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Cape Charles Holiday Rentals

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    Don't let other travellers get your favourite Cape Charles area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 30 Rentals in Cape Charles
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    11th Heaven Golf and Beach at Bay Creek1 / 27
    (1)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Find unspoiled natural beauty, slower pace and genuine southern hospitality...1 / 20
    (3)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Southern Comfort on the Bay, Cape Charles, VA1 / 10
    (1)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Modern Beach House with great amenities in the heart of Cape Charles!1 / 24
    (1)Excellent
    Cape Charles
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    We had such a wonderful time in Cape Charles. The home was perfectly decorated with that "beach" feel and was really nice to relax in after in the sun. Steve was amazing...
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    About this property
    New construction, new furniture, new appliances, newly decorated. The nicest backyard in town for entertaining...includes a large patio, built in fire pit, outdoor seating, and hammock. The entire 3rd floor functions as the master bedroom with its own heating and AC. Private driveway so you...
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Porch
    • DVD Player
    • Washer
    • Waterfront
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Here is your opportunity to play Bay Creek Resort in beautiful Cape Charles, VA. Its a five bedroom perfect for a foursome or for four couples. In addition to two Signature Jack Nicklaus and Arnold Palmer designed golf courses. Imagine a small camp fire on one of the most beautiful private...
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated and historic home is jus 50 yards to the center of town. It's 3 blocks to the beautiful beaches and minutes to Bay Creek with its two wonderful world Class golf courses located right on the Chesapeake Bay. It's a perfect home for golfers, groups of friends or a multi...
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chesapeake Dream1 / 49
    (3)Excellent
    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Porch
    • Balcony
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2017
    Love this home. It has now become my home away from home vacation. this house is so majestic and cozy at same time. We love coming here!! Breakfasts on the porch. Great...
    Reviewed 14 August 2016
    This was our second time staying here and this house and the owners never let us down. Wonderful gift bags that change with the seasons. Just lovely and so thoughtful of the...
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    About this property
    Chesapeake Dream is a restored three-story (3200 sq. feet) Victorian Four Square built in 1912 on a fenced double lot, ONLY FOUR HOUSES FROM THE BEACH! There are 4 bedrooms, 3 1/2 baths, 2- zone central heat and air conditioning, a large, new kitchen with top-of-the-line appliances, sleeping...
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Washer
    • Patio
    • Central Heating
    • Housekeeping Included
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3000 Sq. Ft. home with 4 bedrooms, 3.5 bathrooms, media room with fitness equipment, including elliptical. Front, back 2nd story & 3rd story decks with views of the Chesapeake Bay and Kings Creek Marina. Gorgeous paved, fenced-in backyard with gas fire pit, grill & corn hole. Elaborate media...
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Cape Charles
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    • Waterfront
    • Ocean Views
    • Central Heating
    • Housekeeping Included
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1912 Historic Dryden house prominent on Bay Ave. as featured in Real Simple Magazine: '6 Historic Homes You Can Vacation In'. Located in the Sea Cottage historic district featuring elegant homes from 1850 to 1915, only two blocks from the city shops, restaurants, galleries and our historic...
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    The following rentals are within 40 kilometres of Cape Charles.
    sunset cottage1 / 16
    (2)Excellent
    Gwynn
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    Had a great time on the island. The house is beautifully decorated with everything you need. Plenty of room to relax and even had toys for the kids. Would definitely stay there...
    Reviewed 5 May 2017
    Wonderful clean, airy and peaceful setting. Delightful hosts. Tastefully furnished with all the amenities and necessities for a comfortable stay. Bay view and just steps from...
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    About this property
    Guests are sure to enjoy a memorable vacation in this fully furnished, water view property. There are multiple living rooms where you can enjoy your favorite sporting event on tv, or just quiet time. The kitchen is ideal for dining as it is fully equiped with microwave, coffee maker, dish washer,...
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    Location Information
    Gwynn, Virginia 23066
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Rigby Retreat on the Chesapeake Bay1 / 18
    (1)Excellent
    Diggs
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Outdoor Dining Area
    • Washer
    • Porch
    • Parking
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2016
    This place was not fancy but excactly what we needed for our week get away. The local town was close but we seemed to be out in the middle of nowhere when we were there. It was...
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    About this property
    Spend your vacation at Rigby Retreat and enjoy the best overall options! This.3 bedroom, 1 bath cottage on the Chesapeake Bay is accessed via historic Old House Woods Rd, featured in 'Ghosts of Virginia'. Fully equipped eat-in kitchen, dining room, den, screened front porch, rear deck overlooking...
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    Diggs, Virginia 23045
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Mobjack Bay Cottage Overlooking East River & Mobjack Bay1 / 13
    (1)Excellent
    Foster
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2014
    This cottage was comfortable, modern and clean. We spent our 13th anniversary here and couldn't be a better choice.  Peacefully,  quite, secluded, and best all we felt welcome...
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    About this property
    Cottage, 3 Bedrooms + Convertible bed(s), 2.5 Baths, (Sleeps 6) Location: Mathews, Virginia, USA (centrally located on Virginia’s Middle Peninsula between Virginia Beach and Washington DC). Mathews is a great base for exploring tidewater Virginia --- history, attractions, nature. Mathews...
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    Foster, Virginia 23056
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Belle Haven
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BHC is a cozy waterfront cottage with a water view from every room. The house is on .5 acre lot and has a dock with deep water access to the Chesapeake Bay. This is a very peaceful and serene location. The kitchen is fully equipped except for dishwasher. New washer/dryer in garage. Has a large...
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    Belle Haven, Virginia 23306
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chesapeake Bay Memories for a Lifetime - 5 star1 / 26
    (1)Excellent
    Exmore
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on a secluded cove right off the bay, Runaway is a spacious, well appointed home suitable for year round enjoyment. Catch fresh blue crabs from our pier, take a leisurely paddle in our kayaks or ride a bike along the edge of the Chesapeake, fish from a fabulous bay front pier for Runaway...
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    Location Information
    Exmore, Virginia 23350
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    4 Buckroe Ave.1 / 6
    (1)Very good
    Hampton
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2017
    Open your door and take 20 steps to the beach. Let the kids go to the playground and the park while you sit on the deck keep an eye on them.Just unpack your things and...
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    About this property
    Enjoy beautiful sunsets on Buckroe Beach from your porch. This affordable 3 bedroom condo, features a community swimming pool for your enjoyment. The ocean is only steps away from this ocean view retreat. Bike/walking paths lead the way to popular attractions nearby, including the Fishing pier,...
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    Hampton, Virginia 23664
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Hampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful beach getaway awaiting you in Buckroe Beach with its own Fishing Pier, shops and great dining options. Fully furnished with 2 bedroom you will enjoy all the convenience of home and more-central air conditioning, fully equipped kitchen, washer & dryer, High speed Internet with Wi Fi and...
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    Hampton, Virginia 23664
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Awesome 3 BR, 2 BA Fully furnished beach house, located directly on the private end of the beach. Enjoy spectacular sunrises,sunsets overlooking the Chesapeake Bay. ​ • High speed internet with Wi-Fi • Flat screen TV with Cable and Sport channels • TVs in living room and master...
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    Hampton, Virginia 23664
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hampton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy but chic private studio apartment one block from the beach & walking distance to restaurants, markets, etc. Main room with Queen size bed, Flat Screen TV and cable with Sports channels, High speed Internet with Wi Fi. Separate bathroom and kitchenette including microwave, Hot Pot, Blender,...
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    Hampton, Virginia 23664
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hampton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a great vacation spot for your family ? Our one bedroom is the perfect place for you. Located one block from the beach in the family friendly Buckroe Beach our unit is just steps away from the Fishing Pier, restaurants and shops. Our custom decorated unit has a queen sized bed in the...
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    Location Information
    Hampton, Virginia 23664
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and spacious 3 BR, 2BA beach house, located across street from the beach.Includes washer and dryer, two queen size beds, and a set of twin beds. Enjoy beautiful sunsets on Buckroe Beach from your porch. The ocean is only steps away from this ocean view retreat. If you are in the mood...
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    Location Information
    Hampton, Virginia 23664
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chesapeake Bay Waterfront Cottage: Pool Pier Wifi1 / 23
    (8)Excellent
    Mathews
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2016
    My husband and I stayed at a the charming cottage on the bay called "The Fish House". The area of Mathews County is very peaceful and provides many opportunities for...
    Reviewed 16 August 2016
    The owner went over the top to establish a comfortable, well-stocked facility. If you are a couple with a few days to spare, don't miss this one!
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    About this property
    At Grandview on the Bay, we have two cottages that provide the ultimate for relaxation on Mathews County's Chesapeake Bay VA: the Crab Shack and the Fish House which is our pet-friendly and kid-friendly cottage. We've spent over a decade designing and renovating our property Grandview to give...
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    Mathews, Virginia 23021
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    786 N. First Street1 / 12
    (1)Excellent
    Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    Everything was as stated. We originally wanted a different house but this one was better at the same rate.
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    About this property
    Amazing location! Located directly on the beach with clear 180 degree views of water! Get the ultimate beach experience, walk out from your back deck and in 2 seconds you're on the beach! Leave your towels, chairs, umbrellas on the beach and go back to your home by the sea to enjoy a snack or...
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    Hampton, Virginia 23664
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    134 N. First Street1 / 7
    (1)Very good
    Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    Nice townhouse in an excellent area with the beach and beautiful sunsets right outside the back door. The furniture and decor was a little dated and needs some updating. Meet...
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    About this property
    This 3 bedroom condo is in a prime location to make the most of your dream vacation on the Buckroe Beach. The home allows guests to walk to area attractions that make the town a popular vacation spot. Feel at home in this tastefully decorated getaway. Located only a short distance to the...
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    Hampton, Virginia 23664
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    New Point
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one bedroom rental features a queen bed in the main bedroom, with a flat screen TV. The living room has a sectional sofa with a sofa sleeper, a flat screen TV with cable and an electric fireplace. There is a carpeted loft area (great for kids!), remember to bring an air mattress or sleeping...
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    New Point, Virginia 23138
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom / 1 bath house. 4 miles to the Peninsula Town Center, Hampton Coliseum, Hampton Convention Center, Hampton University, and Huntington Ingalls Shipyard. Close to Buckroe Beach and Fort Monroe Beach / National Park. It's also 35 miles to Virginia Beach's oceanfront. Queen size beds,...
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    Location Information
    Hampton, Virginia 23661
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bohannon
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ​Thank you for visiting Windward Farm. We hope that you will find your stay with us memorable and that you will enjoy the charming surroundings and warm hospitality. Our goal is to provide “home away from home” amenities and a perfect place to get away from the daily rush. Stay with us in the Main...
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    Bohannon, Virginia 23021
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Gwynn
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one bedroom rental is located on a beautiful resort on the Chesapeake Bay. The private bedroom has a queen bed and flat screen TV.The living room features a full size sofa sleeper, an electric fireplace, flat screen TV with DVD & Direct TV, A/C, the kitchen is fully equipped and includes...
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    Location Information
    Gwynn, Virginia 23066
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    133 N. First Street Cottage1 / 6
    (1)Very good
    Hampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    We had a great time at the cottage. It was very comfortable and quiet. It is a really cute cottage and well decorated.
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    About this property
    Sitting on one of the most beautiful areas of Buckroe Beach , rests this peaceful 2 bedroom, vacation cottage. This cottage has a calm and modern atmosphere waiting for you at this beach escape. Fond memories will easily be made in the living room or in the porch , whether you decide to watch...
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    Location Information
    Hampton, Virginia 23664
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 2 bedroom unit is only steps away from the beach. Enjoy relaxing on this very clean, comfortable, and well maintained place. The kitchen is bright and airy and fully equipped with microwave, hot pot, dishwasher and dishware. The family room is cozy with a sofa to relax in. Both...
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    Location Information
    Hampton, Virginia 23664
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Waters Edge at Pickett's Harbor, 'a Perfect Private Beach-Front' Estate1 / 13
    (1)Excellent
    Capeville
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    Waters Edge was a perfect summer getaway for our family. If you're looking for a secluded property that you can enjoy time with your family and friends on a private beach, this...
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    About this property
    A 'Perfect Private Beach' If it's Peace and Relaxation you're in search of, you've found it! Picture that perfect beach day: warm white sugar soft sand, blue sky, gentle waves. Picture yourself there. You see more shorebirds and dolphins than people. You are totally relaxed; You are totally at...
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    Location Information
    Capeville, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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