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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, 187 reviews
Top guest favourite
Home in Woolford
Newly Renovated Modern 3 bed 2 bath Water Front
5.0 out of 5 average rating, 246 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Flat in Church Creek
Nature's Rest in Church Creek
4.97 out of 5 average rating, 449 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
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
19–24 Jul
Home in Cambridge
Amazing Everything!
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
16–21 Jul
Top guest favourite
Home in Church Creek
Church Creek Charm (Close to Blackwater!)
4.97 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
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
Top guest favourite
Farm stay in Madison
Madison Nature Getaway
4.98 out of 5 average rating, 225 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Room in Cambridge
Sailor's Retreat Captain's Quarters
4.98 out of 5 average rating, 96 reviews, 1 king bed, 1 bathroom
25–30 Aug
Top guest favourite
Home in Cambridge
Chesapeake Sunset Cottage
4.97 out of 5 average rating, 104 reviews, 2 bedrooms, 2 beds, 2 bathrooms
11–16 Aug
Superhost
Home in Woolford
Eastern Shore Waterfront-Pier, Kayaks, FirePit
2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Cambridge
Peaceful Historic House Near Water, with Hot Tub!
4.94 out of 5 average rating, 181 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Jul
Top guest favourite
Place to stay in Cambridge
Wye Three Oaks
4.96 out of 5 average rating, 96 reviews, 2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
Top guest favourite
Home in Madison
Bayfront Gem w/ Amazing Water Views + Pond!
4.97 out of 5 average rating, 59 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
30 Aug – 4 Sept
Superhost
Home in Church Creek
Blackwater River Lodge
4.77 out of 5 average rating, 13 reviews, 8 bedrooms, 9 beds, 4 bathrooms
8–13 Aug
Top guest favourite
Room in Cambridge
Stevens’ Gift, Queen (small room) with river view
4.96 out of 5 average rating, 69 reviews, 1 queen bed, 2 bathrooms
15–20 Jul
Guest favourite
Home in Cambridge
Chesapeake Sunset Retreat
4.82 out of 5 average rating, 34 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
8–13 Sept
Guest favourite
Home in Cambridge
The Sailor’s Shanty
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
Top guest favourite
Guest house in Cambridge
Rosses Chance Guest House
4.99 out of 5 average rating, 140 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Sept