Showing 1 - 10 of 29 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.
5855 Elston Shore Road Neavitt - House
Bedrooms 5 Sleeps: 10 No Pets, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided
Cheerfully decorated and water views from almost every room, this sprawling mostly one level home is a great family spot for those looking to hunker...more
5800 Tilghman Beach Drive Tilghman Island - Cottage
Bedrooms 3 Sleeps: 7 Pets 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
7149 Drum Point Road St. Michaels - Cottage
Bedrooms 3 Sleeps: 6 Pets Allowed, Private Pool, Linens/Towels Provided
One of our most popular houses, Pines at Barrett Cove offers virtually everything you need for your next vacation. Recent renovations, including a gourmet...more
160 Green Cove Point Way Centerville - House
Bedrooms 7 Sleeps: 17 Pets 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
5378 Casson Neck Road Cambridge - House
Bedrooms 5 Sleeps: 16 Pets Allowed, Private Pool, Kayak Included, Linens/Towels Provided
Wide water views with great sunsets, Sunset Bay is perfect for those larger family vacations where you need the extra space and activities. Private...more
8978 Glebe Creek Road Easton - Cottage
Bedrooms 3 Sleeps: 6 Pets Allowed, Private Pool, Dock Suitable For Boating, Linens/Towels Provided
This darling well kept waterfront cottage is situated just minutes from historic Easton but on lovely private waterfront on Glebe Creek. Enjoy bright decorating,...more