Kent Island Villas

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

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Recommended hotels in Kent Island

A multi-story hotel with a stone facade, large windows, and a covered entrance.

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

HK$2,062 total

includes taxes & fees

15 Nov - 16 Nov

A large, two-story barn-style building with a covered front porch and a garage.

2. Kent Island Resort

Stevensville

Bethany

HK$1,325 total

includes taxes & fees

16 Nov - 17 Nov

A lighthouse with a white exterior, a balcony, and a metal roof.

3. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Michelle P.

HK$2,235 total

includes taxes & fees

18 Oct - 19 Oct

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

4. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

Rebecca B.

HK$2,287 total

includes taxes & fees

21 Oct - 22 Oct

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

5. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

HK$9,891 total

includes taxes & fees

19 Oct - 20 Oct

A wooden deck with picnic tables and thatched umbrellas, surrounded by greenery and a view of a beach and buildings.

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

Stevensville

barbara s.

HK$10,393 total

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a red roof, a brick chimney, and a small porch.

7. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

"The house was clean. It is clear someone lives there full time and vacated the house for our stay. Their food and clothes remained in the property. It did not bother us, but not something we expected. The AC worked well. The owner communicated there were issues before we arrived that they were working to fix and left the number of the contractor in case we experienced issues. We were there the hottest weekend so far this year and did not have any issues. It does look like they are still...

Michele F.

HK$8,268 total

includes taxes & fees

20 Oct - 21 Oct

8. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Marc

HK$862 total

includes taxes & fees

15 Nov - 16 Nov

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

9. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

HK$1,324 total

includes taxes & fees

27 Oct - 28 Oct

10. Best Western Kent Narrows Inn

Grasonville

Wesley

HK$783 total

includes taxes & fees

8 Nov - 9 Nov

A patio with outdoor seating, overlooking a marina with boats.

11. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

HK$1,278 total

includes taxes & fees

3 Nov - 4 Nov

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

12. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

HK$737 total

includes taxes & fees

15 Nov - 16 Nov

A historic brick building with a red roof, multiple windows, and a central staircase.

13. Historic Inns of Annapolis

Historic District

Jennifer

HK$1,035 total

includes taxes & fees

16 Nov - 17 Nov

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

14. The Tilghman Island Inn

Tilghman

William

HK$1,597 total

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a porch, a front door, and a small garden area.

15. The Wildset

Downtown St. Michaels

Sarah

HK$2,173 total

includes taxes & fees

10 Nov - 11 Nov

A multi-story hotel with a modern design, featuring a prominent entrance with arches and a sign for Hilton Garden Inn.

16. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

HK$946 total

includes taxes & fees

25 Oct - 26 Oct

A building with a sign reading "The Inn."

17. Knapps Narrows Marina & Inn

Sherwood

BARBARA

HK$1,295 total

includes taxes & fees

18 Oct - 19 Oct

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

18. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

HK$946 total

includes taxes & fees

18 Oct - 19 Oct

A row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.

19. Queenstown Harbor Golf Resort

Queenstown

HK$3,329 total

includes taxes & fees

1 Nov - 2 Nov

20. Graduate by Hilton Annapolis

Annapolis

Mark

HK$1,313 total

includes taxes & fees

26 Oct - 27 Oct

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Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"This place was wonderful for family get togethers. So incredibly home-y! Beautiful views from every window. The place is better stocked than any home I’ve ever rented and we’ve stayed in over twenty across the USA. Tissues in every room. Can never find tissues in other rentals! Also paper products, foil, every possible cookware and dish available for use. Loads of drawer and closet space if you like to unpack. Beautiful landscaping and waterfront views. Even the driveway was landscaped perfectly. I am a bird watcher / listener and the birds sing their hearts out in the trees surrounding the property. We utilized the kayaks and super wide paddleboard. We put the crab traps out and caught two dozen crabs. We all had fun and spent quality time together. Best rental experience EVER! Host Hal was very responsive to any questions we had too!"

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Find out more about Kent Island