$36,300
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Kent Island Beach House LLCWelcome to the original Kent Island Beach House offering comfortable water view accommodations for 10-12 guests, with a maximum occupancy of 14. Stay and Play at the "pink house" as most people remember it but it is rea...
$43,710
Available: Right Now
Listed: 29/08/2024
Stevensville, MD
Relax and unwind at this spa-like luxury waterfront estate. Located on the Chesapeake Bay, this newly constructed vacation rental features 5 bedrooms, 5 bathrooms, and opulent interior design with expansive living areas. Are you looking to entert...
$13,980
Available: Right Now
Listed: 25/08/2024
Stevensville, MD
Recently upgraded heating, ventilation and air conditioning with new ductless system. This private coastal decorated home, nestled in a serene 5-acre wooded lot, is less than 5 miles from the Bay Bridge.Welcome to this gateway to tranquility! So ...
$46,560
Available: Right Now
Listed: 27/08/2024
Stevensville, MD
Please note: If you request to book this property, you will be contacted by Annapolis Accommodations to finalize your reservation. Annapolis Accommodations is the local agency representing the property. Additionally, when booking this property...
$23,190
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
KI Beach House II: Over 2000 sq ft 4 bedroom/2 bath home is a modern fisherman's village on the corner by the marina. Not only a great place to stay to visit the Naval Academy, attend a destination wedding or event, but perfect for a small company st...
$30,210
Available: Right Now
Listed: 27/08/2024
Stevensville, MD
Welcome to the Kentmorr Cottage! We are so excited to have you as guests and we hope you send our concierge a direct message if you need anything additional at all during your visit. Enjoy this newly updated, waterfront and very private single-family...
$28,710
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Enjoy this beautiful contemporary home in a gated, waterfront community for a perfect getaway! This is a rare find! This architecturally designed home is contemporary, comfortable and has everything you ever thought you may want or need in your home....
$24,330
Available: Right Now
Listed: 29/08/2024
Stevensville, MD
Summary:This exquisite Eastern Shore residence is perfect for relaxation and a quick trip to the beach or Annapolis, boasting a private pool and four spacious bedrooms with one King bed, two Queens beds, a Twin daybed, and a Twin bunk bed. The ho...
$21,990
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Welcome to this beautiful waterfront home with a private pier that sits only 50 feet back from the Chesapeake Bay. Located on Kent Island, this home boasts breathtaking views from multiple spots both in and outside the home. Enjoy your morning coffee...
$16,860
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Spacious, comfortable vacation home located on Love Point, the northern tip of Kent Island, in the heart of the upper Chesapeake Bay. This beachfront property is adjacent to the former grounds of the historic Love Point Hotel grand resort, where well...
$39,900
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
This 4,600 square-foot, 6-bedroom, 4.5-bathroom Long Creek waterfront on over 2.6 acres of private land was designed with your family vacation in mind. The main level boasts a well-appointed renovated kitchen, a family dining room comfortably seating...
$54,750
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Spectacular sweeping views of the Chesapeake Bay Bridge from this fully renovated, well-appointed 7-bedroom, 5.5 bath waterfront home, minutes from downtown Annapolis! The main level great room is poised to entertain a crowd with an open kitchen conc...
$19,860
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Get away from the city and enjoy the waterfront views from the property that is nestled down a private road. Perfect for families and groups who are looking to have fun in the sun and the water. You will feel right at home, yet free of your everyday ...
$14,940
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Chesapeake Bay Waterfront home on Kent Island! Enjoy year round big sky and water views from the comfort of the screened porch & family room. Fish & crab from the pier or take a dip in the bay. Great for bird watching. Open concept living and rear be...
$26,850
Available: Right Now
Listed: 27/08/2024
Stevensville, MD
Recently updated 4 bedroom home in a centralized, quiet, location with no shortage of amazing views of the Chesapeake Bay! This home will fulfill the needs of every family member, regardless of age, for your ideal getaway. With a convenient location ...
$35,610
Available: Right Now
Listed: 29/08/2024
Stevensville, MD
Are you looking for a holiday by the bay, a small reunion, a family vacation, a getaway, a golf outing, a fishing trip, or just the overall Chesapeake Bay experience? Well, look no further than one of Donna's Kent Island Beach Houses on Kent Island i...
$27,660
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Beautiful waterfront home with resort-like atmosphere just one hour from DC and Baltimore. Includes fastest high speed internet and wifi in the area, Internet speeds up to 120 Mbps/10 Mbps. magnificent sunset/sunrise views from the backyard bay horiz...
$24,390
Available: Right Now
Listed: 29/08/2024
Stevensville, MD
Welcome to Away at the Bay! A new build, 4 bedroom house right on the Chesapeake Bay. Very family friendly, and in walking distance to a small community beach. Enjoy kayaking, biking, and crabbing on Kent Island right out of your front door. Perfect ...
$16,020
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Over 3000sf. Fully stocked, (just remodeled) kitchen, study, formal dining room, large living room, full bath, all downstairs. Upstairs, 4 bedrooms (2 Queens, 2 sets of twins) and 3 full baths. 2 Galley stairs (very steep) and main staircase. Large p...
$25,890
Available: Right Now
Listed: 31/08/2024
Stevensville, MD
Picturesque views from three decks and 3 bedrooms; additional 3 bedrooms. Walk to beach, large entertaining room with pool table, bar, and poker table, walking distance to marina with fresh caught in seasonal seafood available...
$3,950
Available: Right Now
Listed: 07/08/2024
247 Breeding Blvd, Stevensville, Maryland, 21666
This wonderful 6 bedroom home in the desirable community of Ellendale is awaiting a family to love and care for it...Seconds from the Bay Bridge makes for an excellent commute! 3rd Floor Upstairs you will find 3 bedrooms with 3 full bathrooms in addi...
$15,060
Available: Right Now
Listed: 22/08/2024
Stevensville, MD
Maryland’s Chesapeake bay is an ever changing panorama of spectacular sunsets, teeming wildlife, graceful sailboats, and impressive ships. We invite you to enjoy it from a truly wonderful and historic location, Love Point! Located just 4 1/2 miles no...
$2,600
Available: Right Now
Listed: 13/08/2024
1818 Chester Dr, Chester, Maryland, 21619
Kent Island Rental--these are tough to come by! Located only one block from the water and 2 miles from the Bay Bridge, this 4 bedroom 2 bath is ready for you! The deck is brand new in 2024 and overlooks beautiful flat yard and bonus lawn care is incl...