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$250

4 BR / 3 BA / Sleeps 12

7 Reviews

$250

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Villa Wenona - Waterview Villa by Chesapeake Bay

4 BR / 3 BA / Sleeps 12 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

Property sleeps 10 with 4 bedrooms, 3 baths, living room, dining and sunroom. The majestic property of Villa Wenona sits on a beautiful lawn and wooded ¾ acre lot, yards from the Chesapeake Bay at the southern tip of Deal Island, MD. Enjoy exquisite sunsets from the comfortable sun room or the stunning balcony …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

Very well equipped, clean, beautiful house and back yard includ

Left on Apr 15, 2013 for a stay in March 2013

We had a wonderful time. The owners are very friendly and prompt in responding with information to any question. The care takers next door are also very nice and helpful people. We will recommend this property to our friends any day!!!

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$125

2 BR / 1 BA / Sleeps 6

Captain's Watch Vacation Cottage - Chesapeake Bay vacation rentals
1 / 21

$125

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Captain's Watch Vacation Cottage

2 BR / 1 BA / Sleeps 6 | Quick view

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Get away and stay in our cozy cottage that sits on the Knapp's Narrows in Tilghman, MD. Captain's Watch is a Waterfront Cottage which has a screened porch with beautiful sunrise view of Knapps Narrows. It is nestled in a Working Watermens Village, 12 miles from Historic St. Michaels, Maryland on the Eastern Shore. …
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $250

    3 BR / 2 BA / Sleeps 6

    1 Reviews

    $250

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    Unique, Affordable Nature-Oriented Getaway Home

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Average ” 1 Reviews

    Details

    Reviews

    (1)

    Charming, historic home in the Neck District, Maryland's most beautiful, unspoiled area. This adorable east-facing 100-year-old home sits on a generous lot (over an acre) with forever waterviews, mature shade trees, flowering perennials, roses, large fenced vegetable garden, breezy patio, wide covered front porch and …
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Nice house but it is not on the water

      Left on Oct 26, 2012 for a stay in July 2012

      This is a lovely older house with lots of room for families. We are very grateful that she accepts dogs and even better that the house is so clean you can't tell that dogs have stayed there. The electronics are a bit old but useable and there is no wifi. There are bikes available for use and the area would be great for bike riding but in July when we were there it was over 100 every day and …

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      $710

      3 BR / 2 BA / Sleeps 9

      3 Reviews

      $710

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      CEDAR POINT

      3 BR / 2 BA / Sleeps 9 | Quick view
      “ Excellent ” 3 Reviews

      Details

      Reviews

      (3)

      This charming waterfront cottage on 6.5 private acres sits among swans and eagles on Marylands beautiful Eastern Shore. This professionally decorated cottage is packed with modern ammenities and charm. Waterfront Pool, Dock with seating boat slip with and water and electric; 1 canoe and 3 two person kayaks, …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (3)

      A Vacation to Remember

      Left on Apr 25, 2011 for a stay in September 2010

      My kids still talk about it...It was the best Vacation they have had...We traveled to Europe many times but this is the week they will remember..Thank you for making this a memorable vacation..We will be back!!!

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      $150

      2 BR / 1 BA / Sleeps 6

      Chesapeake Bay Sunrises AND Sunsets - Chesapeake Bay vacation rentals
      1 / 22

      $150

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      Chesapeake Bay Sunrises AND Sunsets

      2 BR / 1 BA / Sleeps 6 | Quick view

      Details

      Located in Frenchtown, MD, 30 min south of Salisbury, MD on Chesapeake Bay's Eastern Shore. This is a private home on an island in the middle of ten thousand acres of salt marsh and near a national wildlife management area. Views from the bedroom, enjoy waterfront sunrises, water views from the living room & …
      • Waterfront
      • Ocean or water views
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly

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      $150

      1 BR / 1 BA / Sleeps 5

      5 Reviews

      $150

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      1 bedroom cottage near water, dog friendly

      1 BR / 1 BA / Sleeps 5 | Quick view
      “ Excellent ” 5 Reviews

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      Reviews

      (5)

      The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full kitchen, and a backyard …
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (5)

      Quiet and peaceful!

      Left on Sep 26, 2011 for a stay in September 2011

      We had a very nice stay at Seahorse cottage. It was on a quiet street, but only a short walk to the boardwalk. The owners are wonderful to talk to. We hope to go back next year for our anniversary.

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      $350

      7 BR / 4 BA / Sleeps 11

      2 Reviews

      $350

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      Large Historic Home On Harbor in St. Michaels

      7 BR / 4 BA / Sleeps 11 | Quick view
      “ Excellent ” 2 Reviews

      Details

      Reviews

      (2)

      The historic Thomas Harrison House is located on the harbor in the center of the town of St. Michaels. This Eastern Shore/Chesapeake Bay vacation rental has magnificent water VIEWS and can accomodate up to 12 people. The house is a short walk from all the museums, parks, restaurants, churches, and shops in St. …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Fireplace
      • Washing Machine
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      This was the perfect home for a week of wedding planning and family relaxation time.

      Left on Jul 23, 2014 for a stay in June 2014

      Our daughter was married at the Tidewater Inn in Easton. We rented this lovely, large home the week before the wedding to have a place for the bride to relax while we spent time together finalizing wedding plans. The stay at the Harrison Home added so many memories to the already fond memories of a wedding. We cooked together with all the amenities in the kitchen. The home was so large we could …

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      $180

      2 BR / 2 BA / Sleeps 5

      12 Reviews

      $180

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      Location Location! St Michaels-- In Town Cottage!

      2 BR / 2 BA / Sleeps 5 | Quick view
      “ Excellent ” 12 Reviews

      Details

      Reviews

      (12)

      The recently restored historic Washington Melson House is a 2 bedroom, 1.5 bathroom vacation cottage that is a short walk from the harbor, all museums, town pool, parks, restaurants, library, churches and shops in St. Michaels. The house was built around 1840 by Washington Melson, a sailor, believed to be one of two …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Fireplace
      • Washing Machine
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

      Details

      Reviews

      (12)

      Crabtastic Great Escape

      Left on Aug 26, 2011 for a stay in August 2011

      This cottage is the perfect great escape. Conveniently located in the middle of quaint St Michael's close to the harbor, restaurants, and shops. The property is clean and well-maintained with beautiful landscaping. The building has been lovingly restored keeping to the historical accuracy, yet well placed modern conveniences make the stay even more enjoyable.

      I have visited this cottage several…

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      $190

      2 BR / 2 BA / Sleeps 4

      1 Reviews

      $190

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      Premier Cottage in St. Michaels- In Town Location!

      2 BR / 2 BA / Sleeps 4 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      The historic and recently restored Thomas Blades House is a 2 bedroom, 1.5 bathroom vacation cottage that is a short walk from the harbor, all museums, parks, restaurants, town pool, library, churches and shops in St. Michaels. The house was built around 1850 by Thomas Blades, a young sailor. The first floor of the…
      • Ocean or water views
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      I will never go back to the Jersey Shore Again!!!

      Left on Aug 18, 2014 for a stay in August 2014

      Location location location!

      Walk to perhaps the cutest town ever! Friendly people ,dog loving community, sail boats, restaurants and such a lovely little town.. Perfection found!

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      $280

      3 BR / 3 BA / Sleeps 6

      1 / 9

      $280

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      RESTORED WATERFRONT COTTAGE

      3 BR / 3 BA / Sleeps 6 | Quick view

      Details

      You can tell right away, from the warm sage green exterior and the peaceful creekside setting, that this charming vacation cottage promises a fun, relaxing getaway. With a 180 degree expanse of spectacular Oak Creek waterfront, the River House at Royal Oak is the pefect choice for year 'round vacationing. Our …
      • Waterfront
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $249

      2 BR / 2 BA / Sleeps 5

      1 / 17

      $249

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      Chesapeake Bay House

      2 BR / 2 BA / Sleeps 5 | Quick view

      Details

      Outstandingly beautiful and immaculately maintained light-filled custom-built home with stunning, unobstructed views of the wonderful Chesapeake Bay in the picturesque town of North Beach. Steps away from the boardwalk in front of the bay. Within a 45-min drive from Washington DC (just 33 miles), Baltimore & Annapolis…
      • Waterfront
      • Hot Tub/Jacuzzi
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly - ask

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