Photo by Jennifer Crim

Find beach hotels in Kent Island, MD

Beach vacation deals from $291

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Pick from 20 Kent Island Beach Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Inn at Chesapeake Bay Beach Club
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (360)
"Can’t say enough. We had a fabulous stay here for the wedding. Top notch. Thanks so much "
The price is $291
includes taxes & fees
$262 per night
Oct 1 - Oct 2
The Inn at Chesapeake Bay Beach Club
Pool and Bay Views on wrap around deck in Kent Island
Pool
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (24)
"We loved everything about the Kent Island House! Would book again in a hot minute"
Pool and Bay Views on wrap around deck in Kent Island
Waterfront Cottage on the Eastern Shore
Fridge, microwave, oven, stovetop
Waterfront Cottage on the Eastern Shore
9.6 out of 10, Exceptional, (7)
"We rented the house for the weekend and to host a surprise birthday party. We had the party right at the beach and the host/concierge were able to help us with everything we needed. They really went out of their way for us, and it made a huge difference in the party’s success! Plus, you can’t beat the view and the Chesapeake Bay sunsets !!"
The price is $819
includes taxes & fees
$742 per night
Oct 1 - Oct 2
Waterfront Cottage on the Eastern Shore
Chesapeake Houseboat Getaway on Kent Island, Maryland
Property grounds
Chesapeake Houseboat Getaway on Kent Island, Maryland
9.6 out of 10, Exceptional, (16)
"Julia’s house boat was beautifully unique and provided a clean and relaxing touch down spot for checking out the bay area. "
Chesapeake Houseboat Getaway on Kent Island, Maryland
Circa 1700 Chesapeake Colonial home on the National Register.
Exterior
Circa 1700 Chesapeake Colonial home on the National Register.
9.8 out of 10, Exceptional, (49)
"We very much enjoyed our stay, relishing the peace and quiet of the property as an offset to our busy wedding week. The house was spacious and well outfitted, and we all enjoyed downtime in the pool. Glen was very helpful at answering all of our questions. We left the galley stairs to the young adults traveling with us. :)"
Circa 1700 Chesapeake Colonial home on the National Register.
DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 8-10-PETS ALLOWED.
Property grounds
DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 8-10-PETS ALLOWED.
10.0 out of 10, Exceptional, (2)
"We had a fantastic time. The house was clean, beautiful, and accommodated our group so nicely. The owner was kind and easy to communicate with."
DOLCE VIDA -KENT ISLAND HOME WITH POOL AND OCEAN VIEW-sleeps 8-10-PETS ALLOWED.
New! Stylish downtown home w/awesome outdoor area!
Property grounds
New! Stylish downtown home w/awesome outdoor area!
10.0 out of 10, Exceptional, (17)
"The owners have the gift of hospitality. Easy check in/out, clean!!, handsome decor, lovely setting and room for everyone."
The price is $525
includes taxes & fees
$495 per night
Sep 30 - Oct 1
New! Stylish downtown home w/awesome outdoor area!
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
On the beach, sun loungers, beach towels
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
10.0 out of 10, Exceptional, (75)
"We were on Kent Island for a family reunion. This property comfortably accommodated our group of 6 adults and 4 children ages 10-16 (3 families). The bedrooms were large enough and spread out enough to allow for privacy and quiet spots. The volleyball court was a big hit with everyone. There were many games and additional game equipment available. Great weekend. Thank you. This is a second rental we have made with Donna and will be back again."
The price is $1,272
includes taxes & fees
$1,200 per night
Oct 1 - Oct 2
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Fridge, microwave, oven, stovetop
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
10.0 out of 10, Exceptional, (37)
"The house help 12 guys comfortably. Great neighborhood and area, great outside area to hang out, great time!"
The price is $1,241
includes taxes & fees
$1,171 per night
Oct 1 - Oct 2
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
25-50% Off~Private Beach~Hot Tub~Fire Table~
On the beach, beach towels
25-50% Off~Private Beach~Hot Tub~Fire Table~
9.8 out of 10, Exceptional, (17)
"We had a wonderful stay at this great property, while in town for my niece’s wedding. The location on the water is perfect, and the house was clean and well thought out. A well stocked kitchen, plenty of seating, and lots of little extras you don’t often find in a rental home. It is obvious that the owners put a lot of thought and care into their property. Our only suggestion would be to remove the loose boards with rusty nails down by the little beach area…this would have been a dangerous...
25-50% Off~Private Beach~Hot Tub~Fire Table~
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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.

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