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Search results; Over 1,000 homes in Woolford

Top guest favorite
This renovated waterfront Cambridge home gives you direct water access and a fire pit
3 bedrooms, 3 beds, 2 private baths
Aug 19 – 24
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5.0 out of 5 average rating, 249 reviews
Top guest favorite
This waterfront Church Creek house gives you a dock, fire pit, and kayaks
4.94 out of 5 average rating, 189 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Superhost
This waterfront Chesapeake Bay house gives you three acres, kayaks, and bay views
4.67 out of 5 average rating, 58 reviews, 6 bedrooms, 10 beds, 4 baths
Aug 16 – 21
Guest favorite
This renovated Cambridge house puts you near the Choptank River with a deck and fire pit
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 23 – 28
Superhost
This Fishing Creek cottage gives you a pier, hot tub, and kayaks on the water
2 bedrooms, 4 beds, 1 bath
Aug 26 – 31
Top guest favorite
Sip morning coffee on your balcony at this Church Creek apartment near a wildlife refuge
4.97 out of 5 average rating, 451 reviews, 1 bedroom, 1 bed, 1 bath
Aug 17 – 22
Top guest favorite
Soak in waterfront sunsets from the porch of this Cambridge houseboat
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bath
Aug 22 – 27
This waterfront Chesapeake Bay carriage house gives you a pier, pool, and kayaks
4 bedrooms, 5 beds, 1.5 baths
Sep 27 – Oct 2
Wake to river sunrises at this waterfront Cambridge house with a fire pit
New place to stay, 4 bedrooms, 7 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
This rustic Cove Point cabin puts you next to the bay with a kayak and fire pit
4.87 out of 5 average rating, 101 reviews, 2 bedrooms, 2 beds, 1.5 baths
Sep 27 – Oct 2
Top guest favorite
This 18th-century guesthouse on Hudson Creek gives you pool, dock, and water views
4.99 out of 5 average rating, 142 reviews, 1 bedroom, 2 beds, 1 bath
Aug 14 – 19
Guest favorite
Wake to waterfront views at this Eastern Shore house with a heated pool and pier
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 7 beds, 2.5 baths
Aug 17 – 22
Top guest favorite
This pre-1900 farmhouse in Church Creek puts you 7 minutes from Blackwater Refuge
4.97 out of 5 average rating, 166 reviews, 3 bedrooms, 4 beds, 1 bath
Oct 12 – 17
This Stafford County house puts you 15 steps from a private beach with kayaks
New place to stay, 5 bedrooms, 4 beds, 3 baths
Aug 21 – 26
Guest favorite
This bayfront Fishing Creek house gives you a private dock, boat lift, and cottage
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 13 – 18
Top guest favorite
Look out over the Choptank River from this waterfront Chesapeake Bay house
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 2.5 baths
Aug 17 – 22
Top guest favorite
Look out over Cuckold Creek from this Hollywood cottage with a private dock
4.99 out of 5 average rating, 106 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 13 – 18
Top guest favorite
This waterfront Chesapeake Bay house puts you on a pier with kayaks and river views
5.0 out of 5 average rating, 62 reviews, 3 bedrooms, 7 beds, 2 baths
Aug 28 – Sep 2
Top guest favorite
Watch the tide roll in from the screened porch at this renovated 1918 Chesapeake Bay cottage
4.96 out of 5 average rating, 28 reviews, 4 bedrooms, 4 beds, 2.5 baths
Aug 22 – 27