Search results; Over 1,000 homes in Woolford

Top guest favourite
Cottage in Woolford
Bay Cottage w/ Pier-Kayaks near Cambridge
3 bedrooms, 8 beds, 2 private bathrooms
26–31 Jul
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5.0 out of 5 average rating, 83 reviews
Top guest favourite
Home in Woolford
Newly Renovated Modern 3 bed 2 bath Water Front
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 243 reviews
Top guest favourite
Home in Woolford
Waterfront Getaway with Dock
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 186 reviews
Top guest favourite
Home in Church Creek
Church Creek Charm (Close to Blackwater!)
3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 160 reviews
Top guest favourite
Guest house in Woolford
Cozy Waterfront Garage Unit
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Woolford
Eastern Shore Waterfront-Pier, Kayaks, FirePit
2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Cambridge
The Sailor’s Shanty
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Church Creek
Nature's Rest in Church Creek
1 bedroom, 1 queen bed, 1 bathroom
6–11 Jul
4.97 out of 5 average rating, 447 reviews
Guest favourite
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Home in Cambridge
Osprey's Retreat Waterfront w/ private beach/dock
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Jul
4.96 out of 5 average rating, 106 reviews
Home in Fishing Creek
Chesapeake Bay Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cambridge
Chesapeake Sunset Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
11–16 Aug
4.97 out of 5 average rating, 103 reviews
Superhost
Home in Cambridge
Drop Anchor on the Chesapeake
3 bedrooms, 5 beds, 2.5 bathrooms
6–11 Jul
4.86 out of 5 average rating, 7 reviews
Cabin in Lusby
Waterfront Log Cabin: Deep Work & Nature Retreat
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
New place to stay
Guest favourite
Home in Cambridge
Outline
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.9 out of 5 average rating, 31 reviews
Home in Cambridge
Amazing Everything!
4 bedrooms, 4 beds, 4.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Cambridge
Captain's Quarters on the Chesapeake
7 bedrooms, 13 beds, 7.5 bathrooms
5–10 Jul
Guest favourite
Campsite in Cambridge
Levin's Waterfront Paradise @ Blackwater Refuge
No bathroom
5–10 Jul
4.94 out of 5 average rating, 103 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, 8 reviews