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Top Kent Island hotels

240' Private Beachfront @Kent Island Love Point - Great for Large Groups
stevensville
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
The property is beautiful!! The host definitely went over and beyond . His communication was timely and accommodated our special needs. I can’t recommend this property and the host (Hal) enough. I will definitely be neck and gave already have begun spreading the word to family and friends
Reviewed on Nov 6, 2025

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Stevensville
This vacation home features a garden, laundry facilities, and barbecue grills.
The Woodland Retreat property was quiet and a good location for our fall golf trip. All beds comfortable and the place was very clean. Good hot water for showering and plenty of towels / linens. The Owner was very responsive to all questions we had prior to checkin and during our stay. The Wifi worked ...
Reviewed on Nov 14, 2025

The Inn at Chesapeake Bay Beach Club
180 Pier One Road, Stevensville, MD
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $230 total per night from Dec 1 to Dec 2
$230 total
Dec 1 - Dec 2
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 ...
Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around.
Reviewed on Nov 10, 2025

Graduate by Hilton Annapolis
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $161 total per night from Dec 15 to Dec 16
$161 total
Dec 15 - Dec 16
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, ...
Front desk staff friendly. But there attire is not very appropriate
Reviewed on Oct 26, 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 Nov 23 to Nov 24
$87 total
Nov 23 - Nov 24
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 ...
Room was clean and staff was friendly and helpful.
Reviewed on Nov 11, 2025

Historic Inns of Annapolis
58 State Circle Annapolis MD
$162 nightly
The price is $185 total per night from Nov 23 to Nov 24
$185 total
Nov 23 - Nov 24
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. ...
Every aspect of my stay was excellent. The staff was exceptional.
Reviewed on Nov 14, 2025

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$83 nightly
The price is $95 total per night from Dec 7 to Dec 8
$95 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Ok.
Reviewed on Nov 11, 2025

Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Nov 24 to Nov 25
$90 total
Nov 24 - Nov 25
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, free WiFi in public areas, and ...
Great hotel! Clean and very quiet. Hotel staff was friendly and helpful. Great location with so much to do and all within walking distance. Will definitely stay here again on my next trip to Annapolis.
Reviewed on Nov 10, 2025

Floating 2 bed 2 bath condo stunning views of the bay
Stevensville
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

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The Woodland Retreat property was quiet and a good location for our fall golf trip. All beds comfortable and the place was very clean. Good hot water for showering and plenty of towels / linens. The Owner was very responsive to all questions we had prior to checkin and during our stay. The Wifi worked well. This is a heavily wooded area and we enjoyed using the firepit and grill. Plenty of room to park if multiple parties are involved. While not real close to many restaurants most will deliver and we opted for this. A nice secluded getaway. "
A verified traveler stayed at Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
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