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$110

2 BR / 1 BA / Sleeps 6

Amazing River House apartment in Woods on 18 acres - Centreville vacation rentals
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$110

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Amazing River House apartment in Woods on 18 acres

2 BR / 1 BA / Sleeps 6 | Quick view

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HOME ON THE RIVER: A view of Choptank River (read James Michener's "Chesapeake") from all rooms in cozy 2 bedroom apartment with full kitchen & bath. Separate entrance, patio, dock with canoe and kayaks. Peaceful setting within 2 miles of town and relatively close to Washington D.C., Baltimore.& …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$209

2 BR / 1 BA / Sleeps 6

Love Point Bay Vacation Home - Centreville vacation rentals
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$209

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Love Point Bay Vacation Home

2 BR / 1 BA / Sleeps 6 | Quick view

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Come to our beautiful vacation home and enjoy the scenic view while having fun on the water. Love Point Bay Vacation Home is at the mouth of the Chester River, where it connects to the Chesapeake Bay on Maryland's Eastern Shore. You will feel right at home, yet free of your everyday stress. Leave your worries behind …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $300

    4 BR / 2 BA / Sleeps 8

    3 Reviews

    $300

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    Waterfront house Eastern Shore Chesapeake Bay

    4 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 3 Reviews

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    Reviews

    (3)

    This house is on the former estate of John Raskob, builder of the Empire State Building. The four-bedroom, two-bath house is one of seven that Raskob built for his farm employees. Now it has its own dock and swimming pool fronting on Grove Creek, with access to the Chester River and Chesapeake Bay. The property is …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Fireplace
    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

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    (3)

    Stress-free environment

    Left on Jan 30, 2013 for a stay in July 2011

    We have stayed at alan Fisher's Grove Creek home five times in the past six years and have enjoyed every stay. The home and grounds provide a stress-free environment that we look forward to each and every year. It is private and completely furnished with everything you need. All you require are your jeans and bathing suits. There is nothing like waking up in the morning and enjoying a few laps in…

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    $250

    3 BR / 2 BA / Sleeps 6

    2 Reviews

    $250

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    Waterfront Cottage at Spring Cove

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Very Good ” 2 Reviews

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    Reviews

    (2)

    The Cottage takes advantage of its unique environment with a large deck overlooking the extensive lawn and the tranquil waters of Spring Cove. The deck includes a dining set and barbeque grill.The first level includes a screened porch accessed through a first floor bedroom The Cottage is oriented to outdoor living …
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

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    (2)

    Laid back and relaxing

    Left on Aug 19, 2014 for a stay in August 2014

    My family was looking for a relaxing getaway that would be an alternative to another week at the beach. We found the perfect spot at this cottage near Rock Hall. We rented with no expectations besides having a place to relax and hang out. We were very pleased. For a price similar to what we may have paid for one motel room elsewhere, the cottage suited our needs very well, with a fully equipped …

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    $450

    3 BR / 3 BA / Sleeps 10

    5 Reviews

    $450

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    Beautiful St. Michaels House Steps from Water and Town

    3 BR / 3 BA / Sleeps 10 | Quick view
    “ Excellent ” 5 Reviews

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    Reviews

    (5)

    Beautiful in town location! Just steps to shops, restaurants, winery, brewery, community pool, museums, boat ramp, and waterfront. This home has been renovated with amenities that will ensure a great time in St. Michaels. Home has three bedrooms; main floor master with a king and full bath, second floor has one …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    Reviews

    (5)

    Great Location, Great House, Great Time

    Left on Jul 13, 2014 for a stay in July 2014

    This house was perfect for a large family and very convenient for walking to sites in town. The house had a well equipped kitchen, nice backyard and barbecue grill. Within walking distance to local parks and public pool. We had nice holiday!

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    $262

    4 BR / 4 BA / Sleeps 11

    Sunrise Cove - Centreville vacation rentals
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    $262

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    Sunrise Cove

    4 BR / 4 BA / Sleeps 11 | Quick view

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    Bedding: King, Queen, Bunk w/trundle, Double, QSS, TSS Create unforgettable moments with family and friends when you stay in the delightful 4 bedroom lake access home Sunrise Cove. This stunning home, with its stylish décor and open floor plan, boasts the ultimate in comfort and relaxation. Fall in the love with the …
    • Ocean or water views
    • Fireplace
    • A/C or climate control
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $247

    3 BR / 3 BA / Sleeps 8

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    $247

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    Oak View Ridge

    3 BR / 3 BA / Sleeps 8 | Quick view

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    Bedding: Queen, Queen, 2 Twins, Double Air Mattress Delightful enchantment is what you will experience the moment that you step inside the log home Oak View Ridge. The Great Room speaks of warmth and comfort with gorgeous hardwood floors and expansive vaulted ceilings. Cuddle up in front of a crackling fireplace or …
    • Fireplace
    • Parking
    • Grill
    • Television
    • DVD Player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $487

    6 BR / 3 BA / Sleeps 16

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    $487

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    Duck Cove at Wisp

    6 BR / 3 BA / Sleeps 16 | Quick view

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    Community: Lake Pointe Bedding: King, Queen, Queen, Queen, Queen, 2 Twins, 2 Queen Sleeper Sofas Dove Cove at Wisp offers prime location, the most desirable amenities and the promise for an extraordinary Deep Creek vacation! Located in the prestigious community of Lake Pointe at Wisp, this home will put you in the …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Fireplace
    • A/C or climate control
    • Grill
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $647

    5 BR / 5 BA / Sleeps 14

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    $647

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    Rest Assured

    5 BR / 5 BA / Sleeps 14 | Quick view

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    Bedding: King, Queen, Queen, 2 Bunkbeds, 2 Bunkbeds Be “Rest Assured” that you will have a truly magical Deep Creek experience when you choose to stay in this fabulous 5 bedroom lakefront home. Evidently furnished and designed with a great deal of love and pride, you will quickly fall in love with all of the …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Fireplace
    • A/C or climate control
    • Television
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $257

    4 BR / 3 BA / Sleeps 10

    1 / 17

    $257

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    KI Golf House:A Par for the Course&Mile from Beach

    4 BR / 3 BA / Sleeps 10 | Quick view

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    LOCATION…STAYCATION…GOLFCATION…right on Kent Island! KI Golf House: A Par for the Course Less than a mile to Dirty Dave's a gorgeous little beach and tiki bar. A short walk to the Chesapeake Bay. Call/email Donna and book it today! KI Golf House offers 4 Bedrooms, 2 ½ Baths, an open Kitchen Dining area…
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $450

    4 BR / 3 BA / Sleeps 10

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    $450

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    Chesapeake Bay Luxury Vacation Home, 5 Star

    4 BR / 3 BA / Sleeps 10 | Quick view

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    Welcome to Baydreams vacation home, a unique waterfront vacation home situated near the Kent Narrows in Queen Anne's County, on the Eastern Shore of Maryland. Book the comfort and convenience of a 4 bedroom 3 bath home offering a unique lodging to the discriminating traveler that other accommodations do not. For large…
    • Waterfront
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $400

    3 BR / 2 BA / Sleeps 8

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    $400

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    Charming Townhouse - Steps to City Dock and USNA

    3 BR / 2 BA / Sleeps 8 | Quick view

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    Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop and the master bedroom. BOOK NOW FOR 2015 LEGISLATIVE SESSION AT STIPEND RATES! Please note - the standard …
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $575

    4 BR / 4 BA / Sleeps 14

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    $575

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    Chesapeake Bay Spectacular

    4 BR / 4 BA / Sleeps 14 | Quick view

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    Beautiful 4 Bedroom, 4 Bath Quiet Waterfront Property, 3 queen bedrooms, 1 twin beds, 4 baths, two stories, fantastic master bedroom with mater bath complete with Roman soaking tub. Deck off of the master bedroom. Formal living room, Family room, Glass Sunroom, eat in kitchen, this spacious comes complete with …
    • Waterfront
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $295

    4 BR / 3 BA / Sleeps 8

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    $295

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    Downtown Annapolis !

    4 BR / 3 BA / Sleeps 8 | Quick view

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    Our home is located in the Eastport section of Annapolis and just a short walk to Main street, the Historic District and the Naval Academy. We have a large back yard that's great for entertaining, plenty of off street parking and we're just across the street from the best view of the Chesapeake Bay Annapolis has to …
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $350

    3 BR / 2 BA / Sleeps 6

    1 / 25

    $350

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    *BOOK NOW* Beautiful Cottage in historic Annapolis

    3 BR / 2 BA / Sleeps 6 | Quick view

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    Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the property is available all year around with a minimum …
    • Wireless Internet
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask

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    $250

    3 BR / 4 BA / Sleeps 8

    1 Reviews

    $250

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    ENDLESS SUNSETS - The perfect getaway!

    3 BR / 4 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed to take advantage of the incredible views of the Chesapeake Bay. Every bedroom …
    • Waterfront
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Hard to find and worth the effort

    Left on Oct 10, 2014 for a stay in September 2014

    Very new, very clean, very spacious, very comfortable. The family thoroughly enjoyed our stay here with plenty of room to spread out, a huge kitchen, meals on the deck and bathrooms galore. The only nitpick I have is the wifi seemed to fade in and out kicking us off regularly.

    But with such a great view and wonderful sunsets - you won't want to be on wifi anyway.

    Be sure to get good …

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    $200

    4 BR / 2 BA / Sleeps 8

    1 / 18

    $200

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    Snug Harbor USNA Cottage in Eastport Annapolis

    4 BR / 2 BA / Sleeps 8 | Quick view

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    The perfect retreat for a family visiting Annapolis on vacation or for visiting your Johnny or Midshipman at the Naval Academy. This house is modestly priced yet has all the amenities and comfort of a home and the ability to eat in and cook your meals in our huge fully equipped kitchen or barbecue out back on the …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $250

    3 BR / 1 BA / Sleeps 7

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    $250

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    Visit your Midshipman

    3 BR / 1 BA / Sleeps 7 | Quick view

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    Charming 3BR 1BA cape cod is 1 1/2 miles from City Dock and USNA. Enjoy the large back yard with two-level patio, hot tub and fire pit. Master bedroom has king bed. Second bedroom has a queen sized bed. Air mattress available in office for third bedroom. Additional queen air mattress available to sleep a total of…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

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    $250

    3 BR / 7 BA / Sleeps 10

    1 / 22

    $250

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    WATERFRONT SUISSE CHALET

    3 BR / 7 BA / Sleeps 10 | Quick view

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    This spacious, airy and relaxing 3 bedroom Suisse Chalet sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland this beautiful and spacious Suisse Chalet is located 5 minutes from the United States Naval Academy, the community of West Annapolis and …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Fireplace
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $110

    1 BR / 1 BA / Sleeps 4

    2 Reviews

    $110

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    Bayview by Chesapeake Bay

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

    Details

    Reviews

    (2)

    This cozy one-bedroom house is a wonderful spot for a weekend getaway or as a base to discover the culture, history and cuisine of Maryland's Eastern Shore. Enjoy nature, birds - bald eagles, ospreys, blue herons - stunning sunsets and more by the bay. The one-bedroom house includes full kitchen, living room, bedroom…
    • Ocean or water views
    • Internet Access
    • Outdoor Dining Area
    • A/C or climate control
    • Patio
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Bayview cottage

    Left on Jun 09, 2014 for a stay in June 2014

    I stayed at Francesca's lovely Bayview cottage on the Chesapeake Bay in Tolchester, Maryland this weekend. The cottage is delightful, with porches on three sides, comfy beds, and a well appointed kitchen. After sleeping soundly, we awoke to the sight and sounds of songbirds in the yard and eagles, herons, and osprey flying over the Bay. Francesca is the perfect hostess!

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    $759

    6 BR / 6 BA / Sleeps 12

    1 / 38

    $759

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    BayCottage Waterfront Vacation Retreat St.Michaels

    6 BR / 6 BA / Sleeps 12 | Quick view

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    Walk to the attractions of St. Michaels, MD, yet private and quiet on a point of land with 500' shoreline, Bay Cottage is your home on the Chesapeake Bay with a relaxing waterside pol, private harbor and pier, organic culinary gardens, fruit farm, wellness studio, and warm hospitalities. There are 6 bedrooms, 5.5 …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $180

    1 BR / 1 BA / Sleeps 4

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    $180

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    Captain's Quarters, a waterfront couples retreat

    1 BR / 1 BA / Sleeps 4 | Quick view

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    Enjoy the gentle tidal waters of the Chesapeake Bay and its tributaries from your private overlook. The Captain’s Quarters at Spring Cove is a crisp and contemporary second floor living space with great water views. An exterior stairway leads to an ample deck where you can enjoy breakfast and casual meals …
    • Pet friendly - ask
    • Suitable for children - ask

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    $295

    3 BR / 3 BA / Sleeps 8

    3 Reviews

    $295

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    Retreat at a quiet, water front cottage

    3 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    Located close to both Chestertown (15 minutes) and Rock Hall (30 minutes), MD this quiet, simple but energetic space is an ideal gathering place for families and friends. Stay here and relax the entire visit or explore the many activities, restaurants and cultural venues available in the Kent County area. This south …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    Construction in progress and mud everywhere.

    Left on Oct 18, 2014 for a stay in October 2014

    If the unit is under construction, do not rent it. We should have been notified of the construction and given the opportunity to cancel.

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    $145

    3 BR / 1 BA / Sleeps 7

    1 Reviews

    $145

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    Chester River House with Views

    3 BR / 1 BA / Sleeps 7 | Quick view
    “ Excellent ” 1 Reviews

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    Reviews

    (1)

    A 3 bedroom house on the Chester River with amazing sunsets over the dock. Fully equipped, with central air conditioning, dishwasher, washer, dryer and parking - also free use of kayaks to enjoy the Chester River. An ideal property for those dropping off, picking up, or just visiting a student at Washington College in…
    • Suitable for children
    • Suitable for the elderly

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    Reviews

    (1)

    A PLEASANT STAY

    Left on Aug 29, 2014 for a stay in August 2014

    what a beautiful area of md. to stay at for an relaxing get away.the beautiful sun sets and sunrise.

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    $250

    3 BR / 2 BA / Sleeps 6

    1 / 23

    $250

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    TreeHouse

    3 BR / 2 BA / Sleeps 6 | Quick view

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    Comfortable Timber Frame deep waterfront home in Annapolis close to USNA. Private wooded setting with wonderful water views. 3 miles to Annapolis Historic district. Easy commute to Washington, DC and Baltimore, MD. Tastefully furnished and equipped.
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $280

    4 BR / 2 BA / Sleeps 8

    2 Reviews

    $280

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    Peaceful, Waterfront Home w/Pier on Kent Island

    4 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 2 Reviews

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    Reviews

    (2)

    Waterfront Rancher on 3 acres, centrally located between Washington DC, St. Michaels, Annapolis, and Baltimore. 4 Bed/2 Bath home with central air sleeps 8. This home has been in our family for over 50 years and is a special place. Over the years there have been many updates to the home. The location is serene on a 3 …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Unbelievable value

    Left on Nov 04, 2010 for a stay in May 2010

    We were a family group of 3 couples plus an infant traveling to a wedding at the Usna chapel. The home was just wonderful, had a great view, was very clean, and was well equipped for the cooking being planned. Stores, restaurants, and liquor store were close by. Easy on and off the freeway into annapolis. Scott was very personable and worked with us to make our visit just right from the moment we…

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    $375

    4 BR / 4 BA / Sleeps 10

    1 / 37

    $375

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    Luxury vacation condominum with private beach

    4 BR / 4 BA / Sleeps 10 | Quick view

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    Swan Cove Condominiums at Kent Narrows(#49064) with private beach and views of the Chesapeake bay! - Brand new luxury condominium with 3000 sq ft, 4 bedrooms, 3 ½ bathrooms, one large family room with open kitchen, one large sunny living room and dinning area. There are 2 king size bed, 2 queen size bed for the 4…
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $500

    4 BR / 4 BA / Sleeps 8

    1 / 13

    $500

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    10 Minute Walk to Dwtn or Use Free Shuttle!

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    NOTE: Please call me if you want to book my property. There have been security problems on all vacation rental sites. If anyone should ask you to wire funds please call me at the number listed on this site. Beautiful upgraded home in Eastport is perfectly located in small Cul De Sac neighborhoods and features …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Deck
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $95

    1 BR / 1 BA / Sleeps 4

    5 Reviews

    $95

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    Charming Apartment in Historic Chestertown, MD

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 5 Reviews

    Details

    Reviews

    (5)

    This artistic, light-filled one-bedroom apartment is located in historic Chestertown, MD. The space includes kitchen/living room combo, bedroom with queen size bed, bathroom with shower and tub. An air mattress can be set up in the living room for 2 additional guests. An outdoor deck with cafe table and chairs is a …
    • Waterfront
    • Internet Access
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating

    Details

    Reviews

    (5)

    Cute little apartment right in Chestertiwn.

    Left on Jun 05, 2014 for a stay in May 2014

    The apartment in Chestertown is super cute and convenient. Walking distance to the water and all the cute cafés and restaurants. Clean and simple with a cute little balcony. The place was great and the hosts were helpful and responsive.

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    $425

    4 BR / 3 BA / Sleeps 9

    2 Reviews

    $425

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    Beautiful Murray Hill Home (Annapolis)

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

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    Reviews

    (2)

    Our beautifully-appointed home pays homage to the Colonial Period. It comfortably sleeps eight guests with four bedrooms and 2.5 baths. It boasts elegant dining and living rooms. Enjoy the quiet street and an easy stroll to downtown Annapolis. We have taken great care and paid pain-staking attention to detail to …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Comfortable and secure in a great home - almost as good as at ho

    Left on Nov 03, 2013 for a stay in October 2013

    The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town.

    We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies.

    We certainly will attempt…

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    $250

    3 BR / 2 BA / Sleeps 6

    1 Reviews

    $250

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    Charming Vintage Cottage/secluded Yard/Walk. WIFI

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

    Details

    Reviews

    (1)

    History, waterfront, rooftop restaurants, wine bars, sailing, kayaking and more. We have everything here in Annapolis - USNA, sailing, culture, world-class restaurants & a vibrant, walkable capital city! Here in Upper Eastport, on a cul de sac, we are a short walk to the Historic Harbor & 3 blocks from Spa …
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Great place. My dog loved the yard. I loved the Porch

    Left on Jul 15, 2014 for a stay in December 2013

    If you want a cozy place to relax this is the place. Yard was perfect for my dog to run around and I did not have to worry it was all fenced in. Love to grill so I was able to grill a couple a steaks and have a semi barbeque (little cold so the porch was perfect) by eating and entertaining on the Porch.

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    $350

    4 BR / 2 BA / Sleeps 10

    1 / 21

    $350

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    Easy access to Annapolis, Washington DC, Baltimore

    4 BR / 2 BA / Sleeps 10 | Quick view

    Details

    Clean, comfortable, family-friendly split-level home, fully furnished, washer and dryer, TV, cable, internet, wifi, quiet neighborhood with off-street parking, large shaded fenced back yard with deck for relaxing after a fun-filled day exploring Historic Annapolis, the Baltimore Harbor or our Nation's Capitol. #1BR-…
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

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      $360

      7 BR / 4 BA / Sleeps 11

      2 Reviews

      $360

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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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      $250

      2 BR / 2 BA / Sleeps 4

      1 / 8

      $250

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      Waterfront Boat Vacation Rental

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      2 bedroom, 2 bath with living salon, kitchen, and an aft deck
      • Waterfront
      • Shared outdoor pool (unheated)
      • Hot Tub/Jacuzzi
      • Sauna
      • Internet Access
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for the elderly - ask

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      $195

      2 BR / 2 BA / Sleeps 4

      1 Reviews

      $195

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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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      $190

      2 BR / 2 BA / Sleeps 5

      12 Reviews

      $190

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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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      $595

      5 BR / 3 BA / Sleeps 20

      1 / 26

      $595

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      Annapolis Crows Nest Cottage: Chesapeake Bay View

      5 BR / 3 BA / Sleeps 20 | Quick view

      Details

      Comfort & Style: Enjoy stunning Chesapeake Bay Views, Beach, Pier, Boat Slips, Park, Water Access, Fire Pit, Patio Heater and more! Charming cottage & detached studio/game room (both upgraded in 2013) offer gourmet kitchen with new stainless steel appliances, a second full kitchen in garden level, spa inspired …
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly

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      $800

      3 BR / 3 BA / Sleeps 10

      1 Reviews

      $800

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      Beautifully water front Contemporary Home in Bay Ridge, Annapolis

      3 BR / 3 BA / Sleeps 10 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Bright, open, waterfront contemporary located on a landscaped property with magnificent views of Lake Ogleton! Pier (4'MLW) for your boat, crabbing, fishing and swimming. Bay Ridge Subdivison has great views, sandy beaches, streets for jogging, nature walks, and just great places to chill. Once you see the view …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      Wonderful Family House!

      Left on Oct 17, 2013 for a stay in August 2013

      We were fortunate to stay in this lovely home over Plebe Parent Weekend. It was perfect for our family of 6. There was plenty of room to spread out or come together for family time. The large dining table made us feel right at home. The bedding was fresh with new linens and towels in all the rooms. We enjoyed the lovely water views and great location. The Bay Ridge house is a short ride to the …

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      $250

      3 BR / 2 BA / Sleeps 7

      3 Reviews

      $250

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      * 3 Bedroom Rental House in Historic Rock Hall MD

      3 BR / 2 BA / Sleeps 7 | Quick view
      “ Excellent ” 3 Reviews

      Details

      Reviews

      (3)

      This Spacious Home provides 3 Bedrooms and 2 bathrooms. Each room sleeps 2 people comfortably, and an old fashion cot is provided to sleep one more. This home is completely equipped with all the comforts of home. The Central location is in the heart of the Marina district, steps from Waterman’s Crab House, The …
      • Shared outdoor pool (unheated)
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (3)

      Excellent Value in a Great Location

      Left on Apr 18, 2012 for a stay in May 2011

      We have rented this home on several occasions over the past few years, and always found everything clean and in good working order. The large back yard is great for activities with our grandkids. Easy walking distance to Watermen's Restaurant and The Harbour Shack is a real bonus. Highly recommended!

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      $250

      2 BR / 1 BA / Sleeps 4

      1 / 12

      $250

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      2 Bedroom Unique Private Waterfront Escape

      2 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Exclusive 2 bedroom upstairs waterfront apartment with private entrance located 20 minutes from historic Easton and St. Michaels and 30 minutes from Oxford. Enjoy the sunrise each morning on your own private deck overlooking one of the most peaceful and unique surroundings the Eastern Shore has to offer! The …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer

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      $259

      1 BR / 1 BA / Sleeps 2

      1 / 9

      $259

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      Camellia Cottage, Chestertown, MD

      1 BR / 1 BA / Sleeps 2 | Quick view

      Details

      Camellia Cottage is a ca. 1950 ranch house apartment located on the property of the award-winning Brampton Bed & Breakfast Inn. The newest accommodation at our Chestertown Bed and Breakfast is a chic, Danish Modern furnished one bedroom flat. With it's own entrance, a fully equipped kitchen and a large living and …
      • Internet Access
      • Housekeeping Optional
      • A/C or climate control
      • Central heating
      • Parking
      • Pet friendly
      • Suitable for the elderly
      • Wheelchair accessible - ask

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