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Hollywood Holiday Homes

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    Don't let other travellers get your favourite Hollywood area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 25 Rentals in Hollywood
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    The following rentals are within 40 kilometres of Hollywood.
    Piney Point
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Parker Shores1 / 14
    (28)Very good
    Kinsale, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Saint Leonard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Coles Point, Virginia 22469
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Lusby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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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    Lusby, Calvert County 20657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • Housekeeping Included
    • Washer
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    • Waterfront
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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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    Montross, Virginia 22520
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Best kept secret by the bay (Entire House)1 / 20
    (4)Excellent
    Fishing Creek
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2016
    This rental property was amazing. My husband and I stayed for 5 days. We were in town for the Ironman race and wanted to find somewhere a bit away from all the crowds. Hoopers...
    Reviewed 20 June 2016
    This beautiful home offers everything, and more, one could ask for in a vacation rental. The view of the water is spectacular and we were able to enjoy those views in the...
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    About this property
    Hooper's Island is located between the Honga River and Chesapeake Bay on Marylands Eastern Shore. This unique island is a 'MUST DO' on your bucket list. Especially noted for: Maryland's famous Blue Crabs and Breathtaking Sunsets!!! Hooper's Island is must do on your bucket list as you...
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    Fishing Creek, Maryland 21634
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    • Cable/satellite TV
    • Patio
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    • 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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    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
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    • 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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    Saint Leonard, Calvert County 20685
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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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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    • 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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    Shannon Point Lodge Peaceful and Private1 / 17
    (46)Excellent
    Kinsale, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Porch
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2017
    Bill...I cannot thank you enough for everything you did, the tv channels, the new stove and the metal ramp..As always we enjoyed every minute at your place..My friends all...
    Reviewed 28 August 2015
    5 stars are really not enough. Bill and family go above and beyond -- they don't just rent the home (clean linens, kitchen with utensils, cable TVs, Internet, canoe, kayaks...
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    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...
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    Kinsale, Virginia 22488
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    Seahorse Guest Cottage near the Bay, dog friendly1 / 17
    (5)Very good
    North Beach
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2014
    Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
    Reviewed 8 July 2013
    We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
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    About this property
    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...
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    North Beach, Calvert County 20714
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Fishing Creek
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Housekeeping Included
    • Air Conditioning
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    • Patio
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious Historic Home. Wide open water views on both sides of the house! Come to discover 'Hoopers Hill'. Relax between waterfront sunrise and waterfront sunset. Gourmet kitchen, private beach, starry evening skies, and quiet reading spaces await. Shoreline crabbing, oystering and fishing too....
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    Fishing Creek, Maryland 21634
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Fishing Creek
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely home offers all the comforts of home, including a covered porch where you can meditate, read, paint, bird watch and get away from it all, as the quiet natural beauty of the area makes it the perfect retreat! The house features spectacular views of the bay and sunsets from the first...
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    Location Information
    Fishing Creek, Maryland 21634
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Waterfront Retreat on Monroe Bay-AMAZING SUNSETS!1 / 17
    (6)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 31 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 22 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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    Colonial Beach, Virginia 22443
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Saint Leonard
    1 Bedroom, Sleeps 2 Quick View
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    • 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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    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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    Location Information
    Colonial Beach, Virginia 22443
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All-Decked-Out Beach House is on the Western Shore of the Chesapeake Bay in the lovely Rose Haven/North Beach MD community. Fenced-in on a large corner lot directly across from Herrington on the Bay, 3 miles from Chesapeake Beach Bay Resort & Spa and 45 min. from DC this 3bed/1.5 bath offers...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fall fun! Near pumpkin patches, corn mazes, haunted trails, festivals & more!1 / 28
    (1)Excellent
    Huntingtown
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We can't get enough of this place! Been coming here since 2016 just to get away. Love the changes each season brings! The park and the town center have everything u need. The...
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    About this property
    Chesapeake camping. Stay warm inside & out. 40 mi from DC or Ammap. One mi to river & 10 mi to Beaches. 31' camper trailer with 2 bedrooms, private site, with hookups on small farm. Full bathroom, queen bed, full bed with single bunk. Living & dining convert to sleepers and has full kitchen area. 3...
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    Huntingtown, Calvert County 20639
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to...
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    North Beach, Calvert County 20714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Porch
    • Patio
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2017
    Better than expected. Full ammenities and great neiborhood, walking distance to sound and river front.
    Reviewed 30 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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    Colonial Beach, Virginia 22443
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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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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    Kinsale, Virginia 22488
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hoopers Island Studio, 360 Degrees WATER VIEWS1 / 38
    (2)Excellent
    Fishing Creek
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Patio
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2014
    We came to this historic area to do some fishing. The house was well equipped with emphasis to detail. A great deal of creativity is evident once you step inside. You find...
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    About this property
    360 Degree Views, WATERFRONT Scenic, peaceful and spacious studio apartment located on the entire second floor of our property. AVAILABLE FOR 3 NIGHT STAY MINIMUM, sorry NO EXCEPTIONS 3rd person $25 extra per night Ironman/Eagleman/Event/Holiday $75 extra per stay Discounted weekly rates....
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    Fishing Creek, Maryland 21634
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    North Beach
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Terrace
    • Washer
    • DVD Player
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 - 8 Outstandingly beautiful, light-filled custom-built home with stunning, views of the wonderful Chesapeake Bay in the picturesque town of North Beach. Steps away from the wonderful boardwalk by the bay. Within a 38-min drive from Washington...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Woolford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet Waterfront Retreat in Estate Setting - You will be staying in a charming, waterfront, 1-bedroom, carriage house located on a five-acre estate with surrounding tall pines and stately cedars. Your living quarters on the second floor, with private entrance and balcony, will overlook the pool and...
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    Location Information
    Woolford, Maryland 21677
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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