5 average rating, 11 reviews, 5 bedrooms, 10 beds, 6 bathrooms
1–8 Aug
Top guest favourite
Tiny home in Cambridge
Blackwater Tiny Cabin on Snakehead Creek
4.89 out of 5 average rating, 686 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Home in Church Creek
Church Creek Charm (Close to Blackwater!)
4.97 out of 5 average rating, 162 reviews, 3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
Superhost
Home in Woolford
Eastern Shore Waterfront-Pier, Kayaks, FirePit
2 bedrooms, 4 beds, 1 bathroom
14–19 Aug
Guest favourite
Place to stay in East New Market
Beautiful Waterfront Getaway on the Choptank River
4.94 out of 5 average rating, 33 reviews, 2 bedrooms, 5 beds, 2 bathrooms
2–7 Aug