Eastern Shore Getaways

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Looking for a great girls or guys getaway weekend or headed out for the hunting season? The Eastern Shore strikes just the right blend of down time and unique activities to foster old relationships, reconnect with your buddies and enjoy nature. Golfing, shopping, spas, fabulous restaurants and wineries all afford you the opportunity to plan a memorable getaway.

The Eastern Shore's signature annual event, the Waterfowl Festival is an event packed family weekend for celebrating all things Eastern Shore--food, fowl and fun! For more information about the event visit the official website.

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The Eastern Shore is a great place to reconnect with friends or take a much needed respite with your closest buddies. Shopping, golfing, spas, fabulous dining and local wineries are just a few of the activities waiting to be discovered in our quaint towns. Of course, you may want to simply relax at your waterfront property, lounge by the pool or paddle along the river. The choice is yours!

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Properties that allow hunting on premises with a professional guide. Check back frequently for more properties added for the 2017-2018 hunting season.

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Thanksgiving is a special time to visit MD's Eastern Shore--beautiful colors, waterfowl migrating above, succulent seafood (oysters!!) and local cuisine all set a perfect backdrop for a treasured family celebration. There is a 3 night minimum stay requirement for the Thanksgiving holiday weekend.

Please note prices below per night, based on the summer weekly price for seven nights and are given as a range to assist you with choosing a property. Nightly prices vary per season and per number of nights booked. For an exact quote, please input your dates on the property page.

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Looking for a great fall getaway? These 2-3 bedroom cottages are available for a minimum of two nights after Labor Day and include complimentary early arrival and late departure (if available), as well as all other fees, bed and bath linens and pet fees (if home if pet friendly). Make plans now to be on the Eastern Shore for the best season of all!

Please note prices below per night, based on the summer weekly price for seven nights and are given as a range to assist you with choosing a property. Nightly prices vary per season and per number of nights booked. For an exact quote, please input your dates on the property page.

View Fall Cottages

Eastern Shores Vacation Rentals has properties avaialble for every occasion at any time of year. If you're looking for something specific please don't hesitate to give us a call. We look forward to helping your vacation plans come to fruition.