Showing 1 - 10 of 15 Eastern Shore homes on multiple acres 25+.
Our Estate Properties distinguish themselves by having multiple acres and that Classic Eastern Shore Bay home ambience. Many of these homes are historical in nature and have varying degrees of renovation, so it is best to check with a property specialist to confirm amenities such as central air, updated kitchen and baths and more. While not built to be a vacation rental, a Country Estate will give you a unique Chesapeake Bay experience. These homes come with all the amenities ESVR typically offers, however, if you really want to be pampered, consider our personal catering, mid-week housekeeping, in-home massage, and other guest services. We have an extensive network of great vendors that stand ready to make your Chesapeake Bay Vacation an experience you will not forget! Don't Let Another Season Pass You By!
24692 Yacht Club Road St. Michaels - House
Bedrooms: 5 Sleeps: 10 No Pets, Private Pool, Kayak Included, Dock Suitable For Boating
Located on the outskirts of the town proper of St. Michaels, this fantastic family vacation compound provides everything you need for a true Eastern Shore...more
28210 Old Country Club Road Easton - House
Bedrooms: 5 Sleeps: 10 No Pets, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided
Elegantly furnished and located in a prestigious estate area of Talbot County, Blue Gates offers a chance to experience the best in Eastern Shore Living....more
4895 Judiths Garden Road Oxford - House
Bedrooms: 6 Sleeps: 12 No Pets, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided
Nestled along the prestigious Oxford Road corridor is a splendid estate home reminiscent of Martha Stewart herself's home. The expansive, historic telescope style home...more
160 Green Cove Point Way Centreville - House
Bedrooms: 7 Sleeps: 17 Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided
Hidden at the end of a tree lined drive the sprawling landscape gently slopes down to the quiet waters of the Corsica River. This property...more
27638 Villa Road Easton - House
Bedrooms: 4 Sleeps: 8 No Pets, Private Pool, Dock Suitable For Boating, Linens/Towels Provided
A classic Eastern Shore estate home, Serenity offers it's guest all the very best of Eastern Shore living. Dock, firepit, and multiple patios outside...more
7112 Sycamore Lane Royal Oak - House
Bedrooms: 6 Sleeps: 12 Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided
Outstanding vacation property with pool, poolhouse, dock, kayaking deck and games, this property has everything you need for a memorable family vacation. ...more
| Bedrooms
Visit ESVR on Twitter
Visit ESVR on Facebook