Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

Top rated by guests
Property grounds
View of kitchen island
View from 2nd flr gathering rm - plenty of seating for all to enjoy serenity!
Front view of your vacation home "Chesapeake Landing"
View from deck - grilling or sipping your favorite beverage or just gazing!
review stars
10Outstanding
(57 Ratings)
"Beautiful home, inside and out. The kitchen was fully equipped and plenty of space for everyone. Beautiful views of the water. Luckily, we had perfect weather and enjoyed the outside."
Tracy D.
Don't miss out! Price and availability may change
10 / 10
Outstanding(57 Ratings)

House in Maryland

10 guests · 5 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental

Talbot County MD Short Term Rental License #STRN-23-12

Arrive at your beautiful, 4000+ sq. ft, 2 story waterfront 5-bdr, 3.5-bth retreat with its own private pier near the historic and charming town of St. Michaels. Enjoy breathtaking waterfront views from the expansive decks, complete with a gourmet grill for al fresco dining and a cozy backyard fire pit perfect for relaxing with a cold brew or glass of your favorite wine. Your private pier awaits you for fishing, crabbing, kayaking and paddle board (all provided)

There are multiple cozy entertainment spaces for your enjoyment. Relax and unwind in the large living room, featuring a large screen TV with high-speed WiFi and 180-degree water views. Enjoy the natural light and serene ambiance of the sunroom, overlooking Oak Creek. Take in the stunning water views from the comfort of the 2nd floor ensuite bedroom and gathering area with a panoramic view of Oak Creek also with a wide screen TV. Retreat to the front reading room of the house for a quiet moment, conversation or to read a book and look out over the serene landscape.
Please be aware that the swing adorning our tree at the front of the house is for decorative purposes only and is not to be used as such.

You will be in the most convenient of locations. Just a 2 minute walk to the Oaks Resort with dining and jazz several times a week. Historic St. Michaels is a 5 minute drive with its charming stores, multiple dining venues and the Chesapeake Bay Maritime Museum. Explore the beauty of Oxford and the many activities, unique shops, and restaurants in Easton.

Our Talbot County License #STRN--23-12 permits 10 GUESTS in our house and property at any given time. Please note that our Talbot County Short Term Rental license requires a three night minimum and does not allow any events to be held on the property. We are located in a serene, residential community in Royal Oak and Talbot County has a noise ordinance - no noise after 10 PM No pets permitted.

Highlights
o 5 min drive to historic St. Michaels
o 2 min walk to the Oaks Resort
o beautiful water views
o large deck areas
o private pier for fishing, crabbing & kayaking/boating
o custom coffee & tea bar; complimentary whole bean coffee, grinder, coffee selection
o fully equipped kitchen
o gas fireplace
o outdoor fire pit
o outdoor gourmet(new Weber Genisus) barbecue
o 2 large screen TV, Cable & Disney Channel for the kids
o high speed internet
o game collection box and kids room with DVD's and player
o horseshoes, cornhole, badminton and other games
o fishing rods and tackle box
o TESLA charging port
o 240 v, NEMA EV charging port
o Two main bedrooms - one on first floor and one on second floor with three additional bedrooms and large sitting room with window wall overlooking the water.
o Spaces for gathering and spaces for quiet reflections and/or me time.

Amenities

Non-smoking
No pets allowed

Map of Maryland


Ratings and reviews

10 / 10
Outstanding(57 Ratings)
10 / 10Outstanding·Jun 2026
Beautiful home, inside and out. The kitchen was fully equipped and plenty of space for everyone. Beautiful views of the water. Luckily, we had perfect weather and enjoyed the outside.
10 / 10Outstanding·Sep 2025
Lovely property on the Chesapeake Bay. Quiet community-easy drive to St.Michaels. House fully equipped with everything you could want! Good biking area. Highly recommend!!
10 / 10Outstanding·Sep 2025
Beautiful home and property. Most well equipped kitchen I have seen in a rental home. Excellent location, with only a 5 minute drive to downtown St. Michael's. Stayed at the home for a girls' weekend and several of my friends want to return to the house with their families!
10 / 10Outstanding·Aug 2025
Exactly as described except for one bedroom’s layout. Fully stocked kitchen, beautiful view, lots of gathering spaces, glorious weather. Boat slip allowed us to bring our own. Wonderful family retreat.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.


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