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“Great location with everything within walking distance!”

“We truly enjoyed our stay at Osprey’s Landing. Check-in and check-out were smooth. The property and grounds were awesome. We especially loved the pool, beach area, playground, views, and convenient location. We hope to return in the future!”

“Beautiful suite and not missing a thing. Great attention to detail with all the comforts of home. The bottle of bubbly was a nice surprise! Close to everything, great views and a super comfortable. Highly recommend. ”

“The property was beautiful and our accommodations were wonderful. The only issue we had was nothing to do with this property. It was not easily accessible to town by foot. We went to the Chestertown Community page and asked about Uber accessibility and were told 24/7. We came to Chestertown by boat, no vehicle. We had a 2 mile walk to town to get something to eat. ”

“Such a great hidden gem! Hubby and I booked this for a Weekend away and you truly felt Away! 10 min from downtown Annapolis, but you felt on your own tropical paradise. The property is beautiful the hosts were super welcoming. The amenities were great. I'm definitely keeping this in my pocket for when i wantto run away again. ”

“As others have noted, the space is very clean, well appointed and conveniently located. I'd like to add that the hosts have done a wonderful job of representing the community in the home. Their art collection is lovely and features local artists. The books placed are all interesting and about the area; even the chocolates were purchased from a locally owned store. I would absolutely stay here again and highly recommend it.”

“Lovely property. Plenty of space for my wife and I. Lovely garden with nice flowers and lawn. Rick was quite accommodating allowing us to check in early. ”

“Just as advertised! It was conveniently located near where we wanted to be and it was perfect for the two of us. The only downside was the walk up the two flights of stairs which she let us know ahead of time. I just need to learn to pack lighter. LOL It was really great to be able to cook meals and not have to go out for every meal. ”