Photo by Patricia Knorr

Plan, book, travel with confidence
Better together
Save up to ￥45,448 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

Top Romantic Kent Island Hotels

Kent Island Resort

500 Kent Manor Dr Stevensville MD

16 min walk from Northern Chesapeake Bay

A garden, a lobby fireplace, and champagne service await couples looking for a romantic getaway at this Victorian hotel. The property also offers private dining, ...

9.2/10 Wonderful! (131 reviews)

Couples like: couples dining, champagne service

Travelers say...

Beautiful hotel, nice staff

Reviewed on Jan 18, 2026

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

Stevensville MD

8 min drive from Northern Chesapeake Bay

Book a stay at this beach vacation home in Stevensville. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Matapeake State Park ...

10/10 Exceptional! (40 reviews)

Couples like: spa tub, on the beach, fireplace

Travelers say...

Just what was needed for our weekend stay.

Reviewed on Sep 14, 2025

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

19 min walk from Northern Chesapeake Bay

If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and a garden. You'll also love the lobby fireplace, premium mattresses, ...

9.4/10 Exceptional! (434 reviews)

Couples like: full-service spa, bar

Travelers say...

Amazing rooms and service!

Reviewed on Jan 17, 2026

See all 1,309 properties in Kent Island

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.