5 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
License No. STRN-24-4 Note: A Contract is Required to Be SignedThis lovely home offers a large main house with a downstairs bedroom, and a private apartment over the attached garage. All linens,...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Welcome to Sunset Shores, your perfect waterfront retreat near St. Michaels, Maryland! This stunning 4-bedroom, 2.5-bathroom home offers a luxurious escape for up to 8 guests. As you step inside,...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
TREMEZZO STAY - RANCH AT ROYAL OAKOur properties are owned, managed, and hosted by us. We deliver personally hosted luxury rentals in St. Michaels, MD. We also own Tilghman Island Inn, a waterfront...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Waterfront living at its best on Irish Creek! Nestled along the peaceful shores of Marylands Eastern Shore, Loon Cottage offers the rare combination of a private deep-water dock, a private tennis...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Summary:Our newly renovated point cottage at Moofy's Farmhouse is nestled on an 18 acre waterfront private retreat with access to a swimming pool, gym, tennis court, dock & more! This cottage...
Created Jul 20, 2026
1 Br Cottage Vacation Rental In Royal Oak, Maryland
Charming newly renovated cottage at the end of a private drive. Direct access to the Tred Avon River. Spectacular view of the Tred Avon River, as well as Plaindealing and Tar Creeks. Charming house...
Created Jul 20, 2026
8 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Summary:Our newly renovated Brick House at Moofy's Farmhouse is nestled on an 18 acre waterfront private retreat with access to a swimming pool, gym, tennis court & private dock! The kitchen is...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Only a 15 Minute Drive to Downtown St. Michaels and Easton!Jewel of the Tred Avon | an ESVR propertyThis 7,700 sq ft magnificently renovated nantucket style coastal home offers 5 BR, 5 and a half...
Created Jul 20, 2026
1 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Summary:Escape to our stunning waterfront Main Lodge at Moofy's Farmhouse, a private 25-bedroom house with 25 ensuite bathrooms, ideal for retreats and family gatherings. Enjoy breathtaking Eastern...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Another Luxury VIP Vacation Rental Property License # STRN-22-25 Can't do stairs?? No Problem! This home has an ELEVATOR!Stay in Comfort Just Minutes from the festivities in St. Michaels and...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Waterfront Eastern Shore Retreat | 18 Acres | Private & SecludedSleeps 6 3 Bedrooms 3 Bathrooms Completely Renovated 2026Escape to this quintessential Eastern Shore retreat, where nearly 18 acres...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Enjoy the good old days in style!This exceptional 4-bedroom, 3.5-bathroom home offers a character-filled interior and comes equipped with a formal dining room, large entertainment spaces and an...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Summary:Gather your favorite people and escape to a spacious waterfront haven in Royal Oak. From coffee at sunrise on the private dock to evening swims under pastel skies, this home blends...
Created Jul 20, 2026
4 Br Cottage Vacation Rental In Royal Oak, Maryland
This charming house in Royal Oak offers 4 cozy bedrooms, including 2 king beds, 2 full beds, 2 twin beds. With 3 bathrooms featuring a mix of showers, jetted bathtub, and regular bathtub, guests...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
A Waterfront Oasis of Peace and Relaxation!This 3-bedroom, 2-bathroom offers an open floor plan character-filled interior and includes a good-sized living room, dining room, and kitchen. A...
Created Oct 12, 2025
3 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Summary:Whether you're looking to relax poolside or explore the surrounding area, this waterfront home has everything you need for a memorable stay.Talbot County Licensure: STRN-24-71The...
Created Oct 12, 2025
5 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Sha La La La ... Fun For Everyone!The impressive 5BR, 3BA, 2 half BA waterfront along Irish Creek is designed with relaxation in mind. The ideal open floor plan concept features a stylish interior...
Created Aug 17, 2025
3 Br Cottage Vacation Rental In Royal Oak, Maryland
Beautifully renovated one story home directly on the water. Gorgeous hickory floors. Open layout for entertaining. Dining room table for 10. Brand new kitchen and bathrooms. Master bedroom with...
Created Jun 15, 2025
6 Br Private Vacation Home Vacation Rental In Royal Oak, Maryland
Deep Neck Point is a very private luxury waterfront retreat able to comfortably accommodate up to 12 adults. Located on a private 60 acre peninsula that reaches out into a mile-wide stretch of...
Created Jun 8, 2025
