Chesapeake Bay Vacation Rentals
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- Bedrooms: 4
- Bathrooms: 2
- Sleeps: 9
This light filled contemporary home has a wonderful shaded yard and beautiful deck high up in the ...
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- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
Charming, historic home in the Neck District, Maryland's most beautiful, unspoiled area. This ...
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- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 8
Located close to both Chestertown (15 minutes) and Rock Hall (30 minutes), MD this quiet, simple ...
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- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 7
A great little cottage with big amenities, Clearview is the answer to your getaway needs. Swimming...
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- Bedrooms: 7
- Bathrooms: 6
- Sleeps: 26
Experience the lavish surroundings of Captain's Quarters. Whether your pleasure is sailing, fishing...
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- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
When first entering this darling cottage the current owners promptly grinned and said "This will ...
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- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
This wonderful family friendly property lies between St. Michaels and Easton on four private park-...
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- Bedrooms: 5
- Bathrooms: 5
- Sleeps: 13
Bring your gear - on over 25 acres and 800' of south east shoreline Indian Fields is set up for an ...
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- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
A world away from it all - Hoopers' Island is actually comprised of three islands with authentic ...
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- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock ...
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- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
Known as the "Pearl of the Chesapeake Bay" Tilghman Island is a true working watermen's village ...
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- Bedrooms: 5
- Bathrooms: 4
- Sleeps: 10
Elegantly furnished and located in a prestigious estate area of Talbot County, Blue Gates offers a ...
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- Bedrooms: 4
- Bathrooms: 4
- Sleeps: 10
Situated on over 25 acres, we love this home's privacy. The waterside pool surrounded by land is ...
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- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
One of our most popular houses, Pines at Barrett Cove offers virtually everything you need for your...
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- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
This darling well kept waterfront cottage is situated just minutes from historic Easton but on ...
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- Bedrooms: 4
- Bathrooms: 4
- Sleeps: 8
This charming cottage has a great location, just minutes to St. Michaels or Easton, and offers much...
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- Bedrooms: 7
- Bathrooms: 8
- Sleeps: 22
Easy to love but hard to leave! Where to start? Private pool, private dock, private tennis court...
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- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
The Swans Rest vacation home is the "easy button". No surprises, everything upgraded and well ...
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- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
This sweet little cottage is a perfect getaway for a few people. Most rentals require you to ...
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- Bedrooms: 7
- Bathrooms: 6
- Sleeps: 22
Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating ...
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- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 12
Property sleeps 10 with 4 bedrooms, 3 baths, living room, dining and sunroom. The majestic property...
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