Secluded 32 Acre Retreat, Pool, Hot Tub, Karaoke, Theater, Gm Rm, & Fire Pit Fun

Newburg, Maryland
$1151 avg/night
Minimum Stay 2 Nights
Bed 5

Bed

Bath 5

Bath

Home Agritourism

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

SHADY OAK FARM – PRIVATE LUXURY RETREAT & YEAR-ROUND RESORT-STYLE STAY

Shady Oak Farm is a 32-acre private estate designed for guests seeking space, comfort and a resort-style experience in a peaceful, secluded setting. This luxury vacation rental offers a unique blend of privacy, recreation and elevated amenities, making it ideal for families, groups and multi-generational stays.

The home features five spacious bedrooms, six bathrooms, large TVs in every bedroom and multiple indoor and outdoor gathering areas. The layout comfortably accommodates groups while still providing private spaces to relax and unwind.

SUMMER SEASON
Heated pool open May 1 through September 30

During the warmer months, guests have access to the heated saltwater pool, multiple outdoor seating areas and a cedar-finished pool house equipped with a bathroom, refrigerator, screened porch and 65-inch TV. The outdoor space is designed for extended stays, relaxation and group enjoyment.

A 7-person hot tub is also available year-round for additional comfort and relaxation.

HOLIDAY SEASON
Holiday décor displayed November 1 through January 31

During this period, the property is fully decorated with seasonal trees, festive décor and thousands of sparkling lights throughout inside and outside of the estate. Guests can enjoy the hot tub, fire pit, karaoke lounge and private theater in a fully prepared holiday setting.

All seasonal decorating is completed before arrival, allowing guests to simply enjoy the atmosphere without any setup required.

YEAR-ROUND AMENITIES

Indoor features include a karaoke lounge with JBL speakers and microphones, multiple TVs, an 85-inch theater screen with Bose surround sound, a Velodyne subwoofer, reclining leather seating, a game room with ping pong and poker, a custom bar and a fully equipped kitchen designed for group use.

Outdoor amenities include a year-round hot tub, fire pit with supplied firewood, swing set, cornhole, picnic areas, open grassy spaces, walking trails and a private fishing pond. Additional family-friendly items such as toys, board games, a high chair and a Pack ’n Play.

NEARBY ATTRACTIONS

• 5 min – Pavilion at Weatherly Waterfront
• 10 min – Cobb Island waterfront dining
• 10 min – La Plata shops and restaurants
• 10 min – Swan Point Yacht & Country Club
• 15 min – Budds Creek International Raceway
• 20 min – Colonial Beach fishing pier and dining
• 20 min – Wicomico Shores Golf Course
• 25 min – Historic Leonardtown
• 45 min – Solomons Island
• 45 min – MGM National Harbor Resort & Casino
• 1 hr – Washington, D.C.
• 1 hr – Kings Dominion amusement park

Shady Oak Farm offers a private, resort-style setting designed for comfort, connection and extended stays in every season.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • MORE

    At Least 80% Lighting From LEDs Beach Towels Books Games Smoke-free Property Stereo Video Library Desk Desk Chair Dryer Fireplace Iron/ironing Board Private Pool Recycling
  • OUTDOOR

    BBQ Grill(s) Firepit Garden Outdoor Furniture
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Arcade/game Room Golfing Heated Pool Hot Tub Outdoor Pool Playground Table Tennis
  • ACCESSIBILITY

    4 Stairs To Reach Property Area Rugs In Public Areas Handrails In Stairways Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. This Property Does Not Have Elevators Tile Flooring In Public Areas
  • GUEST SERVICES

    Laundry Facilities
  • FAMILY FRIENDLY

    Arcade/game Room Children's Books Children's Dinnerware Children's Games Children's Toys DVD Player Dining Table Highchair Kitchen Laundry Facilities Microwave Outdoor Pool Playground Refrigerator Separate Dining Area Travel Crib
  • ACTIVITIES NEARBY

    Birdwatching Fitness Center Access Golfing Health/beauty Spa Swimming
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels
  • ENTERTAINMENT

    Cable/satellite Channels DVD Player Smart TV
  • OUTDOOR SPACE

    Deck Or Patio
  • FOOD AND DRINK

    Blender Coffee Grinder Coffee/tea Maker Cookware/dishes/utensils Dining Room Dining Table Dishwasher Ice Maker Kitchen Kitchen Island Lobster/crab Pot Microwave Oven Paper Towels Refrigerator

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • DEBORAH S.

    Submitted Jun 8, 2026

    Stayed May 14, 2026

    Once we learned of a family wedding in Newburg, we started looking for a place where our large family could stay--and spend quality time together. We found this stunning home--and are SO glad we did. Our stay was absolutely perfect! We all agreed this was our best vacation rental--and best vacation--ever. The host thought of everything to make us feel welcomed and at home. The home was replete with pool toys, toys for small kids, movies in the movie theater, smores for the fire pit, towels, fully stocked kitchen, outdoor playset, hot tub, cornhole, BBQ grill, and ping pong--to name just a few. This spacious home was beautifully decorated--even more lovely than the photos (I know, hard to believe). The gracious host provided instructions for everything--and recommendations for restaurants and activities in the area. We also enjoyed walking the secluded, 32-acre property and fishing in the pond. We made wonderful memories and hope to return.

  • Mary M.

    Submitted Oct 20, 2025

    Stayed Oct 17, 2025

    The house has everything you need for a comfortable stay with friends and family.

  • Laurie S.

    Submitted Oct 17, 2025

    Stayed Oct 9, 2025

    This home was amazing…from the front door to the back yard. Perfect place for our family to spend time together for a special weekend.

  • Andrea S.

    Submitted Aug 24, 2025

    Stayed Aug 11, 2025

    We had a spectacular stay with 3 generations of my family. The property was beautiful and quiet and the pool exceeded our expectations. We were lucky enough to see a bald eagle fly by us in the pool. What a treat! The kitchen was well equipped as was the entire house. Kim communicated quickly and was extremely responsive. We have stayed in many VRBO rentals over the years, but this one ticked all the boxes and we hope we can make it back there again. One thing to note is that each bedroom has only 1 bed, so it did cause some discussion amoung my teens but that being said, the beds were very comfortable!! Thanks again Kim

  • Mary R.

    Submitted Aug 24, 2025

    Stayed Aug 18, 2025

    The home was immaculate and beautifully decorated! Everything that is in the listing is accurate and even better than we expected. Our host, Kim, was exceptionally helpful from the time of booking and during our stay. Everything was well stocked and the large rooms made it so we never felt crowded and had plenty of space to gather for family activities. Cannot say how wonderful our trip was and made many new and happy memories….absolutely 5 stars!! Thank you, Kim!!

  • Lauren M.

    Submitted Aug 5, 2025

    Stayed Jul 31, 2025

    This house is just beautiful! The pool is incredible. There are multiple spaces to hang out as a group both inside and out. The property is stunning and quiet. Kim thought of everything! The entire house had instructions and directions. They thought of everything before we ever had to ask. From the amenities to the communication we could not have been more pleased with our stay!

  • Christine W.

    Submitted Mar 25, 2025

    Stayed Mar 9, 2025

    We had an amazing stay at this property with our family!The house was absolutely perfect - spacious, super comfortable, meticulously clean and thoughtfully equipped with everything we could need. The owners were fantastic with communication, making sure we had all the information we needed for a smooth stay. We loved that they left directions and labels so we could easily use everything in the home, especially electronics. The movie theater room was a hit with everyone, and the hot tub provided a perfect way to relax after a long day of activities. There was plenty of room for all of us to spread out and enjoy our time together. I highly recommend this property for anyone looking for a cozy and well-equipped getaway!

  • Wendy M.

    Submitted Oct 14, 2024

    Stayed Oct 11, 2024

    Our out of town family stayed with us at this beautiful home. The house is beautifully appointed and very well equiped with everything you need. The downstairs theater and ping pong table were a huge hit with all of kids (young and old). The kitchen has everything you need and the bedrooms are comfortable as well as beautiful. The outdoor fire pit was a relaxing end to our busy days. And the kids enjoyed exploring the property. Thank you for allowing us to stay at your beautiful home.

  • Julia S.

    Submitted Aug 30, 2024

    Stayed Aug 17, 2024

    Kim was a fabulous host; she thought of so many details to make our stay comfortable and easy and was exceptionally responsive to questions. The house is simply beautiful as are the surrounding grounds. Home, grounds and pool were all spotless. We were there with children ages 2-7 and the play area, pool, fire pit for s'mores and long driveway for bikes and scooters were all fabulous. Walking down to the small pond to look at the frogs and turtles was a favorite activity as well. You will drive a bit for activities in the area, but we enjoyed the rail trail for biking, a local playground and Kim's recommendation of the local park. Dinner on the Potomac the last night was beautiful which was selected from Kim's recommendations also. We may well be back. Thank you!

  • Steve T.

    Submitted Aug 11, 2024

    Stayed Aug 4, 2024

    Us and our friends had an incredible time, the property was an awesome to come together and spend time

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Total

Includes taxes and fees
$1,151+
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