RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Royal Oak, Maryland
$2868 avg/night Minimum Stay 3 Nights
Bed 6

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 3 nights

Min Stay

TREMEZZO STAY - RANCH AT ROYAL OAK
Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rental experiences in St. Michaels, MD.

If you do not see availability for your dates please visit our other exclusive listings!
Chesapeake Mansion:
https://www.vrbo.com/2207416 unitId=2771970
Punch Point:
https://www.vrbo.com/3887202 dateless=true
Spencer Creek Cabin:
https://www.vrbo.com/1342430 unitId=1900766

Over the years we havehad so many guests inquire about the Royal Oak area. Our response, of course, was to investigate what was generating of of the buzz. The results are in- exclusivity! This majestic peninsula is private yet so proximate to St. Michaels and Easton. After spending time at The Ranch at Royal Oak, believe me, you will understand. We're excited to offer this one-of-a-kind property to our guests!

Talbot County rental license ST-644-LYT

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

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided
  • GENERAL

    Local Artist Showcase Locally-owned & Organized Tours & Activities Unit Size: 4600 Sq Ft (427 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Coffee Grinder Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture
  • POOL/SPA

    Outdoor Pool Private Pool
  • BATHROOMS

    5.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Privileges Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Hunting Nearby Kayak On Site Power Boating Nearby Water Skiing Nearby Windsurfing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books DVD Player Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay On The River On The Waterfront
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property Wheelchair Accessible Wheelchair-accessible Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Mary S.

    Submitted Dec 1, 2025

    Stayed Nov 23, 2025

    We had a wonderful week at the Ranch. 8 adults and four little ones. There was plenty of room both inside and out. The view of the water was spectacular! The outdoor swing/slide play area was used frequently. It was a little chilly for the fire pit (with complimentary s’mores fixin’s - so thoughtful!). The location was excellent - no nearby neighbors. But not far from St. Michaels and Easton. The kitchen was very well equipped and spacious - extra nice since we cooked nearly all of our meals there! We had a few issues while there and our host was very prompt in addressing them. All in all a wonderful week!

  • Stephen B.

    Submitted Nov 16, 2025

    Stayed Nov 13, 2025

    Great communication from owner. Well decorated. Very comfortable. Kids had ample space to play. Appreciated the separate kids play space with swingset. Would rent again!

  • Robert c.

    Submitted Oct 28, 2025

    Stayed Oct 24, 2025

    My wife and I have stayed in some very nice locations, from a Grand suite on a cruise to a penthouse on the beach. We also own 2 time shares meaning we can go just about anywhere we want to go, however, The Ranch at Royal Oak topped them all. We were blown away by all the amenities and comforts available to us, if you are a time share owner you know you must think of everything (aluminum foil, spices, toiletries, firewood, etc.). But here all you need is a desire to do whatever you want to do; Relax, check, have fun til you drop, check, see one of the best sunsets on the planet, check. My advice, rent this home, you will not be sorry.

  • ned b.

    Submitted Oct 24, 2025

    Stayed Oct 10, 2025

    Each bedroom had en-suite bath or dedicated bath since first floor had a half bath which made it very nice for the 5 couples that stayed here. Also, was referred to personal chef and catering which made the birthday celebration very special.

  • RoseMarie D.

    Submitted Oct 10, 2025

    Stayed Oct 5, 2025

    We had the best time! The house was spotless, had everything we could possibly need, and was the ideal spot for our entire group. Plus, the location is gorgeous and a super fast trip into St. Michael's. We'd come back in a heartbeat!

  • Janette O.

    Submitted Aug 16, 2025

    Stayed Aug 9, 2025

    Ranch at Royal Oak is a great house with a spectacular host. The communication was stellar. The house is in excellent condition with everything you need right at the house. The kitchen is fully stocked with high end towels, linens, utensils, glasses, knives, bowls, plates, etc. The kids and adults loved the pool and fishing on the dock. Access to St. Michael's is very easy. We will be back!

  • Kate F.

    Submitted May 27, 2025

    Stayed May 22, 2025

    Wow, what a homerun of a vacation house - it had everything we needed and more. We had the best time and hope to be back soon.

  • Nicole N.

    Submitted Aug 24, 2024

    Stayed Aug 16, 2024

    The Ranch at Royal Oak was a fantastic property. The property was exactly as advertised - gorgeous waterfront estate with a large lawn. Incredibly peaceful. We were looking for a getaway to hit pause and just relax and the ranch Royal Oak was exactly what we needed. Marissa was a great host - incredibly responsive, check in instructions are very clear.and easy to follow. I highly recommend this property for your next getaway.

  • Ned I.

    Submitted Jul 17, 2024

    Stayed Jun 29, 2024

    Great place for a family getaway, the rooms were great and so was the pool. The activities shed was clean and orderly and had everything you'd need.

  • Tim D.

    Submitted Jun 27, 2024

    Stayed Jun 16, 2024

    Beautiful, well appointed home. The kitchen was well stocked with cookware, utensils, spices, soaps and other basics. The furniture and beds were very comfortable. There were lots of games, bikes and kayaks to keep the kids busy and active along with a nice size pool. The screened porch was a great spot for morning coffee and watching the crab boats go by, and an evening view of sunset over the water. The owner was very responsive to a couple of small issues we had during our stay.

Your dates are Available!

Total

Includes taxes and fees
$2,868+
View details