Showing 1 - 10 of 25 Eastern Shore homes with 4 to 5 bedrooms.
Our larger family Eastern Shore vacation homes are ideal for multi-generational or two families to split for your summer vacation. With amenities such as private pools, docks, hot tubs or game rooms, it could be all you need for summer fun!
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
27244 Arrowhead Trail Easton - House
Bedrooms: 4 Sleeps: 8 No Pets, Private Pool, Dock Suitable For Boating, Linens/Towels Provided
This charming cottage has a great location, just minutes to St. Michaels or Easton, and offers much in the way of family entertainment--pool, hot tub,...more
21764 Camper Circle Tilghman Island - House
Bedrooms: 4 Sleeps: 8 Dogs Allowed, Dock Suitable For Boating, Linens/Towels Provided
Bridge House offers a full season experience to guests who enjoy not only waterviews but the activity of a working waterway. The watermen's boat...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