Beautiful summer sunset over the Chesapeake bay.

Search Cottages in Kent Island

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Save an average of 15% on thousands of hotels when you're signed in

Top Kent Island Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"We stayed there for 7 days and loved it. The breakfast was so good (the bagel with bacon, cheddar cheese, and egg was delicious)! We loved the large TV in the room, the beds were very comfy, the room was spacious and we were so grateful that the staff wiped off the cars after it snowed. The fire roaring in the common room's fireplace added a festive and cozy atmosphere. But the biggest standout was the front desk staff. They were all incredibly friendly, kind, always smiling, and very efficient and accommodating. I usually don't leave reviews but this hotel came to feel like a second home and the front desk staff made me smile, so I had to leave a review. I highly recommend staying here."

Graduate by Hilton Annapolis

10/10 Excellent

"The room decor is unique and focuses completely on the United States Naval Academy. Decorated with bright colors and memorabilia from the over 200 year old academy, it feels personal. The beds are very comfortable, the shower head has good pressure and there is a frig in each room. The Valet staff are very helpful and accommodating. The restaurant in the lobby serves delicious food but has a limited menu. The restaurant was closed for private parties 2 nights of my 5 night stay for private parties, which was quite inconvenient; a notification sent to each room would have permitted us to make other plans in advance. The front desk and restaurant are “cashless” so bring a selection of denominations for tips and small purchases. ATM in lobby. The one oddity of the hotel design is that the hotel is in a rectangular shape with all of rooms bordering the perimeter: the outermost rooms have windows that look outside but the innermost rooms around the perimeter have windows that overlook a ballroom/dining/entertainment area that can be loud in the evenings. 2 of my 4 pillowcases were ripped."