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Waterfront Family Vacation Home

Relax and unwind in this completely remodeled waterfront vacation home, perfect for family and friends. It boasts four spacious bedrooms, three full bathrooms, a cozy den, a sunroom, a large patio, and an expansive outdoor space. It provides a stunning view of the Bush River and sunsets, with direct access to the water. Immerse yourself in nature’s beauty with kayaks, paddle boards, a fire pit, and outdoor grills/furniture. Perfect place to stay for sports tournaments! About 15 to 20 min by car

The Little House of Rockaway Beach, Maryland

Unwind at this new home in a quiet, safe neighborhood on the Chesapeake Bay. Designed by the host, the house is decorated with a mix of vintage and new items lovingly chosen to create an eclectic coastal cottage. Four adults (no pets) will sleep comfortably on a queen bed and a sleep sofa w/queen mattress. The clean and modern kitchen is fully equipped. Enjoy water views from the attached deck or walk a short distance to the waterfront where a designated deck offers seating and water sport gear.

Sue Creek Waterfront Cottage

Kick back & relax on the water in a fully renovated private 2 story home w/ a dedicated pier located on Sue Creek on the Chesapeake Bay! Includes 2 master bedrooms each with a queen size bed and dedicated bathroom with large shower stall. Kitchen & Great room are fully equipped with all amenities for a comfortable stay. Outside includes a large patio with furniture and charcoal grill, a pier w/ 2 Kayaks & private parking area. Convenient to many water & land establishments! No Pets or smokin

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Luxury, Modern 2-Bedroom Water Front Apartment!

Private waterfront oasis. Luxury 2 bedroom with stunning water views. Porcelain tile floors & granite countertops in a fully equipped kitchen; comfortable furnishings in main living area. Bathroom features a double jacuzzi tub/steam shower. The private deck is perfect for morning coffee & evening cocktails. Dock space for boat/water toys. Kayaks & paddleboards with tiki bar right across river. Private gym, golf putting/driving areas, ping pong, pool tables, basketball. Private hot tub.

Chesapeake Getaway | Marinas | Woodland Views

Escape to our peaceful retreat on Maryland's Eastern Shore, nestled in a quiet, wooded neighborhood near historic Chestertown. The Chesapeake Bay is known for its wildlife and serene landscapes. This cozy haven is perfect for unwinding and reconnecting with nature. After exploring Chestertown's charming streets, local shops, and delightful restaurants, or kayaking at nearby Worton Creek, relax in our comfortable home, where you can read, play games, or enjoy the peaceful surroundings.

Cabin on the Creek ~ Kayaks and Fire Pit

Unwind in our cabin tucked away on a private lane mins from Chestertown. We are situated on 6.5 wooded acres, perched up on 100’ bluff overlooking Churn Creek, a tributary off the Chesapeake Bay. Idyllic water views framed by a canopy of oak trees. Enjoy nature as you relax outside by the fire pit or stroll down to the ‘point’ to take in wildlife, or take a kayak out to explore the creek and water fowl. Deer come up through the woods and are often spotted on the property.

Bayside Blue Waterfront w Pier

This fully-stocked home is perfect for family get-togethers, weekend retreats, or mid-week relaxation. Listing includes: • Main Master BR w/ Queen bed and Trundle w/ 3 twin mattress • Upper BR 2 Twin Beds, Futon, Extra Queen mat • Lower BR w/ Full bed • Sunroom w/ Futon • Fire-pit • Kitchen w Coffee Bar • Onsite washer + dryer • 20 Minutes away from BWI • 8-10 ft water depths at backyard private dock • Pets allowed • 2x Jet ski floating dock

Rogue Wave River Retreat

Make some memories and enjoy this waterfront escape. Relax on any of the 3 decks overlooking this beautiful river retreat. Head out on the water with your own boat. This house is equipped with a boat lift your own private pier for lounging, swimming, kayaking, or SUPing. Cast a line and catch dinner right off the pier or try your hand at catching some Maryland crabs. Enjoy your own private paradise that is a hidden gem.