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Holiday Rentals and Homes in Leonardtown, MD

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    All 18 Rentals in the Leonardtown Area
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    The following rentals are within 30 kilometers of Leonardtown, Maryland.

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    €89
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    1 / 15
    4 of 5 stars (1) Very good
    Colonial Beach, VA
    2 Bedrooms / 1 Bathroom / Sleeps 3
    travellers have booked this property
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    €112
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    1 / 17
    5 of 5 stars (2) Excellent
    Colonial Beach, VA
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    €246
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    1 / 26
    5 of 5 stars (1) Excellent
    Cobb Island
    4 Bedrooms / 2 Bathrooms / Sleeps 9
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    €134
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    1 / 13
    5 of 5 stars (9) Excellent
    Montross, VA
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Private waterfront retreat on the Potomac. Need a weekend Get-A-Way? Don't want to travel far? Less than 3 hour drive from Washington DC, less than 2 hours from Richmond! It's called 'Virginia's Best Kept Secret' where you can watch the osprey, heron and otters and maybe spot an eagle. Come... View all property information
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    5 of 5 stars Reviewed 30 November 2014
    This home provided an incredible holiday for our family. There were four of us including Winston, our pug. This home benefits from both a view across the inlet of an amazing...
    5 of 5 stars Reviewed 16 September 2014
    Kevin's home was the perfect getaway for my me, my husband, and my parents. The home is beautiful, spacious, and feels just like home. The best part however is the close proximity...
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    €871
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    1 / 16
    5 of 5 stars (1) Excellent
    Colonial Beach, VA
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A vacation to remember! In 2011, we introduced the Beachcomber I, located on Hawthorne Ave. After great acceptance by visitors, we purchased a smaller vacation rental property two blocks away; Beachcomber II on Wilder to great guest reviews in 2012. The Beachcomber II; a 3 bedroom, 2 bath... View all property information
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    5 of 5 stars Reviewed 8 July 2013
    This house is perfectly located within walking distance to the beach, ice cream and the local library. Having the town playground right outside the fenced in yard was beautiful...
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    €134
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    1 / 34
    Tall Timbers
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Children's Pool
    • Dryer
    • Fireplace
    • Internet Access
    • Ocean Views
    • Private Fishing...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Two hours from the District of Columbia you will find our immaculate, fully renovated Tall Timbers Cottage with comfortable interior nice woodland views and cozy central heat. There are also two electric fireplaces and AC. The cottage sleeps six. Two of the three bedrooms are outfitted with... View all property information
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    €156
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    1 / 24
    Piney Point
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This private 2-story waterfront house is the perfect escape from the city! 90 minutes from DC and 2 hours from Baltimore, the fully-furnished house is located on historic St. George Island(founded in 1634,) a vacation destination full of peace and quiet -- and beautiful evening sunsets. Stroll the... View all property information
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    From
    €232
    / Night
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    1 / 10
    Saint Leonard
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a favorite for fishermen and... View all property information
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    From
    €100
    / Night
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    1 / 16
    Clements
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Holiday House Rental in Dinard, Britany, France This house is 15 minutes far on foot from the beach. This well decorated house has place for 8 persons. This invite you to discover the 'Pink Granite Coast' and attractions: Saint-Malo (10 km), the historical oldtown from Dinan. A 45 minute drive... View all property information
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    From
    €268
    / Night
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    1 / 29
    Lusby
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
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    From
    €147
    / Night
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    1 / 6
    Hague, VA
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Cottage at the Hague Winery - Original Homestead dating back to the 1800's The renovated cottage features full kitchen, satellite TV, Wi-Fi, central air and all the comforts of home in an historic cottage situated in the midst of rolling farm land and only a short walk across the lawn to The... View all property information
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    From
    €89
    / Night
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    1 / 14
    5 of 5 stars (1) Excellent
    Kinsale, VA
    3 Bedrooms / 2 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located in Westmoreland County at Sandy Point, VA, in the heart of Virginia’s historic Northern Neck, approximately 2 hours from Washington, DC, 1.25 hours from Williamsburg and 1.5 hours from Richmond, VA. This fully furnished waterfront home rests on a protected creek located on the western... View all property information
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    5 of 5 stars Reviewed 28 January 2015
    Excellent location, lots to do even in the dead of winter. Owner was readily accessible and promptly responded to our requests.
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    From
    €93
    / Night
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    1 / 26
    5 of 5 stars (1) Excellent
    Colonial Beach, VA
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Main house has two bedrooms and two baths, full kitchen, laundry, hide-away bed in living room. Guest house in back with full bath and two beds. Private 130+ foot deep water pier extends into the Potomac River. Enjoy fishing from private pier or bring your boat. Two marinas nearby provide boat... View all property information
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    5 of 5 stars Reviewed 23 September 2014
    Great cottage. Beautiful waterfront views. Loved watching the sunrises over the water and the private dock. Cottage well equipped. owner very accomodating.
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    From
    €264
    / Night
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    1 / 24
    Piney Point
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    PET FRIENDLY* / Sleeps: 4 / View: Community / 2BR, 2BA townhome About this home: This Bayside resort 2-bedroom, 2-bath townhome has just about everything you need for a relaxing vacation. This home features a tastefully-decorated family room, dining area, kitchen and a spacious... View all property information
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    From
    €107
    / Night
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    1 / 11
    Lusby
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lovely year round rental cottage situated on almost one acre within a few minutes walk to one of the longest private beaches on the western shore of the Chesapeake Bay. Enjoy walking the mile beach to the historic Cove Point Lighthouse collecting sea shells or hunting for fossils, especially... View all property information
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    From
    €89
    / Night
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    1 / 17
    Kinsale, VA
    4 Bedrooms / 2 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Location: Sandy Point, Virginia, USA (2 Hours from Washington D.C., 1.5 Hours from Richmond, Va) Accommodations: House, 4 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 10-12) 2400 Square Feet It was initially built in 1932 as a fishing cottage and was fully renovated in 2008. The Lodge is... View all property information
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    From
    €268
    / Night
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    1 / 8
    Lusby
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
    Make Enquiry
    From
    €233
    / Night
    View Details
    1 / 21
    Piney Point
    5 Bedrooms / 4 Bathrooms / Sleeps 15
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Pet Friendly* / 10% Military Discount** / View: Community / Sleeps: 15 / 5BR, 4BA single family home About this home: This spacious 5-bedroom, 4-bath single family home - approximately 3,800 square feet - is a great place to relax and enjoy your vacation. This lovely home sleeps 15... View all property information
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