Waterfront Vacation Rentals

St. Michaels, Maryland
Lat: 38° 47' 6" N / Lon: 76° 13' 28" W

410-745-5255 or 443-786-7220
Skype: 443-746-3491

Visit us on Facebook! Follow on Twitter Skype Me™!
Home Our Vacation Rental Homes About the Area Homes for Sale Weddings by Tidewater Contact Us
Kirkland Hall Manor Kirkland Hall Manor
An outstanding example of Georgian architecture, from sweeping lawns to the majestic pillared porch and sunny spacious waterfront More»
Bedrooms: 6 Pet Friendly: Call
Sleeps: 10 Fireplace: Yes
Pool: Yes Dock: Yes
Far Away Pt - Vacation Rental Home Sleeps 10 Far Away Point

This majestic 100 acre waterfront estate close to St. Michaels and its amazing Georgian Old World Manor are full of history, comfort, seclusion and serenity More»

Bedrooms: 6 Pet Friendly: No
Sleeps: 12 Fireplace: Yes
Pool: Yes Dock: Yes
C'est La Vie C'est La Vie

This six bedroom home is just the most ideal family vacation home you could find. With it’s open plan kitchen, family room and dining area, you are never left out of a conversation and always have a view out over the water. More»

Bedrooms: 5 Pet Friendly: No
Sleeps: 10 Fireplace: Yes
Pool: Yes Dock: Yes
Leggacy on the Miles Leggacy on the Miles

High on the banks of the upper Miles River, where the ferryboats once docked, located on a point surrounded by spectacular water views More»

Bedrooms: 5 Pet Friendly: No
Sleeps: 10 Fireplace: Yes
Pool: Yes Dock: Yes
Sycamore Llanding Sycamore Llanding
One of Maryland's oldest (c.1659) and most picturesque estates on the Miles River, Sycamore Llanding has been updated, yet retains all of its original character More»
Bedrooms: 5 Pet Friendly: No
Sleeps: 10 Fireplace:Yes
Pool: No Dock: No
Duxbury Point Duxbury
Surrounded by tall, shady trees and wonderfully landscaped gardens, this "Lady of the Bay" home, offers privacy and comfort More»
Bedrooms: 5 Pet Friendly: Yes
Sleeps: 8 Fireplace: No
Pool: Yes Dock: Yes
 
The Manor at Long Haul The Manor at Long Haul
Built on a point overlooking the Miles River and Long Haul Creek, it is hard to imagine that you are minutes from historic St Michaels More»
Bedrooms: 5 Pet Friendly: Yes
Sleeps: 8 Fireplace: Yes
Pool: Yes Dock: Yes
 
Leeds Creek Leeds Creek
This colonial (c1800) is one of the most private and prestigious estates on the Eastern Shore. 35 acres, private cove, boat house, large pool More»
Bedrooms: 5 Pet Friendly: Yes
Sleeps: 10 Fireplace: Yes
Pool: Yes Dock: Yes
 
Wimbledon on Wye Wimbledon on Wye
Among estates and farms on the Wye River is Wimbledon on Wye.  Entering through antique iron gates, down a the tree lined lane, passing tennis courts More»
Bedrooms: 5 Pet Friendly: No
Sleeps: 10 Fireplace: No
Pool: Yes Dock: Yes
 
Bay Vista Bay Vista
Featured in the June 2009 issue of Chesapeake Home Magazine, Bay Vista has the vision of water from every room in the house! Open, bright with a contemporary flair and casual comfortable decor More»
Bedrooms: 4 Pet Friendly: No
Sleeps: 8 Fireplace: Yes
Pool: Yes Dock:Yes
Bay Vista Wye Provence
This traditional country home is nestled amongst trees on magnificent grounds overlooking the Wye River. Enjoy wonderful serene views of the Wye River and uninhabited islands – you can be assured of the gentle summer breezes while enjoying the fishing or crabbing from your private dock. More»
Bedrooms: 4 Pet Friendly: Yes
Sleeps: 8 Fireplace: Yes
Pool: Yes Dock:Yes
The Beach House The Beach House
In the town of Oxford proper, is a most wondrous surprise – a house with its own private beach! This darling 4 bedroom home reminds one of Nantucket More»
Bedrooms: 4 Pet Friendly: Call
Sleeps: 8 Fireplace: Yes
Pool: Yes Dock:Yes
Miles Away Miles Away
Located between Easton and St Michaels on Glebe Creek, this is an easy ride to by road or up the Miles River to St Michaels by boat.More»
Bedrooms: 4 Pet Friendly: No
Sleeps: 8 Fireplace: Yes
Pool: Yes Dock:Yes
Cranford on Miles Cranford on Miles
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 More»
Bedrooms: 3.5 Pet Friendly: Call
Sleeps: 8 Fireplace: Yes
Pool: Yes Dock:Yes
 
La Vie en Rose La Vie en Rose
Imagine waking up overlooking glass, still, water just 30 yards from your window. This home is just so inviting, warm and beautifully decorated. The furnished porch looks out over the lawn to the water, the pool and the dock. An enchanting setting to enjoy your coffee in the morning or cocktails in the evening.More»
Bedrooms: 3 Pet Friendly: Call
Sleeps: 6 Fireplace: Yes
Pool: Yes Dock:Yes
 
Provence Provence
This secluded estate is ideally located just minutes from the historic towns of Easton and St. Michaels, and is nestled amongst 100 year old trees on magnificent grounds overlooking the Miles River. More»
Bedrooms: 3 Pet Friendly: No
Sleeps: 6 Fireplace: Yes
Pool: Yes Dock: Yes
 
Millwood Millwood Manor
Set in the midst of 100 acres, Millwood is the classic Eastern Shore "gentleman's farm", with westerly views of Trippe Creek More»
Bedrooms: 3 Pet Friendly: Yes
Sleeps: 6 Fireplace: Yes
Pool: Yes Dock: Yes
 
Casa de Suenos Casa de Suenos
HGTV 2002 Dream House of the year, Casa de Suenos is the only vacation home in Talbot County that is actually on the Chesapeake Bay More»
Bedrooms: 3 Pet Friendly: No
Sleeps: 6 Fireplace: Yes
Pool: Yes Dock:No
 
Prairie Wind Prairie Wind
Designed by Washington architect Suman Sorg and Associates and landscaped by James van Sweden, this property is a master piece More»
Bedrooms: 2 Pet Friendly: No
Sleeps: 4 Fireplace: No
Pool:Yes Dock:No
 
 
 

Index | Waterfront Estate Rentals | Homes for Sale | About St. Michaels, Easton & Oxford MD | Contact Us |  Site Map
Website design and maintenance by Mary Bryan of Marketing House Design & Marketing ©2010

No part of this website may be reproduced without express written consent from the owners of this site