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Top Kent Island hotels

Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD
This houseboat features barbecue grills.
"I have stayed at many places over the years. This would be my favorite place. The view and the location was unbelievable. We were in town for a wedding and our host let us check in early to accommodate the wedding schedule. I would definitely recommend this house boat to anyone that wants a unique ..."

Reviewed on Jun 1, 2026

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Opens in a new windowChesapeake Houseboat Getaway on Kent Island, Maryland
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

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.
"It’s beautiful place inside and out!"

Reviewed on Apr 8, 2026

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Opens in a new windowWoodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Circa 1700 Chesapeake Colonial home on the National Register.

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.
"My wife and I took our 4 grandchildren to the farm for a few days and loved hanging at the pool and going for a walk down to the waters edge to go canoeing. The roosters were a big hit too. Glen was very welcoming and the whole thing was low key. The farm house was amazing to stay in with its funky ..."

Reviewed on Jun 12, 2026

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Opens in a new windowCirca 1700 Chesapeake Colonial home on the National Register.
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $276 total per night from Jun 15 to Jun 16
$276 total
Jun 15 - Jun 16
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 hotel was clean and the staff were really nice. More of a resort than a hotel. I would recommend for the perfect getaway."

Reviewed on Jun 7, 2026

Opens in a new windowThe Inn at Chesapeake Bay Beach Club
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $194 total per night from Jun 15 to Jun 16
$194 total
Jun 15 - Jun 16
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 ...
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."

Reviewed on Jun 9, 2026

Opens in a new windowKent Island Resort
NEW! Charming Farm House in Historic Kent Island

NEW! Charming Farm House in Historic Kent Island

Stevensville MD
This vacation home includes a garden and barbecue grills.
Comfy stay
"comfortable for five and even the sixth person. Cute house, convenient location. Need instructions on using shower heads and on what tv channels are available."

Reviewed on Nov 3, 2022

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Opens in a new windowNEW! Charming Farm House in Historic Kent Island
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $151 total per night from Jul 1 to Jul 2
$151 total
Jul 1 - Jul 2
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. ...
"First room had non-functional ac in 90+ heat. Went to dinner while it was worked on. Was notified during dinner that it couldn't be repaired and to expect a new room upon return. Eventually got a room but had to wait 10 minutes in heat although they knew we were coming back. The staff member was ..."

Reviewed on Jun 12, 2026

Opens in a new windowHistoric Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
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. ...
"The hot tub was out of service. The restaurant was never open when we wanted to dine there. The bathroom in the room had an odor. Otherwise the stay was suitable for the couple of nights my husband and I stayed."

Reviewed on Jun 9, 2026

Opens in a new windowCrowne Plaza Annapolis by IHG
Floating 2 bed 2 bath condo stunning views of the bay

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

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Opens in a new windowFloating 2 bed 2 bath condo stunning views of the bay
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See all available properties in Kent Island
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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.

Frequently asked questions

What are the top kid-friendly hotels in Kent Island?
Take some of the trials out of traveling with young ones by opting for a family-friendly Kent Island hotel. From useful amenities to extra-helpful services, these properties feature perks that'll make your trip run smoothly: Settle in at ❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️. It comes with a king bed, clothes washing facilities and a knack for making families feel at home. Otherwise, spend your nights in Kent Island at LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12. Take advantage of a king bed, pet-friendly facilities and more here.
Where can I find cheap hotels in Kent Island?
At Travelocity you'll find really nice hotels in Kent Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Kent Island rather than in Kent Island. We may find you even better rates, too.
How do I find the best Kent Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Kent Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Kent Island?
The cheapest hotel in Kent Island is $125. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Kent Island?
There are 1,303 hotels in Kent Island on Travelocity.
What are the best hotels in Kent Island?
Kent Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Kent Island for you!
When is the best time to visit Kent Island?
If you want the joy of a fun-filled trip in peak season, visit Kent Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Kent Island?
Based on historic data is usually the cheapest month to visit Kent Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Kent Island?
There are multiple hotels in Kent Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Kent Island. We have plenty of kid-friendly hotels in Kent Island to choose from on Travelocity!
Why book a hotel in Kent Island through Travelocity?
Because we have the top hotels in Kent Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Kent Island on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Kent Island hotel reviews by fellow wanderers

Historic Inns of Annapolis

Historic Inns of Annapolis

3 out of 5
Posted 11 hours ago
Travelocity Verified Review
"First room had non-functional ac in 90+ heat. Went to dinner while it was worked on. Was notified during dinner that it couldn't be repaired and to expect a new room upon return. Eventually got a room but had to wait 10 minutes in heat although they knew we were coming back. The staff member was mediocre at best in soothing the situation. I would have expected a manager to be aware and reach out. Didn't happen."
A verified traveler stayed at Historic Inns of Annapolis
Historic Inns of Annapolis

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