Ranch at Royal Oak Logo

RANCH AT ROYAL OAK

Serenity and Surreal Views

SUPER COOL RANCH WATERFRONT PRIVATE FAMILY RETREAT

Serenity and surreal views await you at your exclusive waterfront pool pier across 10 gorgeous acres. This majestic peninsula is private, yet so proximate to St. Michaels and Easton for cafes, shopping, or an evening meal adventure. We guarantee you’ll fall in love with Royal Oak…and maybe asleep in either a rocking chair on the front porch overlooking sweeping pastures or in a waterside adirondack chair overlooking picturesque Chesapeake Bay. It’s your vacation - you decide.

Dining room view of Ranch at Royal Oak

YOUR EXCLUSIVE WATERSIDE OASIS  

Over the years we have had so many guests inquire about the Royal Oak area. Our response of course was to investigate what was generating all of the buzz. The results are in ~ exclusivity. Spend your days biking along the property, taking the kayaks out on an adventure, cannonballing into the pool, or just sipping a glass of wine on the sprawling deck watching an unforgettable sunset. 

Ranch at Royal Oak Logo

“It was even better than advertised. It was dreamy. The home itself was absolutely stunning and fully appointed with everything we could have wanted. We felt like we were living in a Better Homes magazine. We cannot thank Marissa enough for her hospitality. This is a can’t miss and will certainly be a staple escape for our family!!!”

jackie

PROPERTY DETAILS

    • 4500 sqft

    • 10 acres

    • maximum occupancy 12

    • Fully equipped kitchen, complete with state-of-the-art appliances & high end kitchen accessories

    • gas stove

    • Extra large dining room table for 12

    • Multiple smart tv’s

    • Satellite internet with mesh wifi

    • 12’ Shuffleboard table

    • pier

    • fire pit

    • 2 kayaks and life jackets

    • Bikes

    • Cornhole

    • grill outside with picnic seating & umbrellas

    • Screened in porch with abundant seating

    • Brand new poly-wood waterfront playground

FLOOR PLANS

  • BEDROOM 1

    1 KING BED | EN SUITE BATHROOM

  • BEDROOM 2

    1 KING BED | EN SUITE BATHROOM

  • BEDROOM 3

    1 QUEEN BED | FULL BATHROOM ACROSS HALL

  • BEDROOM 4

    1 KING BED | EN SUITE BATHROOM | WATERFRONT BALCONY

  • BEDROOM 5

    1 KING BED | BATHROOM ACROSS HALL | CRIB

  • BEDROOM 6

    1 QUEEN BED | BATHROOM ACROSS HALL

Interior Dining space in Ranch at Royal Oak
View of outdoor Playground at Ranch at Royal oak
front porch of Ranch at Royal Oak
view of luxury kitchen in Ranch at Royal Oak
waterfront foosball table entertainment family
Interior luxury master bathroom in Ranch at Royal Oak
Interior luxury master bathroom in Ranch at Royal Oak
massive family seating dining room holidays

What people are saying

  • “We had a fabulous stay at the Ranch at Royal Oak!! This place was incredible and a fantastic getaway for our family and friends! The ranch was exceptional; clean, beautifully decorated, spacious rooms with breathtaking water views. We had high hopes when we read about this LOVELY home and everything exceeded our expectations…5 stars plus!!”

    Matt | Ranch at Royal Oak

  • “We loved our stay at the Ranch at Royal Oak! The house was perfect for our family get-together. We had several adults and then a few toddlers in our party and it was a great fit. Everyone was able to spread out in their own room. We had plenty of play space for the kids. And there was everything needed for family fun right at the house. The kids loved the playground. We could make smores in the fire pit. Adults got to play basketball and walk around the property to take in the beautiful views. And the kitchen was great for cooking dinners in, and a huge dining room table to fit us all. Easy drive into St. Michael's as well. We would definitely stay here again if we come back to the area. Oh and also Marissa was a terrific host! We had some issues with tv/internet connections after we arrived, and she was able to quickly rectify it and was always responsive!”

    Thomas | Ranch at Royal Oak

  • “The Ranch at Royal Oak is absolutely stunning. Every room, bathroom, area in the house is perfectly decorated to perfection. The property is a dream and we loved staying there.”

    Kate | Ranch at Royal Oak

  • “We had a wonderful stay for several guests. There was a ton of great stuff to do onsite - we particularly enjoyed taking the kayaks out on the water during the day and playing shuffleboard in the evening. The layout is great, with multiple places for folks to convene - whether the family room, the living room upstairs, or the screened-in porch. The space is super clean and well-appointed, with incredibly comfy beds. And Marissa could not have been a better host - super responsive, flexible, and communicative. A wonderful location, a wonderful host, and highly recommended! A+++”

    Brett | Ranch at Royal Oak

An Opportunity of a Lifetime - The Links at Perry Cabin

Booking a stay with Tremezzo grants you the opportunity for sponsored play at this iconic and exclusive luxury club. 

View of Links at Perry Cabin Golf Course

Links at Perry Cabin is designed by the legendary Pete Dye and plays through stunning topography and vistas of Maryland’s iconic Eastern shore—including majestic trees, bunkers, and distinctive water features—and ends with an unforgettable finishing stretch in view of the glorious Chesapeake Bay.

Reach out to us if you desire a tee time!  

IT’S TIME FOR A TRIP