Rental Property Results List

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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!

Name | Bedrooms | Sleeps | Rate

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Serenity

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 Add To Favorites | View Your Favorites | Email a Friend

Caulk's Cove

7130 Cooper Point Road Bozman - Cottage Bedrooms: 4 Sleeps: 8 Dogs Allowed, Dock Suitable For Boating, Linens/Towels Provided A deep water pier with picturesque views make this a truly special spot for a weekend getaway, or mini vacation. Couples love the cozy...more Add To Favorites | View Your Favorites | Email a Friend

The Orchard

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 Add To Favorites | View Your Favorites | Email a Friend

East Bonfield Farm

4630 Boone Creek Road Oxford - House Bedrooms: 5 Sleeps: 10 Dogs 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

Bridge House

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 Add To Favorites | View Your Favorites | Email a Friend

Bushey Heath Farm

25608 Bushey Heath Road Royal Oak - House Bedrooms: 4 Sleeps: 8 Dogs Allowed, Private Pool, Dock Suitable For Boating, Linens/Towels Provided 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

Sycamore Acres

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 Add To Favorites | View Your Favorites | Email a Friend

Hampden

3536 Hampden Drive Trappe - House Bedrooms: 5 Sleeps: 10 Dogs Allowed, Private Pool, Dock Suitable For Boating 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

Sunrise Cove

7387 Solitude Road St. Michaels - House Bedrooms: 4 Sleeps: 8 Dogs Allowed, Private Pool, Kayak Included, Linens/Towels Provided This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the...more Add To Favorites | View Your Favorites | Email a Friend

Tranquility

8060 Bozman Neavitt Road Bozman - House Bedrooms: 4 Sleeps: 8 Dogs Allowed, Private Pool, Kayak Included, Linens/Towels Provided The pool is fabulous and check out those dueling hammocks. The deck and patio wrap around the entire length of the home to provide...more Add To Favorites | View Your Favorites | Email a Friend

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