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Holiday Rentals in Leonardtown

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    €167 Average
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    All 17 Rentals in Leonardtown
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    The following rentals are within 30 kilometers of Leonardtown.
    Parker Shores1 / 14
    (28)Very good
    Kinsale, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Piney Point
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Shannon Point Lodge Peaceful and Private1 / 17
    (46)Excellent
    Kinsale, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    New! 4 BR House on St George Island w/Great Views!1 / 27
    (2)Excellent
    Saint Inigoes
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    Came here for a few days of R&R and left totally relaxed and rejuvenated. We spent most of our time on the front porch as the views were extraordinary, especially the...
    Reviewed 27 May 2017
    less than 2 hours from DC and NOVA, The sunsets are unbelievable! Fullly equipped and stocked kitchen, can sleep 12, all the modern conveniences, a small private beach across a...
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    About this property
    Experience luxury, peace, and tranquility when you stay at this superb 4-bedroom, 2.5-bathroom vacation rental house that sleeps 12 lucky guests on the Potomac River with unrivaled views of Potomac River. Situated on 10 acres of historic wooded land that lines the water, this house ensures amazing...
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    Saint Inigoes, Maryland 20674
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Lusby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Porch
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • DVD Player
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Lusby, Calvert County 20657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Saint Leonard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Internet Access
    • Parking
    • Outdoor Dining Area
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Saint Leonard, Calvert County 20685
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    New! Beachfront 4BR St. Leonard Cottage w/ Deck!1 / 24
    (1)Excellent
    Saint Leonard
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • Cable/satellite TV
    • Grill
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    This amazing beach house has everything. The location and views are awesome. You literally step off the deck into the shells and sand onto your own beach and swimming area...
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    About this property
    Escape your everyday hustle and bustle and discover a hidden treasure right on the Chesapeake Bay sands at this 4-bedroom, 1-bathroom St. Leonard vacation rental cottage. With comfortable accommodations to sleep 8, 1,200 square feet of well-appointed living space and easy access to surrounding...
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    Location Information
    Saint Leonard, Calvert County 20685
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Super Cute, 2 Bedroom, 1 Bath, Furnished Cottage1 / 15
    (8)Very good
    Colonial Beach, VA
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Porch
    • Patio
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    Better than expected. Full ammenities and great neiborhood, walking distance to sound and river front.
    Reviewed 29 August 2016
    Clean and comfortable- close to everything you need. Home is private and quiet but close to the activities
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    About this property
    Super cute, furnished cottage on the point. 2 bedroom, 1 bath, kitchen, sunroom, covered back patio. Renovated bathroom, hardwood floors, fenced yard. Come relax and enjoy a sunset walk around the point. Nestled on a quiet street two blocks from the Potomac River and two blocks from Monroe Bay....
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    Location Information
    Colonial Beach, Virginia 22443
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Cedar Beach Lodge is a Modern Year-Round1 / 8
    (1)Excellent
    Lusby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Porch
    • Internet Access
    • Grill
    • Parking
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Lusby, Calvert County 20657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stunning Pond House in Coles Point1 / 32
    (1)Excellent
    Coles Point, VA
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Grill
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    Myself and a few friends ending up spending a enjoyable weekend at this home. I would highly recommend it to anyone looking to get a away from it all for a few days.
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    About this property
    This vacation getaway is on a private lot on a 16 acre pond perfect for canoeing and kayaking, opening to the Potomac River. You are welcome to use our canoe and kayaks during your stay. The house sleeps 10 people in beds, two bedrooms are on the main level (one bedroom with a queen bed and one...
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    Location Information
    Coles Point, Virginia 22469
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    DREAM FAMILY HOUSE ON THE POTOMAC RIVER1 / 20
    (6)Very good
    Montross, VA
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 January 2017
    This home is everything I have ever dreamed of! By far the best relaxation retreat for myself and my family. Beautiful home well taken care of, I'm not to sure if the person...
    Reviewed 8 September 2016
    We rented the house over a long weekend with 10 adults and 3 babies. We also rented the pontoon boat.The house is as large, well stocked, and amazingly located as the listing...
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    About this property
    WATERFRONT HOME Private 574 feet/175 meters of Waterfront - Mean Low Tide 4 feet/1.22 meters 4700 sq. ft/1433 sq. meters of Open Floor Plan home on 2.1 acres/8498.4 sq. meters Four Bedrooms each with private bathrooms and a powder room off living room Handicap Friendly In-law Suite - Kitchen,...
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    Location Information
    Montross, Virginia 22520
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Saint Leonard
    1 Bedroom, Sleeps 2 Quick View
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    Amenities & Details
    • Waterfront
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax at this charming updated one bedroom bungalow. It overlooks the waters of Wells Cove, a tributary to the Patuxent River which is itself, a tributary to the Chesapeake Bay. This cottage is secluded from the main house, surrounded by water and a wild flower meadow. Somewhat secluded from...
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    Location Information
    Saint Leonard, Calvert County 20685
    Holiday Rental House - 1 Bedroom, Sleeps 2
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    Kinsale, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Parking
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tween is located at Sandy Point, Virginia on the Northern Neck. The house is on the waterfront of the Potomac River where it is approximately five miles across to the Maryland shores. You look out onto the Chesapeake Bay from the porch. The beach is sand and the water has a gradual depth increase -...
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    Location Information
    Kinsale, Virginia 22488
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Waterfront Retreat on Monroe Bay-AMAZING SUNSETS!1 / 15
    (7)Excellent
    Colonial Beach, VA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    We were very happy with our choice of a vacation rental.The location is amazing. We were right across the street from the bay. We ate crabs on the deck enjoying the view of the...
    Reviewed 21 December 2016
    I can not say enough about the wonderful vacation we had Sept, 2016. We rented a gulf cart and drove all over!! The location was excellent. The view was amazing! My Husband...
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    About this property
    Marina Sunset is situated on the upper level of a bayfront cottage. 'Incredible' best describes the sunset views of Monroe Bay from the front deck of this gorgeous vacation rental on the 'Point.' This beautifully decorated and fully equipped two-bedroom unit sleeps up to 5 and offers everything...
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    Location Information
    Colonial Beach, Virginia 22443
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Colonial Beach, VA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Washer
    • Patio
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy Cottage, less than 1 block from river and overlook park. Remodeled kitchen and bath. Two sun porches. Private yard and driveway. Great location in quiet neighborhood within walking, biking, golf carting distance to town center. Pet Friendly...Pet Fee is $100 per stay. Fully equipped kitchen,...
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    Location Information
    Colonial Beach, Virginia 22443
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Colonial Beach, VA
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take leisure to the next level on your upcoming coastal retreat by reserving 'The Blue Crab Cottage,' a traditional bungalow-style Colonial Beach vacation rental home. This cottage has 3 bedrooms, 1 spacious bathroom, and enough sleeping arrangements for 5 guests. Found just 2 blocks from the beach...
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    Colonial Beach, Virginia 22443
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Colonial Beach, VA
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Air Conditioning
    • Washer
    • Balcony
    • Cable/satellite TV
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring your dog, your best friend, and a bottle of wine and fall in love with this adorable 2-bedroom, 1-bathroom vacation rental home that’s only a short walk from the beach. Adorned with stylish decor, modern amenities, central air conditioning, free wifi, and a spacious, fenced-in backyard, this...
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    Location Information
    Colonial Beach, Virginia 22443
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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