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Find Family Hotels in Kent Island, MD
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Top Kent Island Family Hotels
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Stevensville
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
shannan t.
The price is ￥61,877
￥135,942 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Hotel Annapolis
Annapolis
8.6 out of 10, Excellent, (1002)
"Great place!"
Tawnya
The price is ￥9,031
￥10,296 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rod 'N' Reel Resort
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful
I can’t wait for"
Lynn
The price is ￥15,156
￥19,938 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
mike
The price is ￥12,251
￥13,598 total
includes taxes & fees
Dec 7 - Dec 8
Comfort Inn & Suites Chestertown
Chestertown
8.6 out of 10, Excellent, (858)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
Santa
The price is ￥15,889
￥17,637 total
includes taxes & fees
Dec 25 - Dec 26
Quality Inn
Grasonville
7.8 out of 10, Good, (858)
"room was nice breakfast was good and the staff was very friendly and helpful. "
Esai
The price is ￥13,182
￥14,633 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Easton
Easton
9.0 out of 10, Wonderful, (553)
"Super pet friendly, fresh cookies, and very clean rooms. "
Megan
The price is ￥17,403
￥19,143 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn
Easton
7.6 out of 10, Good, (824)
"Everything was clean; staff friendly; breakfast great"
Richard
The price is ￥12,523
￥13,776 total
includes taxes & fees
Dec 14 - Dec 15
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.
Top Kent Island Hotel Reviews
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
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Kent Island Hotels by Star Rating
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