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Brampton Bed & Breakfast Inn - 25227 Chestertown Road, Chestertown - (410) 778-1860

Lands End Manor on the Bay - 232 Prospect Bay Dr., Grasonville, Maryland 21638 - (410) 827-6284

Maria's Love Point Bed & Breakfast - P.O. Box 399, Stevensville, Maryland 21666-0399 - (410) 643-5054
Maria's Love Point Bed & Breakfast is a quite and romantic location where Guests can enjoy beautiful Sunrises and Sunsets. It is situated on twenty acres with over eight hundred feet of water front over looking the Chester River. We are less than thirty minutes from Annapolis, Maryland and one hour from Washington, DC.

Great Oak Manor - 10568 Cliff Rd, Chestertown, MD 21620 - (410) 778-5943
This Georgian Style estate is just minutes away from Chestertown, MD where you can shop, golf, visit local wineries, and more.

Pintail Point Bed & Breakfast - 511 Pintail Point Lane, Queenstown, Maryland 21658 - (410) 827-7029

Queenstown Inn Bed & Breakfast - 7109 Main St., Queenstown, MD 21658 - (800) 720-8788

Kent Island Hotel


Historic Kent Manor Inn Click Here

Historic Kent Manor Inn - 500 Kent Manor Drive, Stevensville, MD 21666 - (410) 643-5757
24 room waterfront hotel with beautiful grounds. Click Here for Facebook

Best Western - Kent Narrows Inn -3101 Main Street, Grasonville, MD 21638 - (410)827-6767
Pet Friendly (small fee applies). Amenities include Heated Indoor Pool, Hot tub and Sauna, Microwaves and Refrigerators in each room and a Complimentary Deluxe Continental Breakfast included with your stay. Walking distance to several local area restaurants. Just off Exit 42 from Route 50 East / West.

Best Western Denton Inn - 521 Fleetwood Road, Denton, MD 21629 - (410)479-8400

Comfort Suites - 160 Scheeler Road, Chestertown, MD 21620 - (410)810-0555

Hilton Garden Inn - 3206 Main Street, Grasonville, MD - (410)827-3877

Holiday Inn Express Hotel & Suites Chestertown - 150 Scheeler Road, Chestertown - (410)778-0778

Holiday Inn Express at Kent Island - 1020 Kent Narrows Rd., Grasonville, MD - (410)827-4454

The Inn at the Chesapeake Bay Beach Club - 180 Pier One Road, Stevensville, MD 21666 - (410) 604-5900
The Inn features 54 luxurious boutique guest rooms and suites that are beautifully appointed with high end furnishings, amenities and views of the Chesapeake Bay. Every detail of The Inn & Gardens have been planned by a dedicated team with the main focus being the guests. A distinct style that blends rustic charm and contemporary chic can be seen throughout the architecture and interiors.

Sleep Inn at Kent Narrows - 101 Vfw Avenue, Grasonville MD - (410)827-5555

Kent Island Beach Houses


Baydreams - Grasonville, MD - 410-310-8852
Introducing a boater and fisherman's paradise on the Chesapeake Bay. Welcome to Baydreams, a luxury waterfront vacation home situated near the Kent Narrows in Queen Anne's County, on the Eastern Shore of Maryland. Convenient and quality lodging close to The Chesapeake Bay Beach Club.

Kent Island Beach House - Stevensville MD 21666 - 410-984-7618
Family-friendly Vacation Rentals perfect for the Bride or Groom's family and friends. KI Beach House (sleeps 12) and KI Beach House II (sleeps 12) overlooking the Chesapeake Bay across from Kentmorr Restaurant, Tiki Bar, Beach, and Marina and/or KI Golf House (sleeps 10) A Par for the Course overlooking Blue Heron Golf Course. 20 minutes to Annapolis, 30 minutes to Baltimore, 45 minutes to DC, 2 hrs to Ocean City, and just around the corner from all the wedding hotspots. Need to accommodate 24 people between the two KI Beach House homes; rent them both. Looking for lodging for 34; rent them all. Location!

Love Point Waterfront - Paula Brassfield - 571-275-0763
Three bedroom, two bath fully equipped home with spectacular sunsets and water views. Located on more than an acre of land within 4 miles of the Bay Bridge we have 200 ft. of shoreline with space and privacy. The home is fully equipped with CAC, ample parking, dock, internet, Prices vary from $200-$500 per night depending on the number of guests and length of stay.

Waterfront Cottage on Kent Island - Kent Island - 410-592-6751 or 1-888-798-5246 (toll-free) Email:
Private setting on 3 waterfront acres, incredible western views with gorgeous sunsets, 4 bedroom/2 bath, sleeps 8, see website for rental details & to contact owner.

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