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Piney Point Holiday Homes

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    Don't let other travellers get your favourite Piney Point area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 26 Rentals in Piney Point
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    Old World Charm, Immaculate Potomac River Woodland Cottage, Polite Pets OK1 / 48
    (2)Excellent
    Piney Point
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    St George Island retreat, views of Potomac 1.3 hrs from Washington DC1 / 53
    (1)Excellent
    Piney Point
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    36486 Wild Rose Circle1 / 45
    (1)Excellent
    Piney Point
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Piney Point
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    View: Pond / Sleeps: 14 / 5BR , 4BA single family home About this home: Experience this newer upscale, beachy two-story 5-bedroom, 4-bath coastal single family vacation home, located in the exceptionally-amenitied Bayside resort, just minutes to the Fenwick Island, Delaware, and Ocean City,...
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    Piney Point, Maryland 19975
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Piney Point
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    View: Lake / Sleeps: 15 / 5BR, 4BA single family home About this home: Be one of the first to vacation in 'Anchors Aweigh!' in The Shoals - Bayside resort's newest area! This two-story 5-bedroom, 4-bath coastal single family vacation home is just minutes to the beaches, restaurants and shops of...
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    Piney Point, Maryland 19975
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
    36283 Sunflower Boulevard1 / 27
    (1)Excellent
    Piney Point
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    DOG FRIENDLY* / Sleeps: 10 / View: Community / 3BR, 3BA townhome About this home: New carpet for 2018! This spacious Bayside resort two-story 3-bedroom, 3-bath townhome - at approximately 1,800 square feet - offers just about everything you need for a relaxing vacation on the Delaware Coast....
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    Piney Point, Maryland 19975
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    The following rentals are within 30 kilometres of Piney Point.
    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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    • DVD Player
    • Air Conditioning
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    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Washer
    • 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
    Parker Shores1 / 14
    (30)Very good
    Kinsale, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • DVD Player
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    • Waterfront
    • Cable/satellite TV
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2019
    This vacation was amazing. House was roomy! We were able to wake up, walk out on the deck to fish and crab or even jump in a kayak. It was directly on the water! The owner was...
    Reviewed 19 July 2018
    This place was amazing. Huge home with plenty of sleeping place. Good crabbing and fishing spot. The owner was awesome and provided us with any thing we needed along with advise...
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    About this property
    Great long-term rental for Locum Tenens, Hunting, Fishing 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...
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    Kinsale, Virginia 22488
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    Chesapeake Bay Waterfront on Hoopers Island with Private Beach1 / 35
    (3)Very good
    Fishing Creek
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 24 September 2019
    Enjoyed this property as a place to reconnect with old friends. Enjoyed views of the bay from the porch, stargazing, biking, walks. Small private beach. Old Salty’s next...
    Reviewed 3 October 2018
    Jerry is a wonderful host and was flexible with our check-in time. The house was spotless when we arrived, and the kitchen and cookware was well stocked. The house resides a few...
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    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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    Fishing Creek, Maryland 21634
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Single family home1 / 8
    (1)Very good
    Coltons Point
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 7 October 2018
    The home was sparkling clean, beautifully decorated, and comfortable. The host was very friendly and showed us around to help us get settled, even providing muffins and bananas...
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    About this property
    Come enjoy this beautiful, scenic and peaceful home on the Potomac River. Commune with nature and observe the wildlife, including deer and bald eagles. Go fishing from the pier. Eighteen private acres of natural forest and marshes. See the stars at night without the interference of city lights....
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    Coltons Point, Maryland 20626
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hoopers Island Studio, 360 Degrees WATER VIEWS1 / 38
    (4)Excellent
    Fishing Creek
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Parking
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2018
    This place was truly breathtaking. The drive from Cambridge, alone, is worth the trip. I was competing in an Ironman triathlon, and this place was easily one of the best finds...
    Reviewed 17 January 2018
    Memories of the peace, beauty and comfort of Fishing Creek, Maryland and of the sparkling, colorful Queen Anne Cottage that is Hoopers Island Haven warm my cold winter days! If...
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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 2 NIGHT STAY MINIMUM, sorry NO EXCEPTIONS 3rd person $25 extra per night *Ironman/Eagleman/Event/Holiday: 3 Night minimum Discounted weekly rates....
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    Fishing Creek, Maryland 21634
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    A Slice of Tranquility1 / 33
    (1)Excellent
    Ophelia, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 15 October 2019
    We had a great weekend and discovered new wineries! Very relaxing and fun! Try Belle Isle Park for a good hike!
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    About this property
    House, 2 Bedrooms, 2 Baths,, Sleeps 6 This cozy home is available for Valentine's Day! *** IF YOU ARE LOOKING FOR A WONDERFUL, RELAXING VACATION ON THE WATER, THIS IS IT! *** Winter is here, and the Cove is still alive with wildlife. Charter fishing is walking distance away. This is It Cottage...
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    Ophelia, Virginia 22473
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Wicomico Cottage1 / 47
    (2)Excellent
    Ophelia, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • DVD Player
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    • Washer
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We really enjoyed our stay, the hot tub, fishing, canoeing my family had a blast. We relaxed, went sight seeing, and soaked in the hot tub during the day. Had cook outs and...
    Reviewed 13 April 2017
    This house was perfectly setup and accommodated for our family of four. There was plenty of space for the kids to spread out and not be on top of each other, and my wife and I...
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    About this property
    Headline: A little piece of Heaven here on Earth This cozy home is available for Martin Luther King's day and for Valentine's Day! Winter is here, and the cove is still alive with wildlife. Charter fishing is walking distance from our home. Little Wicomico Cottage is perfect for a fall vacation....
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    Ophelia, Virginia 22473
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Heathsville, VA
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within the historical Northern Neck of Va, “My Blue Heaven” welcomes you with stylish comfort and pleasant surroundings to this spacious (3,400 + sq ft) modern home featuring 6 bedrooms, 3 full baths, a large dining room and gourmet kitchen. All Bedrooms are good size with comfortable...
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    Heathsville, Virginia 22473
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
    Fishing Creek
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Waterfront
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    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
    Ophelia, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    House, 3 Bedrooms, 2 Baths, Sleeps 6 This cozy home is available for Martin Luther King's day and for Valentine's Day! Winter is here, and Spencer's Creek is still alive with wildlife. Mama's Sweet Retreat is perfect for a get-away. Mama's Sweet Retreat is located on Spencer's Creek off the...
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    Ophelia, Virginia 22473
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Lottsburg, VA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please read this entire description before renting as it contains detailed information about what to expect. For over 70 years our family has owned Mom and Pop's cottage. Reputed to be the first home on Honest Point. the cottage is the epitome of relaxed uncomplicated living. The house was...
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    Lottsburg, Virginia 22511
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Ophelia, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Central Heating
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private beach, expansive views of the Chesapeake as it intersects the Potomac River. Behind the home is the remaining 4.5 heavily wooded acres. Remodeled home that has been finished out with granite countertops, tile all throughout the first floor. 4 bed/2 full bath. Large great room with huge...
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    Ophelia, Virginia 22473
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Ridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Renovated & simply furnished cottage in a wooded setting with views of Saint Jerome's Creek, sunrises & sunsets from all sides. Rustic, open to the outdoors and water, this comfortable Southern Maryland Bay Home has an open space to the woods in the front, and to a pier overlooking Saint Jerome's...
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    Ridge, Maryland 20680
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lusby
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Are you traveling for business or just for vacation? If so my one bedroom in-law suite w/ a large walk in closet, spacious living room, one full bathroom w/ access to a washer/dryer should be a perfect fit. For vacation 15-20mins from local waterfront restaurants/bars. Local attractions include...
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    Lusby, Calvert County 20657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fishing Creek
    7 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The historic Queen Anne Victorian vacation rental home is the perfect, quiet respite for friends and family. With 7 bedrooms, 2.5 baths, and views of the Chesapeake Bay from almost every window, this scenic home is perfect for up to 17 guests looking to getaway. Updates and amenities provide...
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    Fishing Creek, Maryland 21634
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 17
    Kinsale, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Virginia's historic Northern Neck approximately 2 hrs away from Wash DC and Richmond, VA. This fully furnished waterfront home is ready for your to enjoy some peace and quiet. The home rests on Parker creek and the Yeocomico river in a private residential neighborhood. The...
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    Kinsale, Virginia 22488
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Lusby
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Secluded location for those who like nature and view of water through the trees. Loft with twin beds and a sofa bed in main living area. Furnished and equipped for short stays especially close to Cove Point, Calvert Cliffs and across the river from PAX Naval Air station. Share property with owners,...
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    Lusby, Calvert County 20657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Mount Holly, VA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Delight in panoramic views of Nomini Creek at this 4-bedroom, 2.5-bath traditional vacation rental! A perfect location in Montross for activities on the water, this home boasts amenities like a full kitchen, deck overlooking the creek, and a private-access boat slip steps away. Set out the fishing...
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    Mount Holly, Virginia 22520
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Edwardsville, VA
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    About this property
    An unforgettable stay by the Potomac River awaits 9 guests at this upscale Heathesville home! Tucked into the woods along Hull Creek and featuring a private dock, the 4-bedroom, 3.5-bath vacation rental boasts 3,900 square feet of space designed for rest and relaxation. When you're not admiring the...
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    Edwardsville, Virginia 22473
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Warsaw, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Plan your next Virginia escape to ‘JuJu’s Place,’ a 3-bedroom, 2.5-bathroom vacation rental house in Warsaw. This 1,800-square-foot home has the capacity to comfortably sleep 8 guests, making it the perfect home-away-from-home for families or friends traveling together. The open front and back yard...
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    Warsaw, Virginia 22572
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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