A coastal town with a marina, a bridge, and a highway.

Kent Island Hotel Guide - Romantic Hotels in Kent Island, Maryland

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Check availability on Kent Island Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Kent Island romantic hotels

A large, two-story barn-style building with a covered front porch and a garage.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A large, two-story white house with a porch and multiple windows.

1. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
€189
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
Three birds perched on a wooden structure by the water.
A kitchen with a dining area, large windows, and a view of the outdoors.
KI Beach House has many Great Rooms for Mingling or just being by yourself.
A cozy living room with a ceiling fan, a dining area with chairs and a table, and large windows offering a view of the outdoors.

2. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
€1,170
includes taxes & fees
4 Oct - 5 Oct
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.
A cozy living room with a sofa, chairs, a coffee table, and a patterned rug.
A two-story house with a large front porch and a covered patio area.
A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.

3. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
United States
David R.
€1,259
includes taxes & fees
4 Oct - 5 Oct
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A modern kitchen with dark cabinets, a white countertop, and a large window.
A neatly made bed with white linens, two bedside lamps, a bedside table with a lamp, and a folded towel on the bed.
A deck with a view of a marina, including boats and docks.
A waterfront property with a dock, a covered outdoor seating area, and a building with a balcony.

4. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
United States
Danny B.
€247
includes taxes & fees
8 Oct - 9 Oct
Cass-N-Reel Luxury Houseboat
A two-story building with a covered entrance and an American flag.
A hotel room with two beds, a chair, and a painting on the wall.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

5. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
€87
includes taxes & fees
5 Oct - 6 Oct
St Michaels Inn
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

6. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Humberto
€149
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
View from property

7. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
€171
includes taxes & fees
5 Oct - 6 Oct
The Westin Annapolis
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A waterfront property with a dock, a sailboat, and a building with a red roof.
A spacious indoor dining area with large windows, tables, and chairs.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

8. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
€181
includes taxes & fees
6 Oct - 7 Oct
The Tilghman Island Inn
A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding trees.
A hotel room with a large bed, a chair, a desk, and a television.

9. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
€501
includes taxes & fees
26 Oct - 27 Oct
Inn at Perry Cabin
A white two-story building with a central entrance, a staircase, and a small garden area.
A table with a champagne bottle and glasses, a lamp, and a window with blinds.
A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.
A couple standing in front of a black wooden building with white-framed windows.

10. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
Annapolis
United States
Chris
€346
includes taxes & fees
20 Oct - 21 Oct
134 Prince - Luxury Boutique Hotel
View all properties

Top Kent Island Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great hotel staff"
Humberto 1-night trip
Posted 18 hours ago
Graduate by Hilton Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Everything was fine. I came back very late at night and found my key wouldn't work but the desk person got it straightened out with no problem at all."
Benjamin 2-night trip
Posted 19 hours ago
Best Western Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 2 days ago
St Michaels Inn
Kent Island Resort

Kent Island Resort

10/10 Excellent
"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."
Steven 2-night trip
Posted 11 days ago
Kent Island Resort
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 12 days ago
The Westin Annapolis

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