Saint Michaels, MD
Idlewild
About the property
Begin your vacation with a drive down a picturesque country lane, surrounded by lush forests, leading you into a world of tranquility, privacy, and charm. Idlewild is the perfect haven for large families seeking an unforgettable getaway on the Eastern Shore.
This beautifully landscaped historic estate is designed to offer everything you could dream of for a relaxing family vacation. Enjoy sunny days by the pool, watch the kids play on sprawling lawns, or unwind with a book beneath the shade of ancient trees. With a private dock and scenic views of Broad Creek, Idlewild is a serene escape immersed in nature’s beauty.
Idlewild is a spacious six-bedroom, five-bathroom home filled with timeless charm and modern comforts.
First Floor: Enter through a formal entrance hall into the elegant living and dining rooms. The large eat-in kitchen is perfect for family gatherings, while the family room and screened-in porch offer additional spaces to relax. This floor also includes a master bedroom with a queen bed and an en suite bathroom.
Second Floor: Two guest bedrooms, each featuring a queen bed and en suite bathrooms, along with a convenient laundry room.
Third Floor: Two additional bedrooms, both with queen beds, share a well-appointed bathroom.
The estate’s amenities include a pool, patio with a BBQ, and a dock, offering countless ways to make your vacation unforgettable.
Beyond the estate, Talbot County offers a rich tapestry of historic charm and modern delights. Dine on fresh seafood at waterfront restaurants, indulge in fine dining, or explore unique antique shops and boutique stores.
For added adventure, rent a kayak, canoe, or small boat to explore the waterways. Enhance your stay with a private chef or treat yourself to a relaxing massage by the water’s edge. Idlewild is more than a home—it’s a destination for creating cherished memories.
Talbot County STR License #STRN-22-31
Begin your vacation with a drive down a picturesque country lane, surrounded by lush forests, leading you into a world of tranquility, privacy, and charm. Idlewild is the perfect haven for large families seeking an unforgettable getaway on the Eastern Shore.
This beautifully landscaped historic estate is designed to offer everything you could dream of for a relaxing family vacation. Enjoy sunny days by the pool, watch the kids play on sprawling lawns, or unwind with a book beneath the shade of ancient trees. With a private dock and scenic views of Broad Creek, Idlewild is a serene escape immersed in nature’s beauty.
Idlewild is a spacious six-bedroom, five-bathroom home filled with timeless charm and modern comforts.
First Floor: Enter through a formal entrance hall into the elegant living and dining rooms. The large eat-in kitchen is perfect for family gatherings, while the family room and screened-in porch offer additional spaces to relax. This floor also includes a master bedroom with a queen bed and an en suite bathroom.
Second Floor: Two guest bedrooms, each featuring a queen bed and en suite bathrooms, along with a convenient laundry room.
Third Floor: Two additional bedrooms, both with queen beds, share a well-appointed bathroom.
The estate’s amenities include a pool, patio with a BBQ, and a dock, offering countless ways to make your vacation unforgettable.
Beyond the estate, Talbot County offers a rich tapestry of historic charm and modern delights. Dine on fresh seafood at waterfront restaurants, indulge in fine dining, or explore unique antique shops and boutique stores.
For added adventure, rent a kayak, canoe, or small boat to explore the waterways. Enhance your stay with a private chef or treat yourself to a relaxing massage by the water’s edge. Idlewild is more than a home—it’s a destination for creating cherished memories.
Talbot County STR License #STRN-22-31
Begin your vacation with a drive down a picturesque country lane, surrounded by lush forests, leading you into a world of tranquility, privacy, and charm. Idlewild is the perfect haven for large families seeking an unforgettable getaway on the Eastern Shore.
This beautifully landscaped historic estate is designed to offer everything you could dream of for a relaxing family vacation. Enjoy sunny days by the pool, watch the kids play on sprawling lawns, or unwind with a book beneath the shade of ancient trees. With a private dock and scenic views of Broad Creek, Idlewild is a serene escape immersed in nature’s beauty.
Idlewild is a spacious six-bedroom, five-bathroom home filled with timeless charm and modern comforts.
First Floor: Enter through a formal entrance hall into the elegant living and dining rooms. The large eat-in kitchen is perfect for family gatherings, while the family room and screened-in porch offer additional spaces to relax. This floor also includes a master bedroom with a queen bed and an en suite bathroom.
Second Floor: Two guest bedrooms, each featuring a queen bed and en suite bathrooms, along with a convenient laundry room.
Third Floor: Two additional bedrooms, both with queen beds, share a well-appointed bathroom.
The estate’s amenities include a pool, patio with a BBQ, and a dock, offering countless ways to make your vacation unforgettable.
Beyond the estate, Talbot County offers a rich tapestry of historic charm and modern delights. Dine on fresh seafood at waterfront restaurants, indulge in fine dining, or explore unique antique shops and boutique stores.
For added adventure, rent a kayak, canoe, or small boat to explore the waterways. Enhance your stay with a private chef or treat yourself to a relaxing massage by the water’s edge. Idlewild is more than a home—it’s a destination for creating cherished memories.
Talbot County STR License #STRN-22-31
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $1,435 | Available | 7 |
| Jul 18, 2026 | $1,435 | Not Available | 7 |
| Jul 19, 2026 | $1,435 | Not Available | 7 |
| Jul 20, 2026 | $1,435 | Not Available | 7 |
| Jul 21, 2026 | $1,435 | Not Available | 7 |
| Jul 22, 2026 | $1,435 | Not Available | 7 |
| Jul 23, 2026 | $1,435 | Not Available | 7 |
| Jul 24, 2026 | $1,435 | Not Available | 7 |
| Jul 25, 2026 | $1,435 | Not Available | 7 |
| Jul 26, 2026 | $1,435 | Not Available | 7 |
| Jul 27, 2026 | $1,435 | Not Available | 7 |
| Jul 28, 2026 | $1,435 | Not Available | 7 |
| Jul 29, 2026 | $1,435 | Not Available | 7 |
| Jul 30, 2026 | $1,435 | Not Available | 7 |
| Jul 31, 2026 | $1,435 | Not Available | 7 |
| Aug 1, 2026 | $1,435 | Not Available | 7 |
| Aug 2, 2026 | $1,435 | Not Available | 7 |
| Aug 3, 2026 | $1,435 | Not Available | 7 |
| Aug 4, 2026 | $1,435 | Not Available | 7 |
| Aug 5, 2026 | $1,435 | Not Available | 7 |
| Aug 6, 2026 | $1,435 | Not Available | 7 |
| Aug 7, 2026 | $1,435 | Not Available | 7 |
| Aug 8, 2026 | $1,435 | Not Available | 7 |
| Aug 9, 2026 | $1,435 | Not Available | 7 |
| Aug 10, 2026 | $1,435 | Not Available | 7 |
| Aug 11, 2026 | $1,435 | Not Available | 7 |
| Aug 12, 2026 | $1,435 | Not Available | 7 |
| Aug 13, 2026 | $1,435 | Not Available | 7 |
| Aug 14, 2026 | $1,435 | Not Available | 7 |
| Aug 15, 2026 | $1,435 | Not Available | 7 |
| Aug 16, 2026 | $1,435 | Not Available | 7 |
| Aug 17, 2026 | $1,435 | Not Available | 7 |
| Aug 18, 2026 | $1,435 | Not Available | 7 |
| Aug 19, 2026 | $1,435 | Not Available | 7 |
| Aug 20, 2026 | $1,435 | Not Available | 7 |
| Aug 21, 2026 | $1,435 | Not Available | 7 |
| Aug 22, 2026 | $1,435 | Available | 7 |
| Aug 23, 2026 | $1,435 | Available | 7 |
| Aug 24, 2026 | $1,435 | Available | 7 |
| Aug 25, 2026 | $1,435 | Available | 7 |
| Aug 26, 2026 | $1,435 | Available | 7 |
| Aug 27, 2026 | $1,435 | Available | 7 |
| Aug 28, 2026 | $1,435 | Available | 7 |
| Aug 29, 2026 | $1,435 | Not Available | 7 |
| Aug 30, 2026 | $1,435 | Not Available | 7 |
| Aug 31, 2026 | $1,435 | Not Available | 7 |
| Sep 1, 2026 | $1,435 | Not Available | 7 |
| Sep 2, 2026 | $1,435 | Not Available | 7 |
| Sep 3, 2026 | $1,435 | Not Available | 7 |
| Sep 4, 2026 | $1,435 | Not Available | 7 |
| Sep 5, 2026 | $1,435 | Not Available | 7 |
| Sep 6, 2026 | $1,435 | Not Available | 7 |
| Sep 7, 2026 | $1,435 | Not Available | 7 |
| Sep 8, 2026 | $1,435 | Not Available | 7 |
| Sep 9, 2026 | $1,435 | Not Available | 7 |
| Sep 10, 2026 | $1,435 | Not Available | 7 |
| Sep 11, 2026 | $1,435 | Not Available | 7 |
| Sep 12, 2026 | $1,435 | Not Available | 7 |
| Sep 13, 2026 | $1,435 | Not Available | 7 |
| Sep 14, 2026 | $1,435 | Not Available | 7 |
| Sep 15, 2026 | $1,435 | Not Available | 7 |
| Sep 16, 2026 | $1,435 | Not Available | 7 |
| Sep 17, 2026 | $1,435 | Not Available | 7 |
| Sep 18, 2026 | $1,435 | Not Available | 7 |
| Sep 19, 2026 | $1,435 | Not Available | 7 |
| Sep 20, 2026 | $1,435 | Not Available | 7 |
| Sep 21, 2026 | $1,435 | Not Available | 7 |
| Sep 22, 2026 | $1,435 | Not Available | 7 |
| Sep 23, 2026 | $1,435 | Not Available | 7 |
| Sep 24, 2026 | $1,435 | Not Available | 7 |
| Sep 25, 2026 | $1,435 | Not Available | 7 |
| Sep 26, 2026 | $1,435 | Not Available | 7 |
| Sep 27, 2026 | $1,435 | Not Available | 7 |
| Sep 28, 2026 | $1,435 | Not Available | 7 |
| Sep 29, 2026 | $1,435 | Not Available | 7 |
| Sep 30, 2026 | $1,435 | Not Available | 7 |
| Oct 1, 2026 | $1,435 | Not Available | 7 |
| Oct 2, 2026 | $1,435 | Not Available | 7 |
| Oct 3, 2026 | $1,435 | Not Available | 7 |
| Oct 4, 2026 | $1,435 | Not Available | 7 |
| Oct 5, 2026 | $1,435 | Not Available | 7 |
| Oct 6, 2026 | $1,435 | Not Available | 7 |
| Oct 7, 2026 | $1,435 | Not Available | 7 |
| Oct 8, 2026 | $1,435 | Not Available | 7 |
| Oct 9, 2026 | $1,435 | Not Available | 7 |
| Oct 10, 2026 | $1,435 | Not Available | 7 |
| Oct 11, 2026 | $1,435 | Not Available | 7 |
| Oct 12, 2026 | $1,435 | Not Available | 7 |
| Oct 13, 2026 | $1,435 | Not Available | 7 |
| Oct 14, 2026 | $1,435 | Not Available | 7 |
| Oct 15, 2026 | $1,435 | Not Available | 7 |
Amenities
New · No reviews (yet)
Be the first to review this place.
Where you'll be
Saint Michaels, MD, 21663, United States of America
Explore the maritime heritage and coastal elegance of Saint Michaels, where historic streets meet the tranquil waters of the Chesapeake Bay. A short drive away, you can discover the Chesapeake Bay Maritime Museum and the 1879 Hooper Strait Lighthouse, CBMM, or stroll through the bustling St. Michaels Marina LLC. Unwind with sophisticated flavors at Bistro St. Michaels or indulge in local seafood at Chesapeake Landing,
Explore the maritime heritage and coastal elegance of Saint Michaels, where historic streets meet the tranquil waters of the Chesapeake Bay. A short drive away, you can discover the Chesapeake Bay Maritime Museum and the 1879 Hooper Strait Lighthouse, CBMM, or stroll through the bustling St. Michaels Marina LLC. Unwind with sophisticated flavors at Bistro St. Michaels or indulge in local seafood at Chesapeake Landing,
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.