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Hebron Vacation Rentals

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    Don't let other travelers get your favorite Hebron area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Hebron
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    Vacation On The Eastern Shore1 / 17
    (1)Very good
    Hebron
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 25 miles of Hebron.
    Water water everywhere in this gorgeous home1 / 21
    (3)Very good
    Chance
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Stunning, Newer Chesapeake Waterfront Estate, Pool - 6/7 Bedrms 5 Baths1 / 31
    (12)Very good
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Snow Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thank you for your interest in renting the Public Landing Cottage. You've just taken the first step towards finding your perfect hideaway! This could be your home away from home in historic Public Landing Snow Hill, Maryland. Steps away from the picturesque Chincoteague Bay, with a private dock in...
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    Location Information
    Snow Hill, Maryland 21863
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Washer
    • Terrace
    • Parking
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the beautiful Eastern Shore of Maryland, Cambridge has been named one of the best ten small towns in the U.S. and is a boater's dream! The house has four private suites, full gourmet kitchen, three sitting areas, and two car garage. Check out the Dorchester County Tourism page for...
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    Location Information
    Cambridge, Maryland 21613
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Westover
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Porch
    • Waterfront
    • Shared Yard
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Westover, Maryland 21871
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cambridge
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Balcony
    • Parking
    • Cable/satellite TV
    • Terrace
    • Washer
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern home that has accommodations for more than 10+, with 2 full living room areas, 3 and half baths, Xfinity cable, with flat screen TVs in each of 5 bedrooms. Master with 50', mini fridge, sofa,loveseat, and ensuite master bath. Home is minutes away from some of the finest Eastern Shore Seafood...
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    Location Information
    Cambridge, Maryland 21613
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Millsboro, DE
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Yard
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR HOME IS WITHIN 'THE PENINSULA' A GATED COMMUNITY ON THE INDIAN RIVER BAY JUST MILES FROM REHOBOTH BEACH< DEWEY BEACH AND LEWES BEACH. THE PENINSULA HAS A WORLD CLASS 18-HOLE GOLF COURSE, 1-INDOOR POOL, 1 ADULT POOL, 1 WAVE POOL. THE CLUB HOUSE IS COMPLETE and opened in 2017. the CLUB HOUSE...
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    Location Information
    Millsboro, Delaware 19966
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Year Round Estate on Bay / Fam. Reunions / Slps 281 / 35
    (15)Excellent
    Cambridge
    7 Bedrooms, 7 Bathrooms, Sleeps 28 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2016
    Lovely setting & a great location for sure. Nice big comfortable house. Great spot for big family reunion. This was our 2nd time we stayed here. Loved our first visit a...
    Reviewed August 3, 2012
    I would not change a single thing. Our family enjoyed the six day stay at this awesome place. The amenities were great, the location was central to other sights, and the...
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    About this property
    Captains Quarters on the Bay is a wonderful waterfront home with over 6,000+ Sq. Ft. of Living Space. Designer Appointed with All New Furnishings.7 Bedrooms with 6 Full Bathrooms, some with Jacuzzi/Whirlpool Baths. Gourmet Kitchen with Six Burner Stovetop and Triple Ovens. Large Game Room with...
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    Location Information
    Cambridge, Maryland 21613
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 28
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    Princess Anne
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bed & Breakfast 1 Bedroom w/ bathroom. This bedroom is beautifully decorated as the Jane Austen room, its so cosy you immediately feel at home. Our peaceful and beautiful reading parlor is filled with books to enjoy. Whether you need time away from home, a romantic retreat, girlfriends retreat,...
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    Location Information
    Princess Anne, Maryland 21853
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cottage at Heron Cove, Chesapeake Bay, Cambridge1 / 50
    (10)Excellent
    Cambridge
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Porch
    • DVD Player
    • Parking
    • Waterfront
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2018
    If you enjoy fishin, crabbing, kayaking, smores by campfire, wildlife and peace and quite this is the place for couples and families.Additionally, close to town, supermarket...
    Reviewed January 20, 2018
    The Cottage has been our vacation get-away now for the last 6 years and we are planning to return again this year. Our children (one in college and one post college) still love...
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    About this property
    DEAL DIRECTLY WITH THE PROPERTY OWNER AND AVOID ANY ONLINE BOOKING FEES CHARGED BY HOMEAWAY, VRBO OR VACATIONRENTALS The Cottage at Heron Cove is a cozy home situated on a scenic peninsula with water views from every window. Awake each morning to watch the sun glisten off the gentle waters....
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    Location Information
    Cambridge, Maryland 21613
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Princess Anne
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bed & Breakfast 1 Bedroom w/ bathroom. This bedroom is beautifully decorated, Robert L. Stevenson room is so cosy you immediately feel at home. Our peaceful and beautiful reading parlor is filled with books to enjoy. Whether you need time away from home, a romantic retreat, girlfriends retreat,...
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    Location Information
    Princess Anne, Maryland 21853
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Princess Anne
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bed & Breakfast 1 Bedroom w/ bathroom. This bedroom is beautifully decorated as the Langston Hughes room, its so cosy you immediately feel at home. Our peaceful and beautiful reading parlor is filled with books to enjoy. Whether you need time away from home, a romantic retreat, girlfriends...
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    Location Information
    Princess Anne, Maryland 21853
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Deal Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Hot Tub
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend time relaxing in the QUIET and Rural fishing community of Deal Island. This quaint cape cod offers large dining room open to the efficient kitchen with all the modern amenities. The living room features a large picture window to view the sunset over the bay, flat screen TV, DVD player and...
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    Location Information
    Deal Island, Maryland 21821
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Preston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Shared Indoor Pool
    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home has a beautiful fire fly show in our historical wooded back yard. Always enjoy our wildlife our humming birds are the best. Go four leaf clover hunting. The deck is comfortable with lounge chairs for basting in the summer sun. We have goats that get loose... The horse that lives in our...
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    Location Information
    Preston, Maryland 21655
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Preston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Secure Parking
    • Patio
    • Housekeeping Included
    • Balcony
    • Shared Indoor Pool
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 18 acres large deck over looks historical woods. Nature at its best... Hawks, rabbits, deer, all kinds of birds.... Our hummin birds are fabulous... WE have a complimentary coffee/ tea bar, we can set up a water slide for a fee also manicures and pedicures plus ear candling done on site...
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    Location Information
    Preston, Maryland 21655
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cambridge
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the charming city of Cambridge while staying in this lovely colonial vacation rental house. With 3 bedrooms and 2.5 bathrooms, a group of 7 can unwind in 2,068 square feet of living space after adventures in the Cambridge area. Between 2 roomy living areas, a welcoming wraparound porch,...
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    Location Information
    Cambridge, Maryland 21613
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Millsboro, DE
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that this property features exterior security cameras on the front porch. These do not look into any interior spaces ** Bring the family along to this 5-bed, 2.5-bath vacation rental that sleeps 14 in Millsboro! Boasting 1,800 square feet, this house promises plenty of wiggle room...
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    Location Information
    Millsboro, Delaware 19966
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Cambridge
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Luxurious Duplex can sleep up to 5 people. Having recently undergone a full renovation with all contemporary fittings and fixtures, it is now in stunning condition. It has a brand new kitchen, double-glazed windows and converted loft. The master bedroom features a king-size bed, whilst the...
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    Location Information
    Cambridge, Maryland CB1 3QR
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Hebron Flight and Weather Info
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    54° 31°
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    45° 25°
    December
    40° 23°
    January
    43° 23°
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