Kent Island Resorts

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Recommended hotels in Kent Island

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

1. Kent Island Resort

Stevensville

Margaret

HK$1,675 total

includes taxes & fees

22 Sept - 23 Sept

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

2. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

HK$2,090 total

includes taxes & fees

28 Sept - 29 Sept

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

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

Stevensville

Dawn G.

HK$2,199 total

includes taxes & fees

31 Aug - 1 Sept

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

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

Stevensville

Michelle P.

HK$2,108 total

includes taxes & fees

31 Aug - 1 Sept

Three birds perched on a wooden structure by the water.

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

Stevensville

barbara s.

HK$11,363 total

includes taxes & fees

7 Sept - 8 Sept

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

6. Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

HK$11,346 total

includes taxes & fees

31 Aug - 1 Sept

7. Waterfront Escape with Pool Nature Lover Paradise

Stevensville

Maria S.

HK$9,284 total

includes taxes & fees

31 Aug - 1 Sept

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

8. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

Anonymous traveller

HK$8,252 total

includes taxes & fees

31 Aug - 1 Sept

Two Adirondack chairs facing a calm body of water with a clear sky above.

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

Grasonville

Betty

HK$1,070 total

includes taxes & fees

28 Sept - 29 Sept

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

10. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

HK$1,453 total

includes taxes & fees

8 Sept - 9 Sept

A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

11. Best Western Kent Narrows Inn

Grasonville

Eliezer

HK$1,012 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

12. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

HK$870 total

includes taxes & fees

28 Sept - 29 Sept

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

13. Hilton Garden Inn Kent Island Marina

Grasonville

roney

HK$1,464 total

includes taxes & fees

1 Sept - 2 Sept

A modern exterior with a black door, a metal staircase, and a lantern.

14. Cass-Away Luxury Houseboat

Grasonville

Jamie L.

HK$2,467 total

includes taxes & fees

25 Sept - 26 Sept

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

15. Historic Inns of Annapolis

Historic District

Stephanie

HK$1,214 total

includes taxes & fees

29 Sept - 30 Sept

A two-story building with a covered entrance and an American flag.

16. St Michaels Inn

St. Michaels

Karen

HK$768 total

includes taxes & fees

31 Aug - 1 Sept

A marina with boats docked at wooden piers, surrounded by greenery.

17. Knapps Narrows Marina & Inn

Sherwood

BARBARA

HK$1,294 total

includes taxes & fees

31 Aug - 1 Sept

A multi-story hotel with a brick facade, large windows, and an American flag.

18. Crowne Plaza Annapolis by IHG

Annapolis

Heather

HK$867 total

includes taxes & fees

13 Sept - 14 Sept

19. Village Inn Annapolis MD

Annapolis

Stephen

HK$742 total

includes taxes & fees

31 Aug - 1 Sept

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

20. The Wildset

Downtown St. Michaels

Paula

HK$2,257 total

includes taxes & fees

15 Sept - 16 Sept

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Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"The staff was 100% on spot. Extremely helpful and courteous. The property was amazing and impeccably clean and maintained."

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"Lovely room, clean, comfortable, well appointed & quiet. We’d be happy to stay longer in such a nice room! We asked for early check-in, & were told we’d be contacted when the room was ready, but there was no follow-up contact. Our morning shower had no hot water so we washed quickly! We knew there was ongoing work with the water supply but didn’t expect cold showers. When we reported the issue at the front desk, we were graciously offered breakfast at the on-site restaurant. So glad we accepted! Food (& service & view) were excellent. We didn’t consider the restaurant previously because there was no evidence of it aside from a sign on the door. A posted menu could help. It’s a long walk down a cold hallway and we totally would have not considered it as a breakfast option. Definitely recommend eating at the restaurant!"

St Michaels Inn

8/10 Good

"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent

"We really enjoyed our stay at this spot while visiting our son for Plebe Parents Weekend at USNA. Had plenty of space to relax and unwind and communication was great throughout. One thing that wasn't as clear until arrival was that this is a guest house above garage next to main house where owner resides - therefore the pool/hot tub/outdoor space isn't private but shared. Wasn't a big deal to us but could to know beforehand. Really enjoyed the peaceful setting and was great to have the pool to cool off in with hot August humidity."

Find out more about Kent Island