Pool + Hot Tub + Pickleball | Waterfront

Stillwater at Kennersley 🌊
Church Hill | 5 Bedrooms | 3 Baths | Sleeps 14

Five waterfront acres. Wide river views. Space for everyone.

Stillwater at Kennersley is a renovated Eastern Shore retreat designed for unforgettable family gatherings. Spend your days by the saltwater pool, soak in the hot tub under the stars, challenge each other to pickleball, or simply relax while the kids run free on the expansive lawn. Tucked back along a quiet gravel drive, the setting feels peaceful and secluded from the moment you arrive.

Inside, you’ll find a fully stocked kitchen, spacious dining room, generous living areas, and five comfortable bedrooms thoughtfully arranged for multi-generational stays. Whether you’re sharing long meals, playing games indoors, or winding down after a day outside, there’s room to gather — and room to breathe.

🛏 Sleeping Arrangements
Main Floor
• King bedroom
• Full bathroom on main level

Second Floor
• King bedroom with private ensuite bath + Twin trundle bed
• King bedroom + Twin bed
• Queen bedroom + Sofa
• Bedroom with (3) Twin beds
** Multiple king rooms and flexible sleeping options make this home ideal for grandparents, parents, and kids alike.

Outdoor Living
• Saltwater pool (open approximately May–September)
• Hot tub
• Pickleball court
• Kayaks
• Grill
• Outdoor dining area
• Expansive lawn with beautiful river views
• Fire pit gathering area for evenings under the stars (bring your own firewood)

For guests bringing larger boats, Kennersley Point Marina is located nearby and offers deep-water access to the Chesapeake Bay. Slip rentals and marina services are arranged directly through the marina and are subject to their availability and policies.

Please note: while the home is waterfront and perfect for kayaking and enjoying the shoreline, it is not a deep-water docking property. And if the water's low, it's better to launch the kayaks at the marina.

Bonus Space
• Ping pong table in the garage for friendly competition

Please drive slowly on the back roads leading to the property — they’re part of the peaceful charm of the area while being a good neighbor.

Stillwater at Kennersley is designed for summer memories, relaxed mornings, and evenings spent together by the water — without sacrificing comfort, privacy, or space.

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::Locally::
🚤 On the Water
Launch kayaks right from the property and explore calm shoreline waters (water can be low and murky from our place - you may also launch at Kennersley Point Marina)
Bring your boat and arrange slips at nearby Kennersley Point Marina
Charter fishing trips or sunset cruises on the Chesapeake Bay

🍽 Waterfront Dining
The Narrows Restaurant – classic Maryland seafood with sunset views
Fisherman's Inn – a true crab house experience
Bridges Restaurant – dockside dining with elevated coastal fare

🏘 Charming Shore Towns
Chestertown – historic streets, waterfront walks, and weekend farmers markets
St. Michaels – boutique shops, harbor views, and maritime charm
Stevensville – small-town feel with Bay Bridge views

🌅 Outdoor Exploration
Terrapin Nature Park – beach walks and Chesapeake Bay sunsets
Scenic bike rides along quiet country roads
Seasonal farm stands and local produce markets

Whether you’re here for pool days, boating adventures, or slow mornings overlooking the water, the Eastern Shore offers the perfect mix of relaxation and exploration.