Stillwater at Kennersley

$565/night
5 Bedrooms • 3 Baths • Sleeps 1-14
Internet Lake View Private Pool Hot Tub (more...)

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.

🚤🚤🚤🚤🚤🚤🚤🚤🚤🚤
::Locally::
🚤 On the Water
Launch kayaks right from the property and explore calm shoreline waters
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.

Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 15 days prior to the arrival date of the reservation. For cancellations made within 15 days prior to the arrival date, no refund will be issued.

Church Hill, Maryland

Property Type House
Accommodation Entire Home
Check-In Smart lock
House Rules
  • Maximum occupancy: 14
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 21
  • Pets not allowed
Setting & View
  • Water View
  • Lake
  • River
  • Lake View
  • Waterfront
  • Pool View
  • River View
  • Lake Access
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Extra Pillows & Blankets
  • Body Soap
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Freezer
  • Blender
  • Pots & Pans
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Wine Glasses
Bathrooms 3 Baths
  • Bathroom 1 – Combination Tub/Shower, Toilet
  • Bathroom 2 – Jetted Tub, Shower, Toilet
  • Bathroom 3 – Combination Tub/Shower, Toilet
Sleeping Arrangements 5 Bedrooms, sleeps 1-14
  • Bedroom 1 – 1 King Bed
  • Bedroom 2 – 1 King Bed, 2 Twin Beds
  • Bedroom 3 – 1 Queen Bed, Couches Couch
  • Bedroom 4 – 3 Twin Beds
  • Bedroom 5 – 1 King Bed, 1 Trundle
Entertainment
  • Games/Board Games
  • Toys
  • Ping Pong Table
  • Smart TV
Family
  • Pack N Play/Travel Crib
  • Room Darkening Shades
  • Children's Books & Toys
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Lawn/Garden
  • Kayak/Canoe
  • Private Yard
  • Fire Pit
  • Outdoor Dining
  • Outdoor Seating
  • Hammock
Pool/Spa
  • Private Pool
  • Hot Tub
Vehicles
  • Parking
  • Garage
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
Attractions
  • Bay/Sound
  • Health/Beauty Spa
  • Marina
  • Museums
  • Theme Parks
  • Water Parks
  • Winery Tours
Leisure
  • Antiquing
  • Bird Watching
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Deepsea Fishing
  • Fishing
  • Freshwater Fishing
  • Golf
  • Hiking
  • Kayaking
  • Pier Fishing
  • Swimming
  • Water Tubing
Safety
  • Deadbolt Lock
  • Fire Extinguisher
  • First Aid Kit
  • Exterior Lighting
  • Smoke Detector
  • Cleaning Products
Expectations
  • Requires Stairs
  • Cameras/Surveillance
  • Pool/Jacuzzi With No Fence
  • Near Lake, River, or Water Body
Check Out Tasks
  • Turn Things Off
  • Throw Away Trash
  • Lock Up
  • Gather Towels
  • Additional Requests