Book Hotels in Kent Island, MD

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Top Kent Island hotels

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.
"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house ..."

Reviewed on Sep 28, 2026

Opens in a new windowWoodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

stevensville MD
This vacation home features a garden, laundry facilities, and barbecue grills.
"A wonderful home with a great location. Would definitely stay there again!"

Reviewed on Nov 9, 2026

Opens in a new window240' Private Beachfront @Kent Island Love Point - Great for Families
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville MD
$285 nightly
The price is $307 total per night from Nov 23 to Nov 24
$307 total
Nov 23 - Nov 24
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
"There was a group of 15 of us traveling to Kent Island for a reunion, so we needed to rent a second house - that was this one. It was a great place for the ladies to sleep, but they did not hang at the house at all. It smelled nice and clean when we arrived and Adam was very prompt with his ..."

Reviewed on Oct 20, 2026

Opens in a new windowRelax on Kent Island in a 4 Bedroom Home w/Waterview!
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
$204 nightly
The price is $226 total per night from Dec 9 to Dec 10
$226 total
Dec 9 - Dec 10
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 perfect getaway weekend with my husband! Will definitely go back."

Reviewed on Nov 9, 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
$155 nightly
The price is $169 total per night from Dec 1 to Dec 2
$169 total
Dec 1 - Dec 2
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 ...
"We had a balcony that was private to our room. Because it was the off season, we were the only ones that stayed there. Had the whole place to ourselves."

Reviewed on Nov 6, 2026

Opens in a new windowKent Island Resort
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
$105 nightly
The price is $120 total per night from Dec 3 to Dec 4
$120 total
Dec 3 - Dec 4
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. ...
"Positives included being close to the sites and Annapolis history, a very attentive hotel and valet parking staff with quick response to requests. Negatives included a noisy refrigerator, no microwave and a restaurant nearby playing loud music into the late evening. The only real choice was using ..."

Reviewed on Nov 14, 2026

Opens in a new windowHistoric Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Dec 6 to Dec 7
$184 total
Dec 6 - Dec 7
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
"Very nice experience from top to bottom"

Reviewed on Nov 15, 2026

Opens in a new windowRod 'N' Reel Resort
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Nov 24 to Nov 25
$91 total
Nov 24 - Nov 25
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. ...
"The room was great had everything we needed fridge, stovetop, dishwasher. It was A very nice suite. The staff and property were great"

Reviewed on Nov 14, 2026

Opens in a new windowSonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
$99 nightly
The price is $113 total per night from Dec 16 to Dec 17
$113 total
Dec 16 - Dec 17
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. ...
Opens in a new windowCrowne Plaza Annapolis by IHG
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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 $91. 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 1,323 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.

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