32-Acre Retreat , Pool, Hot Tub, Theatre, Fire Pit, Games + Holiday Lights

Shady Oak Farm – Year-Round Resort Retreat

Escape to this spacious 5BR/6BTH retreat on 32 private acres, perfect for every season. More than just a place to stay, Shady Oak Farm is designed to help you make lasting memories with family and friends.

Holiday Flare (Nov 1 – Jan 31)

From November through January, the property transforms into a holiday wonderland. The home is filled with festive trees and décor, while the rear hot tub and fire pit area sparkle under thousands of dazzling lights. Relax in the NEW 7-person Jacuzzi while enjoying the glow of holiday displays, or gather with loved ones around the fire pit. All the decorating is already done for you — simply arrive and celebrate stress-free.

Summer Fun (May 1 – Sept 30)

In the warmer months, enjoy the large heated saltwater pool with a round shallow section perfect for kids or conversation. Lounge in multiple private seating areas, float on rafts, or retreat to the cedar-finished pool house with bathroom, refrigerator, and screened porch featuring a 65-inch TV.

Year-Round Amenities
• NEW Hot Tub: Seven seats, 95 massage jets, LED lights & Bluetooth. Fresh mineral water for each guest.
• Theatre Room: 85-inch screen, surround sound, raised leather recliners.
• Game Room & Bar: Ping pong, poker, and a custom bar for entertaining.
• Comfy Bedrooms: Five spacious rooms (4 kings, 1 queen) with large TVs and soft linens. Four have ensuite bathrooms; the fifth shares a hallway bath.
• Stocked Kitchen: Coffee makers, Blendtec blender, toaster oven, bakeware, cookware, and pantry basics. Opens to a screened porch with views of the pool and woods.
• Family-Friendly: Board games, children’s toys, Pack ’n Play crib upon request.
• Outdoor Fun: Fire pit with supplied wood, swing set, picnic tables, cornhole, grassy play areas, and a small pond (bring your own fishing gear).

Property Highlights
• 32 private acres with oak trees, trails, and scenic views.
• Ample parking for trailers, large trucks, and multiple vehicles.


Nearby Attractions
• 5 min – Pavilion at Weatherly Waterfront (weddings & events)
• 5 min – King George, VA (shops, restaurants, Super Walmart with beer & wine)
• 10 min – Cobb Island (famous Maryland blue crabs)
• 10 min – La Plata (boutiques, restaurants, coffee shops)
• 15 min – Budds Creek & Maryland International Raceway (MIR)
• 20 min – Wicomico Shores Golf Course (public)
• 25 min – Historic Leonardtown (bars, wineries, breweries, restaurants)
• 45 min – MGM National Harbor & Casino
• 50 min – Old Town Alexandria, VA (quaint shops & dining)
• 1 hr – Washington, D.C.

Make Lifetime Memories

Whether you’re celebrating under holiday lights or splashing in the summer pool, Shady Oak Farm is the perfect backdrop for your getaway. Spacious, private, and filled with thoughtful amenities, it’s a retreat designed for comfort, relaxation, and fun in every season.