Title: RANCH AT ROYAL OAK- Exclusive waterfront pool pier - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=76259762&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # RANCH AT ROYAL OAK- Exclusive waterfront pool pier ## Photo gallery for RANCH AT ROYAL OAK- Exclusive waterfront pool pier ![Exterior - RANCH AT ROYAL OAK- Exclusive waterfront pool pier (Royal Oak)](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/2261b0a4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor pool - RANCH AT ROYAL OAK- Exclusive waterfront pool pier (Royal Oak)](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/78058794.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - RANCH AT ROYAL OAK- Exclusive waterfront pool pier (Royal Oak)](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/e1ad41ea.jpg?impolicy=resizecrop&rw=297&ra=fit) ![6 bedrooms, desk, iron/ironing board, free WiFi - RANCH AT ROYAL OAK- Exclusive waterfront pool pier (Royal Oak)](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/9d833da0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - RANCH AT ROYAL OAK- Exclusive waterfront pool pier (Royal Oak)](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/75c5aef6.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Nestled in the exclusive Royal Oak area of St. Michaels, MD, The Ranch at Royal Oak offers an idyllic retreat. With its private yet proximate location to Easton and St. Michaels, this majestic peninsula provides a unique blend of exclusivity and convenience. ## Reviews 10 Exceptional ### Entire home 6 bedrooms6 bathroomsSleeps 124600 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### RANCH AT ROYAL OAK- Exclusive waterfront pool pier 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 have had 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 ## Property amenities ### Pool/Spa - Outdoor pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Wheelchair-accessible parking available ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Kitchen island - Lobster/crab pot - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 6 bedrooms - Bedsheets provided ### Bathroom - 5.5 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Separate dining area ### Entertainment - Books - DVD player - Games - Smart TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Firepit - Garden - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - 1 accessible parking space - No elevator (single-level property) - Wheelchair accessibility - Wheelchair-accessible parking - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Iron/ironing board ### Location highlights - In a rural location - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina - On a river - On the waterfront ### Things to do - Arcade/game room - Bicycles - Golf - Kayak - Optional golf privileges - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Hunting nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Sailing nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby - Winery tours nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - At least 80% lighting from LEDs - Bicycles - Garden - Housekeeping (on request) - Local artist showcase - Locally-owned and organized tours and activities - Unit size: 4,600 square feet ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/a9c3170d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunset Breezes - quiet waterfront retreat Dorchester County - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 43 reviews CA $369 CA $463 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31&selected=63641659&PinnedHotelID=63641659&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/49000000/48830000/48828100/48828059/eec21952.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly St. Michaels - 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There are no additional guests permitted. Please adhere to the posted occupancy of the property at all times ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Onsite parties or group events are strictly prohibited Long-term renters welcome Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher 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 ## About the area Located in Royal Oak, this vacation home is in a rural area and on the waterfront. St. Michaels Museum and Classic Motor Museum are cultural highlights, and some of the area's landmarks include Avalon Theatre and Easton Rail Depot. Traveling with kids? Consider Chesapeake Bay Maritime Museum and Easton Cycle and Sport. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Royal Oak travel guide](https://www.expedia.ca/Royal-Oak.dx6047042) [View more Vacation homes in Royal Oak](https://www.expedia.ca/Royal-Oak-Private-Vacation-Homes.d6047042-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.69767%2C-76.21315&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=B70ZooyvHPt8tLp5dTO_FLpJ7bA=) Royal Oak, MD ### What's nearby - ![st michaels village maryland old historical houses](https://images.trvl-media.com/place/924440028967464960/0edccaf1-c798-4ad2-bb58-791f9a390c5a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Saint Michaels Village 16 min drive \- 14.4 km - ![Boats docked in the harbor, in St. Michaels, Maryland.](https://images.trvl-media.com/place/924439387639595008/3a31a17e-9461-4e30-80bd-76deaacdad3b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) St. Michaels Marina 18 min drive \- 16.5 km - ![Hooper strait lighthouse 1879. Now in the Chesapeake Maritime museum St Michaels Md #maryland #StMichaels #HooperStraitLighthouse](https://images.trvl-media.com/place/5940/e6e904c9-6963-428c-86a5-2a2f72ac31c6.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Chesapeake Bay Maritime Museum 19 min drive \- 17.2 km - St. Michaels Winery 17 min drive \- 15.8 km - St. Michaels Museum 17 min drive \- 16.1 km ### Getting around - Cambridge Station 49 min drive - Easton, MD (ESN-Easton - Newnam) 28 min drive ### Restaurants - The Crab Claw 21 min drive - Carpenter Street Saloon 20 min drive - Foxy's Harbor Grille 20 min drive - t at The General Store 12 min drive - Doc's Sunset Grille 39 min drive ## Frequently asked questions ### Does RANCH AT ROYAL OAK- Exclusive waterfront pool pier have a pool? ### Is RANCH AT ROYAL OAK- Exclusive waterfront pool pier pet-friendly? ### How much is parking? ### What time is check-in at RANCH AT ROYAL OAK- Exclusive waterfront pool pier? ### What time is check-out at RANCH AT ROYAL OAK- Exclusive waterfront pool pier? ### Where is RANCH AT ROYAL OAK- Exclusive waterfront pool pier located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## RANCH AT ROYAL OAK- Exclusive waterfront pool pier Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 30 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### RoseMarie D. Oct 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### RoseMarie D. Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### ned b. Oct 24, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### ned b. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Mary S. Dec 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### Mary S. Stayed 7 nights in Nov 2025 ### 10/10 Excellent #### Erik S. May 1, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Perfect for a group gathering! Incredible views. ##### Erik S. Stayed 3 nights in Apr 2024 ### 10/10 Excellent #### Ned I. Jul 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved It 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. ##### Ned I. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Kellie M. Sep 17, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful house We had a wonderful stay at this beautiful property. The house was well equipped and very clean. Host was very hospitable. ##### Kellie M. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Matt Z. Aug 31, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful! The house and property are beautiful! We had fantastic meals (and ice cream) in both St. Michaels and Easton which are a close/easy drive. The host is truly famtastic and extremely responsive! ##### Matt Z. Stayed 5 nights in Aug 2023 ### 10/10 Excellent #### Nicole N. Aug 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic property 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. ##### Nicole N. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Tim D. Jun 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Family Vacation 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. ##### Tim D. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Cheryl D. Feb 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Customer Retreat for Hunting Upon arrival the house was immaculately clean and very easy to access via keypad access code. We enjoyed watching AFC Football championship game on Sunday in the entertainment room. The bedrooms are all spacious and the beds were very comfortable. The kitchen/ dinning area was perfect for our crowd. The Pier offers spectacular views and enjoyed watching wildlife. We will definitely be back here soon and look forward to a summer time visit !! ##### Cheryl D. Stayed 3 nights in Jan 2024 ### 10/10 Excellent #### Tina N. Oct 9, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Just Awesome Is there anything these hosts didn’t think of? Linens, bath products, kitchen utensils…it truly felt like home away from home. House was spotless upon arrival and host was responsive within minutes of any questions. The setting is tranquil and the waterfront was so pretty. Kids had fun on playground and with basketball hoop. We are looking forward to visiting again. ##### Tina N. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### Karen S. Apr 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family time at the Ranch The Ranch was an awesome spot for our family vacation. We had a massive Easter Egg Hunt on the huge property. The kids actually played in the water on Easter Sunday! Spent time in Saint Michael’s, Easton and Oxford ( all within 25 minutes). The house had plenty of space for us to hang out. Loved the large dining table! Melissa was a great host and kept in touch with me throughout the week. The house had everything we needed. We really appreciated the quick delivery of a fire pit! Thanks again Melissa! ##### Karen S. Stayed 7 nights in Mar 2024 ### 8/10 Good #### William M. Aug 1, 2023 Liked: Check-in, communication, location, listing accuracy #### Bugtussle The property was well laid out. Location very private. A few negatives that are easy fixes. There are companies that can spry acres of area for mosquitoes, spiders etc, this Property is right on the water and it is understood that the area will have insects in the area, however the amount of mosquitoes, tics and flys and small biting insects can be managed and guaranteed to eliminate thes pests. The other improvement needed is the WIFI it is Horrible, it was almost impossible to connect, with computers and iPADs Mobile devices send emails, or connect to Netflix etc. Access to enter water off the dock was not an easy entry. Need a ladder or a set of steps from the shore. It might be some kind of local code not to alter the rock shoreline to prevent erosion but we tried to kayak and it was very difficult and dangerous walking on the wet and sea grass covered large boulders. These are suggestions for the owners to make a beautiful place to stay, better and more Guest friendly. Not complaining just offering suggestions to improve the property. Nice layout and a great house. ##### William M. Stayed 6 nights in Jul 2023 ### 10/10 Excellent #### Stephen B. Nov 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### Stephen B. Stayed 3 nights in Nov 2025 ### 10/10 Excellent #### Kate F. May 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Such a wonderful spot!! 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. ##### Kate F. Stayed 5 nights in May 2025 ### 10/10 Excellent #### Janette O. Aug 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### Janette O. Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### susan f. Jul 10, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family celebration Great time for young and old. ##### susan f. Stayed 5 nights in Jul 2023 ### 10/10 Excellent #### Matthew W. Jun 26, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great views and privacy Great property and views and privacy. Perfect for some secluded alone time. ##### Matthew W. Stayed 4 nights in Jun 2023 ### 10/10 Excellent #### joe n. Jul 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Magnificent retreat! Amazing house and property. This was our second stay and would love to return! It's difficult to want for anything here! ##### joe n. Stayed 5 nights in Jul 2023 ### 10/10 Excellent #### julia e. Jan 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great property Beautiful comfortable home with lovely views. Well equipped, we would return. ##### julia e. Stayed 3 nights in Jan 2023 ### 10/10 Excellent #### Cory B. May 1, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful stay What a view! The photos of the property do not lie! We stayed with family for the weekend and had a wonderful time, despite the rain. The gathering spaces in the home are all perfect for large groups and the host was gracious and helpful. An A+ rental! ##### Cory B. Stayed 3 nights in Apr 2023 ### 10/10 Excellent #### Fred V. Jun 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ranch at Royal Oak Beautiful home. Well appointed - everything needed for the kitchen, bathrooms entertainment is included. The property is private and the area is quite peaceful. The playground was a big hit. We hope to return to the Ranch in the future. ##### Fred V. Stayed 5 nights in Jun 2023 ### 10/10 Excellent #### matt f. Apr 13, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Incredible Home and Host 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. The house was full of amenities that kept both the kids and adults entertained our entire stay. Marissa was a great communicator and responded to any questions we had immediately. Highly recommend! We can't wait to go back this summer! 5 stars plus! ##### matt f. Stayed 3 nights in Apr 2022 ### 10/10 Excellent #### Robert c. Oct 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### Robert c. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Jeff P. Nov 19, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Outstanding This was a very peaceful setting on the water with plenty of space & land for the kids to go play. Every box gets checked at this house! The house is very well done inside and out! Highly recommend it to anyone! ##### Jeff P. 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