Private host

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

Choose dates to view prices

Room options

Similar properties

Fridge, microwave, oven, stovetop
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
4.9 out of 5, Exceptional, 19 reviews
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

About this property

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.
During your stay at this farm stay, you'll be close to Cooksey Island. An outdoor pool, a hot tub, and laundry facilities are available.
  • Free WiFi
  • Take a swim in the outdoor pool or soak in the hot tub
  • Amenities include laundry facilities
  • Onsite recreation includes a playground
  • 6 minutes by car from Aqualand Marina and 7 minutes from Cooksey Island
This farm stay offers its guests an outdoor pool and a hot tub. Barbecue grills, an arcade/game room, and a garden are also featured at the family-friendly farm stay.

This Newburg farm stay is smoke free.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Things to do

  • Arcade/game room
  • Books
  • Games
  • Golf
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Playground
  • Stereo
  • Table tennis
  • Video library

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Beach towels
  • Firepit
  • Garden
  • Outdoor furniture

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No lift
  • Tile flooring in public areas

More

  • At least 80% lighting from LEDs
  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • DVD player
  • Private pool
  • Smart TV with cable/satellite channels

Food and drink

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Separate dining area
  • Spices
  • Toaster

More

  • Air conditioning
  • Desk
  • Desk chair
  • Dryer
  • Fireplace
  • Heating
  • Iron/ironing board
  • Living room
  • Recycling

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Guest WILL have private access to large main house, spa, pool house, and all fields and land areas. Ground keeper will be here @ times/ Maintenence
NO Smoking of any kind in or around the house. There will be a $500 Fine to remove smell. There will be a designated area to smoke outside by firepit
Minimum age to rent is 25. A drivers license may be required if VRBO has not already verified Booking

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Pak and Play is available upon request

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Cashless transactions are available
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.