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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
3 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 246 reviews
Superhost
Home in Woolford
The Blue Heron-Spacious Waterfront house w/ kayaks
6 bedrooms, 10 beds, 4 bathrooms
19–24 Jul
4.67 out of 5 average rating, 58 reviews
Guest favourite
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
4.96 out of 5 average rating, 96 reviews
Superhost
Home in Woolford
Eastern Shore Waterfront-Pier, Kayaks, FirePit
2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
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
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, 161 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, 104 reviews
Guest favourite
Cabin in Lusby
Waterfront Log Cabin: Deep Work & Nature Retreat
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Church Creek
Nature's Rest in Church Creek
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 449 reviews
Townhouse in Cambridge
Riverfront Townhouse w/Amazing Water View
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 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, 5 reviews
Guest favourite
Campsite in Cambridge
Blackwater Snakehead Campsite/RV-Camper Parking
No bathroom
17–22 Jul
4.85 out of 5 average rating, 111 reviews
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 72 reviews
Guest favourite
Campsite in Cambridge
Levin's Waterfront Paradise @ Blackwater Refuge
No bathroom
17–22 Jul
4.94 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Saint Michaels
Blue Crab Lodge
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 151 reviews
Top guest favourite
Home in Madison
Bayfront Gem w/ Amazing Water Views + Pond!
4 bedrooms, 7 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 59 reviews
Guest favourite
Home in Fishing Creek
Chesapeake Bay Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 218 reviews