Rental Property Results List

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Showing 1 - 10 of 23 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!

Name | Bedrooms | Sleeps | Rate

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Bridge House

21764 Camper Circle Tilghman Island - House Bedrooms 4 Sleeps: 8 Pets 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 Add To Favorites | View Your Favorites | Email a Friend

Red Shake Cottage

109 South Street Oxford - Cottage Bedrooms 4 Sleeps: 8 Pets Allowed, Linens/Towels Provided We love this cottage for many reasons - the great location - you can walk to everything, particularly our favorite ice cream store - Victors,...more Add To Favorites | View Your Favorites | Email a Friend

Hampden

3536 Hampden Drive Trappe - House Bedrooms 5 Sleeps: 10 Pets Allowed, Private Pool, Dock Suitable For Boating, Linens/Towels Provided Hampden is the oldest brick structure in Talbot County. Step back in time, circa 1663, and wrap yourself around the charm and ambience of...more Add To Favorites | View Your Favorites | Email a Friend

The Cove

8790 Kemp Road Easton - House Bedrooms 4 Sleeps: 8 No Pets, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided A traditional style home with great outdoor porches, this home is like a step back a few generations to a gracious old home where taking...more Add To Favorites | View Your Favorites | Email a Friend

River House on Moon Bay

25404 Learman Road Chestertown - House Bedrooms 4 Sleeps: 8 No Pets, Linens/Towels Provided The ever-changing Chester River is the focal point of the house. Watermen called this section of the river “Moon Bay,” hence the name The River...more Add To Favorites | View Your Favorites | Email a Friend

Bushey Heath Farm

25608 Bushey Heath Road Royal Oak - House Bedrooms 4 Sleeps: 8 Pets Allowed, Private Pool A traditional Eastern Shore farmhouse, Bushey Heath Farm is a rustic retreat just miles from St. Michaels. Tucked away on a very private 90...more Add To Favorites | View Your Favorites | Email a Friend

Sunset Bay

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 Add To Favorites | View Your Favorites | Email a Friend

Blue Gates

28210 Old Country Club Road Easton - House Bedrooms 5 Sleeps: 10 No Pets, Private Pool, 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 Add To Favorites | View Your Favorites | Email a Friend

East Bonfield Farm

4630 Boone Creek Road Oxford - House Bedrooms 5 Sleeps: 10 Pets Allowed, Private Pool, Linens/Towels Provided Just on the outskirts of Oxford, Bonfield Farm is an expansive telescope home with wraparound views of Boone Creek. This home gives you the...more Add To Favorites | View Your Favorites | Email a Friend

Chesapeake Pines

6760 Thorneton Road Royal Oak - House Bedrooms 4 Sleeps: 8 No Pets, Dock Suitable For Boating, Linens/Towels Provided A taste of paradise on the Chesapeake—the beauty hits you before you enter the front door! Spacious, comfortable, convenient home, includes all amenities...more Add To Favorites | View Your Favorites | Email a Friend

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