Chestertown, MD
Eagles Point Landing
About the property
Experience unparalleled privacy and endless natural beauty at Eagles Point! This stunning 350-acre waterfront estate on the Chester River in historic Chestertown, Maryland is a rare private retreat that combines expansive open landscapes, premium recreational amenities, and easy access to the charm of Maryland's Eastern Shore. Eagles Point spans 350 acres of pristine waterfront land, featuring open fields, wooded trails, abundant wildlife, and direct access to the scenic Chester River. Wake up to beautiful water views and enjoy complete seclusion while still being just minutes from downtown Chestertown's historic district. This is the perfect location for family vacations, group retreats, romantic getaways, or peaceful nature escapes.
Experience unparalleled privacy and endless natural beauty at Eagles Point! This stunning 350-acre waterfront estate on the Chester River in historic Chestertown, Maryland is a rare private retreat that combines expansive open landscapes, premium recreational amenities, and easy access to the charm of Maryland's Eastern Shore. Eagles Point spans 350 acres of pristine waterfront land, featuring open fields, wooded trails, abundant wildlife, and direct access to the scenic Chester River. Wake up to beautiful water views and enjoy complete seclusion while still being just minutes from downtown Chestertown's historic district. This is the perfect location for family vacations, group retreats, romantic getaways, or peaceful nature escapes.
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) |
|---|---|---|---|
| May 19, 2026 | $880 | Not Available | 4 |
| May 20, 2026 | $880 | Not Available | 4 |
| May 21, 2026 | $880 | Not Available | 4 |
| May 22, 2026 | $880 | Not Available | 4 |
| May 23, 2026 | $880 | Not Available | 4 |
| May 24, 2026 | $880 | Not Available | 4 |
| May 25, 2026 | $880 | Not Available | 4 |
| May 26, 2026 | $880 | Not Available | 4 |
| May 27, 2026 | $880 | Not Available | 4 |
| May 28, 2026 | $880 | Not Available | 4 |
| May 29, 2026 | $880 | Not Available | 4 |
| May 30, 2026 | $880 | Not Available | 4 |
| May 31, 2026 | $880 | Not Available | 4 |
| Jun 1, 2026 | $880 | Not Available | 4 |
| Jun 2, 2026 | $880 | Not Available | 4 |
| Jun 3, 2026 | $880 | Not Available | 4 |
| Jun 4, 2026 | $880 | Not Available | 4 |
| Jun 5, 2026 | $880 | Not Available | 4 |
| Jun 6, 2026 | $880 | Not Available | 4 |
| Jun 7, 2026 | $880 | Not Available | 4 |
| Jun 8, 2026 | $880 | Not Available | 4 |
| Jun 9, 2026 | $880 | Not Available | 4 |
| Jun 10, 2026 | $880 | Not Available | 4 |
| Jun 11, 2026 | $880 | Not Available | 4 |
| Jun 12, 2026 | $880 | Not Available | 4 |
| Jun 13, 2026 | $880 | Not Available | 4 |
| Jun 14, 2026 | $880 | Not Available | 4 |
| Jun 15, 2026 | $880 | Not Available | 4 |
| Jun 16, 2026 | $880 | Not Available | 4 |
| Jun 17, 2026 | $880 | Not Available | 4 |
| Jun 18, 2026 | $880 | Not Available | 4 |
| Jun 19, 2026 | $880 | Not Available | 4 |
| Jun 20, 2026 | $880 | Not Available | 4 |
| Jun 21, 2026 | $880 | Not Available | 4 |
| Jun 22, 2026 | $880 | Not Available | 4 |
| Jun 23, 2026 | $880 | Not Available | 4 |
| Jun 24, 2026 | $880 | Not Available | 4 |
| Jun 25, 2026 | $880 | Not Available | 4 |
| Jun 26, 2026 | $1,525 | Available | 4 |
| Jun 27, 2026 | $1,525 | Available | 4 |
| Jun 28, 2026 | $1,525 | Available | 4 |
| Jun 29, 2026 | $1,525 | Available | 4 |
| Jun 30, 2026 | $1,525 | Available | 4 |
| Jul 1, 2026 | $1,525 | Available | 4 |
| Jul 2, 2026 | $1,525 | Available | 4 |
| Jul 3, 2026 | $1,525 | Available | 4 |
| Jul 4, 2026 | $1,525 | Available | 4 |
| Jul 5, 2026 | $1,525 | Available | 4 |
| Jul 6, 2026 | $1,525 | Available | 4 |
| Jul 7, 2026 | $1,525 | Available | 4 |
| Jul 8, 2026 | $1,525 | Available | 4 |
| Jul 9, 2026 | $1,525 | Available | 4 |
| Jul 10, 2026 | $1,525 | Available | 4 |
| Jul 11, 2026 | $1,525 | Available | 4 |
| Jul 12, 2026 | $1,525 | Available | 4 |
| Jul 13, 2026 | $1,525 | Available | 4 |
| Jul 14, 2026 | $1,525 | Available | 4 |
| Jul 15, 2026 | $1,525 | Available | 4 |
| Jul 16, 2026 | $1,525 | Available | 4 |
| Jul 17, 2026 | $1,525 | Available | 4 |
| Jul 18, 2026 | $1,525 | Available | 4 |
| Jul 19, 2026 | $1,525 | Available | 4 |
| Jul 20, 2026 | $1,525 | Available | 4 |
| Jul 21, 2026 | $1,525 | Available | 4 |
| Jul 22, 2026 | $1,525 | Available | 4 |
| Jul 23, 2026 | $1,525 | Available | 4 |
| Jul 24, 2026 | $1,525 | Available | 4 |
| Jul 25, 2026 | $1,525 | Available | 4 |
| Jul 26, 2026 | $1,525 | Available | 4 |
| Jul 27, 2026 | $1,525 | Available | 4 |
| Jul 28, 2026 | $1,525 | Available | 4 |
| Jul 29, 2026 | $1,525 | Available | 4 |
| Jul 30, 2026 | $1,525 | Available | 4 |
| Jul 31, 2026 | $1,525 | Available | 4 |
| Aug 1, 2026 | $1,525 | Available | 4 |
| Aug 2, 2026 | $1,525 | Available | 4 |
| Aug 3, 2026 | $1,525 | Available | 4 |
| Aug 4, 2026 | $1,525 | Available | 4 |
| Aug 5, 2026 | $1,525 | Available | 4 |
| Aug 6, 2026 | $1,525 | Available | 4 |
| Aug 7, 2026 | $1,525 | Available | 4 |
| Aug 8, 2026 | $1,525 | Available | 4 |
| Aug 9, 2026 | $1,525 | Available | 4 |
| Aug 10, 2026 | $1,525 | Available | 4 |
| Aug 11, 2026 | $1,525 | Available | 4 |
| Aug 12, 2026 | $1,525 | Available | 4 |
| Aug 13, 2026 | $1,525 | Available | 4 |
| Aug 14, 2026 | $1,525 | Available | 4 |
| Aug 15, 2026 | $1,525 | Available | 4 |
| Aug 16, 2026 | $1,525 | Available | 4 |
| Aug 17, 2026 | $1,525 | Available | 4 |
Amenities
New · No reviews (yet)
Be the first to review this place.
Where you'll be
Chestertown, MD, 21620, United States of America
Experience the refined tranquility of the riverside community in Chestertown. A short drive leads to the vibrant town center, where you can explore the preserved architecture of Chestertown Maryland, browse the Chestertown Farmers Market, or stroll along the water at Wilmer Park and Chestertown Marina LLC. Discover local flavors with a visit to Lockbriar Farms for fresh ice cream or stock up on gourmet essentials at ACME Markets
Experience the refined tranquility of the riverside community in Chestertown. A short drive leads to the vibrant town center, where you can explore the preserved architecture of Chestertown Maryland, browse the Chestertown Farmers Market, or stroll along the water at Wilmer Park and Chestertown Marina LLC. Discover local flavors with a visit to Lockbriar Farms for fresh ice cream or stock up on gourmet essentials at ACME Markets
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.