Showing 1 - 10 of 35 Eastern Shore Eastern Shore vacation rental homes with pools.
For some people, summer and swimming just go hand in hand, and what better way to while away a lazy summer afternoon than enjoying your waterfront pool? We have about 35 homes with private swimming pools, ranging from smaller cottages with pools that sleep 4-6 guests on up to our larger vacation homes for multiple families. At ESVR, small family groups do not have to give up the luxury of having a private pool.
5800 Tilghman Beach Drive Tilghman Island - Cottage
Bedrooms: 3 Sleeps: 7 Dogs Allowed, Private Pool, Dock Suitable For Boating, Linens/Towels Provided
A great little cottage with big amenities, Clearview is the answer to your getaway needs. Swimming pool, hot tub, fresh decorating and painting, and...more
1615 Perseus Road Cambridge - Cottage
Bedrooms: 3 Sleeps: 9 Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided
Cedar Point is a private 6.5 acre destination property just outside of Cambridge and is a self-contained recreation destination for families or groups looking to...more
1228 Hudson Road Cambridge - House
Bedrooms: 7 Sleeps: 22 Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating
Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating with wide waterviews of the Choptank. Situated approximately 15...more
22801 Pot Pie Road Wittman - Cottage
Bedrooms: 3 Sleeps: 6 Dogs Allowed, Private Pool, Kayak Included, Linens/Towels Provided
This charming property located just outside of St. Michaels has all you need for plug-n-play fun for your family! A playgym, private swimming pool,...more
8983 Glebe Creek Road Easton - Cottage
Bedrooms: 3 Sleeps: 6 Dogs Allowed, Private Pool, Dock Suitable For Boating, Linens/Towels Provided
Private dock, newly furnished, gourmet kitchen and just minutes to downtown Easton for theatre, arts, fine dining and shopping, you can have an action packed...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