Book Hotels in Kent Island, MD
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Top Kent Island hotels

240' Private Beachfront @Kent Island Love Point - Great for Large Groups
stevensville MD
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
This house and the property in general have everything you need to have a great vacation. The owner has ensured that all the staples you may need are available and in significant quantities. The kitchen has everything you can think of to prepare and serve a fantastic meal for a large group. My family ...
Reviewed on Dec 4, 2025

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Stevensville MD
This vacation home features a garden, laundry facilities, and barbecue grills.
This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family ...
Reviewed on Nov 30, 2025

The Inn at Chesapeake Bay Beach Club
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $209 total per night from Jan 4 to Jan 5
$209 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business ...
We had a wonderful stay at the Chesapeake Bay Beach Club and couldn’t have asked for a better place to celebrate our 3rd anniversary. From the moment we arrived, the staff was fantastic—friendly, welcoming, and genuinely attentive throughout our stay. Our room was very nice, clean, and well maintained, ...
Reviewed on Dec 17, 2025

Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $150 total per night from Dec 29 to Dec 30
$150 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
Room was spotless. The staff was helpful
Reviewed on Dec 16, 2025

Microtel Inn & Suites by Wyndham Gambrills
2525 Evergreen Rd. Gambrills MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Dec 29 to Dec 30
$87 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Staff at the 24-hour ...
Clean room. Breakfast was very very basic, waffles only no meat or eggs. Oatmeal was instant packs. Good thing this hotel is located near McDonald’s or other locations that serve a complete meal.
Reviewed on Dec 13, 2025

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $187 total per night from Dec 29 to Dec 30
$187 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. ...
Great customer service!
Reviewed on Dec 21, 2025

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $86 total per night from Jan 4 to Jan 5
$86 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Rooms were comfy, clean, quiet, and modern. The TV was nice and large, and any time we needed maintenance, they came up right away. The thing that stood out the most though was the front desk staff. They were super friendly, personable, amiable, and accomidating. I highly recommend staying here.
Reviewed on Dec 21, 2025

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
$109 nightly
The price is $124 total per night from Jan 12 to Jan 13
$124 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Very clean room, breakfast was delicious and parking was safe On thing that bothered me though… I visited the gym three days in a row and all three days there were no wipes for the machines and nothing to clean the machines with. It a post-covid world that is not acceptable.
Reviewed on Dec 17, 2025

Floating 2 bed 2 bath condo stunning views of the bay
Stevensville MD
This houseboat features barbecue grills.
Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...
Reviewed on Oct 8, 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.
Hotels in Kent Island with star-rating
Check Kent Island Hotels by Star Rating

5 Star Hotels
3 properties
Frequently asked questions
Recent Kent Island hotel reviews by fellow wanderers

DoubleTree by Hilton Hotel Annapolis
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Rooms were comfy, clean, quiet, and modern. The TV was nice and large, and any time we needed maintenance, they came up right away. The thing that stood out the most though was the front desk staff. They were super friendly, personable, amiable, and accomidating. I highly recommend staying here."
A verified traveler stayed at DoubleTree by Hilton Hotel Annapolis
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