Located on the outskirts of the town proper of St. Michaels, this fantastic family vacation compound provides everything you need for a true Eastern Shore getaway.

Get away and relax at Cranford on the Miles, a piece of true Eastern shore elegance dating back to 1840. Tucked away on over 3 park-like acres, you’ll be enchanted...

A simple one level home offering great expansive water views, close in location to St. Michaels, waterfront pool and secluded privacy.

There is nothing to be crabby about when staying at this restful spot just outside St. Michaels. Comfortably furnished yet priced for the budget conscious...

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 in the view from your back...

This cottage is close to the town of St. Michaels and offers big amenities you would normally find in an estate rental home--a pool, hot tub, gourmet kitchen, and...

History and modern convenience blend perfectly in this home, giving you a healing dose of charm and tranquility, with the luxury of newly renovated baths, kitchens...

This cozy Cape Cod home is just waiting for you at the end of a country lane to give you and your family an escape from all the stress you left behind.

This tranquil spot is nestled in the village of Tunis Mills, close to Easton and St. Michaels for entertainment, however, perhaps the best entertainment is in your...

A renovated farmhouse, Willows on the Miles offers the ambience of an old home with the luxury of a newly renovated property.

The sage green color of this adorable cottage tells you right away that this is not your ordinary vacation home. The charming exterior gives way to a gracious, cozy...

'Greystone' is located on 4 pristine waterfront acres 2 miles from the center of St. Michaels, Maryland. Situated on a tributary of the Chesapeake Bay (the...

A deep water pier with picturesque views make this a truly special spot for a weekend getaway, or mini vacation. Couples love the cozy feeling this cottage gives,...

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, private dock...

A restful spot overlooking the Tred Avon River, between Easton and St. Michaels. A great central location find if you are coming into the area for one of the local...

This waterfront cottage has great cove views of Soltitude Creek, aptly named for the peace and serenity it delivers. Great waterviews with glass doors virtually...

This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the creeks and tributaries of the Tred...

This expansive five bedroom home provides all the modern conveniences of home only with Eastern Chesapeake Bay as the setting.