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Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

Custom waterfront home with everything you need to relax and recharge. Two levels of decks offer amazing views of the changing tides on Cat Creek. Soak in the hot tub and watch the eagles soar by, or head down to the dock for crabbing, fishing, and kayaking during high tide. Located in historic Southern Maryland, this quiet, hidden estuary makes for a unique getaway with great amenities. Fast WiFi for work, game room for fun, and a fenced-in yard for dogs. 1 hour from DC but feels worlds away.

Tranquility on Tilghman Island – Wide Water Views

Wake up to sweeping waterfront views, spend your days crabbing from your private dock, kayaking along the shore, or lounging by the pool with a good book. Just minutes from charming St. Michaels, this 4-bedroom retreat blends coastal charm with modern comfort — perfect for families, friends, or a romantic getaway. In the evenings, grill, gather around the firepit under the stars, and let the day fade away in the bubbling hot tub. Guests love the spacious layout, the dreamy screened-in porch for

Private, Lakefront Oasis- Lavinia by the Lake

This home is the embodiment of true Southern Maryland waterfront living. It is the best location for Rockfish, crabbing and oystering!The house is fully gated so you will always have peace of mind while your kids and pets wander around. This 5 bedroom, 3 bathroom stunner with a full walk out basement is perfect for the larger water loving family who loves to entertain. The outdoor living space hits all the marks: upper and lower deck, umbrellas throughout, a Gazebo bar, Hot Tub and more.

Blue Pearl-Luxury estate with private dock/jacuzzi

The Blue Pearl is a luxurious river front estate with a private pier to catch crabs, fish and kayak. Soak in the outdoor jacuzzi and enjoy the river life. Three bedrooms with three full bath en-suites and over 2800 square feet of luxury accommodations await you. Office has Queen sleeper sofa. Pull up to your private boat dock, catch blue crabs with the provided traps, toast s’mores in the firepit while sitting in your Adirondack chairs. Enjoy two decks to view the sunrises and sunsets.

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Welcome to The Lake House, our updated 3BR/3BA waterfront cabin on Lake Vista with views of the Patuxent River and Chesapeake Bay from the private pier. Enjoy nearby Solomons Island, Calvert Cliffs, Flag Ponds, boating, fishing, hiking, and beaches, all within a short drive. Please note: This home is located in a quiet waterfront community surrounded by neighbors, nature, and wildlife. Sound carries across the water. No parties, events, gatherings, or excessive outdoor noise permitted.

Tudor House Oasis

Welcome to your secluded retreat—this elegant 5‑bedroom, 3.5‑bath estate offers approximately 4,700 sq ft of upscale living space set on nearly 3 acres. Features include a 40 x 20 saltwater pool(June-September), hot tub, gourmet kitchen, and refined designer finishes throughout. 🏖 Beach Access: Chesapeake Beach, MD – ~10 miles North Beach, MD – ~11 miles 🛥 Solomons Island & Other Attractions Annapolis – ~30 miles Washington, D.C. – ~39 miles

Riverside Haven w/ Hot Tub

Unplug and unwind at Riverside Haven, a cozy waterfront cabin for two overlooking the Chesapeake Bay. Dog-friendly and designed for comfort, it’s perfect for couples or solo travelers. Enjoy complimentary coffee, free Wi-Fi, a private hot tub, a fire pit and access to a small public beach next to the property. Wake up to stunning sunrises and relax in peaceful, natural surroundings—Riverside Haven is your perfect coastal escape.

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, are provided. Wanna fish??? Ask Joey about Fish Taxi! Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit

Wake up to sunrise views over the Chesapeake Bay in this true walk-out beach home. Step directly from the property onto a sandy, shallow shoreline via short, easy steps. The bayfront beach is ideal for wading, exploring, and spending time together by the water. This modern Panabode log cabin blends rustic charm with clean, contemporary comfort. Relax on the deck, in the hot tub, by the fire pit, or on the sand.

Solomon’s Lakeside Retreat

Waterfront Solomons retreat with private dock, hot tub, and peaceful wooded setting. Enjoy kayaking, fishing, crabbing, poles, crabbing equipment, life vests, and stunning sunset views. Fully stocked with essentials including fresh linens, toiletries, and loofahs for a spa-like stay. Each booking includes a signature Chesapeake welcome basket with local treats. Relax, unwind, and enjoy a clean luxury escape.

Waterfront, pier, hot tub, pool, pizza oven

Welcome to Maison du Héron, a spacious waterfront home with four bedrooms and a seasonal above ground swimming pool/fire pit. The home is bright and airy and thoughtfully decorated to make your perfect getaway along the Maryland shore. Enjoy kayaking, pedal boating, fishing, or crabbing off the pier while watching beautiful sunsets.