Shady Oak Farm

06/07/2026

Another New Restaurant minutes from Shady Oak in Cobb Island! Look at these fresh Maryland Crab Cakes! Yummmm 😍

Tonight’s Dinner Special: Crab Cakes 🦀✨

Enjoy our signature crab cakes served alongside sautéed asparagus, roasted fingerling potatoes and lemon aioli

06/07/2026

A quick 10 minute drive from Shady Oak. New restaurant and Bar on the water with Live Music !🍔🥗🎶

06/06/2026

☀️ Summer weekends are almost gone at Shady Oak Farm! ☀️

If you've been dreaming of a summer getaway with family and friends, now is the time to book. We only have TWO summer weekend openings remaining before our calendar is completely booked for the season!

🏊 Heated saltwater pool
🔥 Fire pit & hot tub
🎬 Private theater room
🎱 Game room & bar
🌳 32 private acres to explore
🛏️ Sleeps up to 10 guests

Whether you're planning a family vacation, friends' retreat, celebration, or just need a relaxing weekend away, Shady Oak Farm is the perfect place to make lasting summer memories. The pool is open, the sunsets are beautiful, and these last two weekends won't stay available for long. ☀️🌿

📅 Book your stay today:
https://bio.site/shadyoakfarm

Tag the friends or family you'd bring with you! 👇

05/29/2026

Work from home… or work from the Airbnb? 💻🌿

Whether you’re traveling for business, escaping with family, or just need a change of scenery, Shady Oak Farm offers spacious office space designed to help you stay productive without missing out on comfort.

Strong coffee, peaceful views, and room to spread out — work trips just got a little better. ✨

05/25/2026

This Memorial Day, we pause to honor and remember the brave men and women who made the ultimate sacrifice for our freedom. 🇺🇸

Wishing everyone a meaningful and safe holiday weekend filled with time spent with the people you love most. From all of us at Shady Oak Farm- thank you to those who served and those we remember today. 🤍

05/21/2026

This farm holds 23 years of our family’s story. Our children grew up here. Our grandchildren made memories here. Every corner of this home has been filled with laughter, celebrations, quiet moments, and love.

Letting others stay here through Airbnb/direct link/VRBO wasn’t just about renting a house — it was about sharing a place that has meant so much to our family. We hope every guest feels the peace, comfort, and warmth that made us fall in love with Shady Oak Farm all those years ago. 🌾☀️

Some of the best moments happen before the world gets busy. 🌾☀️ Fresh air, quiet mornings, and a slower pace out here at the farm.

Whether you’re visiting for an event, a stay, or just following along- welcome to life at Shady Oak Farm 🤍

05/14/2026

Still dreaming about a long holiday weekend? 🌿✨

We have availability May 25–28 if you’re looking to extend the holiday and sneak away for a few extra days of rest, family time, or peaceful country living.

Whether you’re planning a relaxing getaway, work trip, or slow weekend with loved ones- Shady Oak Farm is waiting for you. 🤍

Book your stay here 🔗 https://bio.site/shadyoakfarm

05/05/2026

Still looking for the perfect Mother’s Day gift? Treat Mom to something she’ll actually enjoy — a little time to slow down, unwind, and soak in the beauty of Shady Oak Farm.

We have open availability for Mother’s Day weekend and would love to help make her day extra special. Whether it’s a peaceful stay, a quiet escape, or simply time spent together, gift Mom a getaway she’ll truly remember.

Spots are limited, so book her Mother’s Day treat before they’re gone.

WeekendGetaway TreatMom ShadyOakEscape

05/05/2026

Summer starts here at Shady Oak Farm ☀️

The pool is officially open and ready for long summer days, slow mornings, and sunset swims.

Whether you’re planning a weekend getaway, a family stay, or just need a quiet escape to unwind, summer at the farm is calling.

Availability won’t last long once the season fills up..... your summer escape is waiting.🔅