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Top Kent Island hotels

Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
This houseboat features barbecue grills.
"Beautiful home on the water! Everything was very clean and Julia was amazing! She answered my questions instantly and made the whole experience easy. We walked to the local spot on the water and had a great time hanging out with the locals, great food and water views. Julia offered a ton of options ..."
Reviewed on Jun 19, 2026

Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville MD
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"We have stayed here 3 times now. We love the pool and the fishing."
Reviewed on Jun 15, 2026

The Inn at Chesapeake Bay Beach Club
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $276 total per night from Jun 30 to Jul 1
$276 total
Jun 30 - Jul 1
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Enjoy the seasonal outdoor pool and perks like free self parking ...
"The restaurant was wonderful and so was the staff. The grounds were gorgeous and interesting."
Reviewed on Jun 24, 2026

Kent Island Resort
500 Kent Manor Dr Stevensville MD
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $198 total per night from Jul 5 to Jul 6
$198 total
Jul 5 - Jul 6
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace ...
"Great romantic stay"
Reviewed on Jun 28, 2026

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Jul 6 to Jul 7
$148 total
Jul 6 - Jul 7
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. ...
"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I ..."
Reviewed on Jun 29, 2026

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
Fully refundable
$101 nightly
The price is $115 total per night from Jul 5 to Jul 6
$115 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"This hotel was fine for our one-night stopover in Annapolis. Location was good with plenty of free parking. The room was spacious, although fairly basic. Beds were clean and comfortable. On the down side, the foyer of the hotel wasn't very clean when we visited. Perhaps someone had just been in with ..."
Reviewed on Jun 24, 2026

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
$110 nightly
The price is $125 total per night from Jul 5 to Jul 6
$125 total
Jul 5 - Jul 6
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. ...
"It wasn’t the property or the room.. It was the unfriendly staff members. Not a single smile from the second we walked in… the front desk act as if we were bothering them.. never again"
Reviewed on Jun 29, 2026

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $109 total per night from Jul 5 to Jul 6
$109 total
Jul 5 - Jul 6
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. ...
"Excellent value for the Annapolis area. Everything was Good or Very Good and the price was quite reasonable compared to other similar properties."
Reviewed on Jun 29, 2026

Floating 2 bed 2 bath condo stunning views of the bay
Stevensville MD
This houseboat features barbecue grills.
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"
Reviewed on May 21, 2026
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

Historic Inns of Annapolis
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I arrived late at night as was too tired to call for my car and go back to the office to change rooms. That said it was quiet so I slept well."
A verified traveler stayed at Historic Inns of Annapolis
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