Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
Singapore
Trip Boards
List your property
Help
My trips
Sign in
It's easy to contact hosts and keep track of all your messages when you have a Vrbo account
Traveller login
Sign in as an owner
Create a free account
Feedback
Opens in a new window
Beginning of main content
Going to
Going to
Dates
Dates
Travellers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am travelling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
172 properties
How our sort order works
Opens in a new window
Search results showing properties in Sherwood, Maryland, United States of America
Google map showing 172 properties
Photo gallery for Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Front window wall reflecting water view; newly stained premium wood deck
Show previous image for Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Show next image for Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Premier Host
House · 1.7 mi (2.8 km) to Sherwood centre
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Sleeps 4 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
120 reviews
(120 reviews)
Unavailable
More information about Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels, opens in a new tab
Photo gallery for Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
Exterior
Show previous image for Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
Show next image for Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
Cottage · 0.1 mi (0.1 km) to Sherwood centre
Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
Sleeps 4 · 2 bedrooms · 1 bathroom
9.8
9.8 out of 10
Exceptional
exceptional
30 reviews
(30 reviews)
Unavailable
More information about Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD, opens in a new tab
Photo gallery for A Waterfront Escape Like No Other
LAUNCH
Show previous image for A Waterfront Escape Like No Other
Show next image for A Waterfront Escape Like No Other
House · 1.9 mi (3.1 km) to Sherwood centre
A Waterfront Escape Like No Other
Sleeps 12 · 6 bedrooms · 4+ bathrooms
9.6
9.6 out of 10
Exceptional
exceptional
5 reviews
(5 reviews)
Unavailable
More information about A Waterfront Escape Like No Other, opens in a new tab
House · 0.8 mi (1.3 km) to Sherwood centre
Heated pool, sandy beach, pier, and playground set punch point apart!
Sleeps 10 · 5 bedrooms · 4+ bathrooms
Unavailable
More information about Heated pool, sandy beach, pier, and playground set punch point apart!, opens in a new tab
House · 0.7 mi (1.2 km) to Sherwood centre
Waterfront-Private 153 acre Historic Estate
Sleeps 12 · 11 bedrooms · 6+ bathrooms
10
10 out of 10
Exceptional
exceptional
2 reviews
(2 reviews)
Unavailable
More information about Waterfront-Private 153 acre Historic Estate, opens in a new tab
House · 1.6 mi (2.6 km) to Sherwood centre
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sleeps 12 · 8 bedrooms · 8+ bathrooms
10
10 out of 10
Exceptional
exceptional
28 reviews
(28 reviews)
Unavailable
More information about Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND, opens in a new tab
House · 1.5 mi (2.4 km) to Sherwood centre
SEPT SUMMERS & FREE BUSHEL OF CRABS W/SEPT/OCT BOOKING
Sleeps 10 · 5 bedrooms · 4+ bathrooms
9.8
9.8 out of 10
Exceptional
exceptional
38 reviews
(38 reviews)
Unavailable
More information about SEPT SUMMERS & FREE BUSHEL OF CRABS W/SEPT/OCT BOOKING, opens in a new tab
House · 0.2 mi (0.4 km) to Sherwood centre
Beautiful, Private Retreat with HUGE Water Views!!
Sleeps 12 · 6 bedrooms · 3 bathrooms
10
10 out of 10
Exceptional
exceptional
29 reviews
(29 reviews)
Unavailable
More information about Beautiful, Private Retreat with HUGE Water Views!! , opens in a new tab
Cottage · 3.96 km from Sherwood
Relaxing Waterfront Cottage Near St Michaels, Maryland
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.8
9.8 out of 10
Exceptional
exceptional
197 reviews
(197 reviews)
Unavailable
More information about Relaxing Waterfront Cottage Near St Michaels, Maryland, opens in a new tab
House · 8.45 km from Sherwood
Stay in the HEART of Saint Michaels!
Sleeps 4 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
299 reviews
(299 reviews)
Unavailable
More information about Stay in the HEART of Saint Michaels!, opens in a new tab
Cottage · Bozman, 2.67 km from Sherwood
Eastern Shore Getaway Near St. Michaels
Sleeps 2 · 1 bedroom · 2 bathrooms
9.6
9.6 out of 10
Exceptional
exceptional
120 reviews
(120 reviews)
Unavailable
More information about Eastern Shore Getaway Near St. Michaels, opens in a new tab
Guesthouse · 15.51 km from Sherwood
Newly Renovated Guest House located in Oxford MD
Sleeps 4 · 1 bedroom · 1 bathroom
10
10 out of 10
Exceptional
exceptional
10 reviews
(10 reviews)
Unavailable
More information about Newly Renovated Guest House located in Oxford MD, opens in a new tab
House · 4.96 km from Sherwood
Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly
Sleeps 4 · 2 bedrooms · 1 bathroom
10
10 out of 10
Exceptional
exceptional
45 reviews
(45 reviews)
Unavailable
More information about Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly , opens in a new tab
Cottage · 5.06 km from Sherwood
Eastern Shore Waterside Cottage Near St. Michaels
Sleeps 6 · 3 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
6 reviews
(6 reviews)
Unavailable
More information about Eastern Shore Waterside Cottage Near St. Michaels, opens in a new tab
Cottage · 8.7 km from Sherwood
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Sleeps 5 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
152 reviews
(152 reviews)
Unavailable
More information about Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, opens in a new tab
Cottage · 8.75 km from Sherwood
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Sleeps 5 · 2 bedrooms · 1+ bathroom
9.6
9.6 out of 10
Exceptional
exceptional
105 reviews
(105 reviews)
Unavailable
More information about John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, opens in a new tab
House · 10.97 km from Sherwood
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
Sleeps 4 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
89 reviews
(89 reviews)
Unavailable
More information about Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway, opens in a new tab
Apartment · 8.65 km from Sherwood
Unmatched Luxury Living
Sleeps 3 · 1 bedroom · 1+ bathroom
10
10 out of 10
Exceptional
exceptional
21 reviews
(21 reviews)
Unavailable
More information about Unmatched Luxury Living, opens in a new tab
Tell us how we can improve our site
Share feedback
