Kent Island Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Jennifer Crim
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Kent Island Resort
500 Kent Manor Dr, Stevensville, MD
Book a stay at this golf hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (107 reviews)
Couples like: couples dining, champagne service
Travellers say...
"My family and I love staying here a few times a year. Its always so beautiful, scenic, and friendly. We feel like the whole estate and property is just ours. The staff is always professional, friendly and caring, and Heather will always greet you with a lovely smile."
Reviewed on 1 Aug 2025
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville
Book a stay at this beach vacation home in Stevensville. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Matapeake State Park ...
Couples like: hot tub, on the beach, fireplace
Family Reunion
"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 ..."
Reviewed on 20 Aug 2024
The Inn at Chesapeake Bay Beach Club
180 Pier One Road, Stevensville, MD
Stay at this 4-star spa hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (405 reviews)
Couples like: full-service spa, bar
Travellers say...
"Clean but not enough things to do around the property"
Reviewed on 5 Aug 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.