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Holiday Rentals in Cape Charles

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    Travellers to Cape Charles are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 15 Rentals in Cape Charles
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    Find unspoiled natural beauty, slower pace and genuine southern hospitality...1 / 40
    (3)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 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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    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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    Southern Comfort on the Bay, Cape Charles, VA1 / 20
    (1)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    We loved our 1920 restored home. The rooms were large and well appointed. The small town is quite nice and the beach is uncrowded and friendly. This is a perfect place to...
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    About this property
    Just a short stroll from the beach (approx. 5 min. walk), Southern Comfort on the Bay, located in the historic district of Cape Charles, Virginia, offers luxury and comfort, while providing guests with the splendor and charm of a beautifully restored 1920s home. This home provides a perfect balance...
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    Location Information
    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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    Amenities & Details
    • 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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    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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    Location Information
    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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    Amenities & Details
    • 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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    Amenities & Details
    • 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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    Cape Charles
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the small town of Cape Charles when you stay at 'Ivey Mill,' a newly renovated 4-bedroom, 1.5-bathroom vacation rental house! Standing majestically at the entrance of town, this retreat combines classic charm with the conveniences of modern living, including a spacious kitchen, sleeping...
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    The following rentals are within 30 kilometers of Cape Charles.
    Chesapeake Bay Waterfront Cottage: Pool Pier Wifi1 / 23
    (8)Excellent
    Mathews
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    Location Information
    Mathews, Virginia 23021
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    Diggs, Virginia 23045
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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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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    Amenities & Details
    • 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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    New Point
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    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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    Location Information
    New Point, Virginia 23138
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Birdsnest
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just off a lazy county road in Machipongo VA, Green Valley Farm features over 84 acres of woods, horse pastures, and farmland. The farm includes a beautifully renovated & restored Circa 1850 Eastern Shore farmhouse, a meandering section of the headwaters of Hungars Creek, mature trees,...
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    Location Information
    Birdsnest, Virginia 23405
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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