Sherwood
Travel Guide
Visit Sherwood
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood
Book a stay at this family-friendly vacation home in Sherwood. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Goat Island and Back ...
10/10 Exceptional! (35 reviews)
"We had an incredible experience! The house, pool, yard, view, and overall setting are stunning. The hosts were fantastic. Strongly recommend and would go back in a heartbeat."
Reviewed on 22 Sept 2025
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,833 reviews)
"Beautiful hotel in the heart of Annapolis. Lots of charm"
Reviewed on 3 Oct 2025
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr, Edgewater, MD
The price is €85 per night from 9 Nov to 10 Nov
€85
9 Nov - 10 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Parole. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (906 reviews)
"Clean room and pleasant front desk staff. It’s a favorite place to stay whenever in the area!"
Reviewed on 3 Oct 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Sherwood
Book a stay at this family-friendly vacation home in Sherwood. Enjoy private pools, a private beach, and a garden. Popular attractions Back Creek Community Park ...
9.8/10 Exceptional! (16 reviews)
"12 of us classmates rented the house for a girls weekend and we had an absolute wonderful time. The house was very clean. The property caretaker was awesome to deal with and Jennifer was wonderful getting us booked and getting everything in place. We're excited to book it again next year"
Reviewed on 24 Sept 2025
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood
Book a stay at this family-friendly vacation home in Sherwood. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Goat Island and Back ...
10/10 Exceptional! (35 reviews)
"We had an incredible experience! The house, pool, yard, view, and overall setting are stunning. The hosts were fantastic. Strongly recommend and would go back in a heartbeat."
Reviewed on 22 Sept 2025
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.4/10 Exceptional! (117 reviews)
"Beautifully restored historic home, in a quaint neighborhood, near the water and downtown. We loved it!"
Reviewed on 21 Sept 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Goat Island
Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets.
Back Creek Community Park
Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets.
