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Cape Charles Holiday Homes

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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 116 Rentals in Cape Charles
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    Spectacular Bay View Retreat *NEW LISTING*1 / 23
    (2)Excellent
    Cape Charles
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    11th Heaven Golf and Beach at Bay Creek1 / 27
    (2)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
    (4)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Reviewed 3 August 2017
    Great place to stay we all enjoyed the stay the pictures of the place was right on and had plenty of room liked that they had a n64,movies and bunch of board games for us to...
    Reviewed 13 July 2017
    The condo is so spacious the pictures really do not do it justice. It is right outside the Kiptopeke sate park gate. Such a family friendly experience with loads of amenities...
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    About this property
    Wade in the warm, shallow waters of the Chesapeake in search of conch shells. Bike along the paved trails of Kiptopeke. Fish or crab from the local docks. Marvel at the beauty and intricacy of the turn-of-the-century architecture. Play 18 holes of golf at the Signature Arnold Palmer Golf Club....
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    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
    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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    Reviewed 1 August 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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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Exquisite family-friendly condo, enjoy the serenity of Somerset!1 / 26
    (7)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cape Charles
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Charles
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    As one of our newest vacation rental homes, we're pleased to offer you 'Bay Creek Retreat'! This fabulous, beachy townhome features 3 bedrooms and 2 full bathrooms. More updates and photos coming soon! Please note: Linens are provided upon your arrival. This property is NO SMOKING & PET FRIENDLY...
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Cape Charles
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    We proudly present our newest vacation rental in Cape Charles, Always Sunny! This newly and professionally renovated three story charmer yields beach side luxury like you've never seen before! Attention has been paid to every last detail at Always Sunny, and it is sure to 'wow' you and your...
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Cape Charles
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    American Four-Square completely renovated, easy walk to the beach!1 / 32
    (27)Excellent
    Cape Charles
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Luxury Craftsman Cottage-Sleeps 6, Only 500 Feet To Beach1 / 24
    (15)Excellent
    Cape Charles
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    DUNE BRIDGE-Breathtaking Bay & Sunset Views From The Deck and Almost Every Room.1 / 50
    (5)Excellent
    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Peaceful, Modern Condo With a Golf Course View!1 / 25
    (12)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Flip Flop Inn and Relax!1 / 22
    (52)Very good
    Cape Charles
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Charming house (3BR, 1.5B) in walking distance to the beach. Some pets accepted.1 / 8
    (5)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cape Cottage -- Downtown, Sleeps 11,  Dog-friendly, Short Walk to the Beach1 / 47
    (13)Very good
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    Near park, beach, restaurants & shopping! Park Place 1 (969714) now available!1 / 24
    (42)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Sauna
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Scenic View of Palmer's 11th Fairway!1 / 25
    (10)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Cape Serendipity - new rental for 2019!1 / 15
    (8)Excellent
    Cape Charles
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Baydream Believer Cape Charles1 / 49
    (9)Excellent
    Cape Charles
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    The Mermaid - New Listing Sleeps 10 in Prime Location1 / 29
    (2)Very good
    Cape Charles
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    152 Steps From the Beach!1 / 42
    (6)Excellent
    Cape Charles
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Beautifully remodeled  3 Bedroom Victorian1 / 33
    (23)Excellent
    Cape Charles
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Cape Charles
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    QUAINT LITTLE COTTAGE LOCATED STEPS FROM THE BEAUTIFUL CHESAPEAKE BAY.1 / 15
    (31)Very good
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    New Home On Rural Eastern Shore Farm1 / 30
    (21)Excellent
    Cape Charles
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    LAUGHING GULL-Modern Condo-Sleeps 6 to 8.  1.5 Blocks To Beach. PET FRIENDLY1 / 24
    (35)Very good
    Cape Charles
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Kenmar Cottage by the Bay - Your Home Away from Home!1 / 18
    (47)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Pool View From the Patio in this Modest, Spacious Condo.1 / 22
    (6)Very good
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    First floor condo equipped with beach chairs and bikes!1 / 20
    (13)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautifully Decorated Home With New Stainless Steel Appliances1 / 30
    (3)Very good
    Cape Charles
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 7
    Cape Charles
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Family Tides - Great For Reunions and Multi-Family Gatherings1 / 24
    (8)Excellent
    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
    Sleep 16 Comfortably at Family Reunion on the Bay1 / 29
    (14)Excellent
    Cape Charles
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
    WHY STAY IN A HOTEL WHEN YOU CAN ENJOY A LOFT STYLE APARTMENT1 / 24
    (6)Very good
    Cape Charles
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Sandlot House: Golf Cart included.  Perfect location. Just steps to beach.1 / 31
    (20)Excellent
    Cape Charles
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Bay-Beach-Golf Condo, Bay Creek, Cape Charles, Virginia1 / 23
    (42)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    SUNSET BEACH - Exquisite sunsets at this luxury home - steps away from the Bay!1 / 35
    (40)Excellent
    Cape Charles
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Heron House - short walk to beach and downtown1 / 15
    (4)Excellent
    Cape Charles
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Casa de Coconut, 2 blocks from beach!!!1 / 21
    (13)Excellent
    Cape Charles
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Quaint Historical Beach Getaway1 / 24
    (13)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Weekend Getaway Avail!  Beautiful Lindyl Home Near Beach! Fisherman's Paradise!1 / 38
    (15)Excellent
    Cape Charles
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    'Classically Current' - lovely home on park and 4 blocks from beach!1 / 37
    (24)Excellent
    Cape Charles
    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
    Cute bungalow two blocks from the beach.1 / 9
    (34)Excellent
    Cape Charles
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cape Charles, Virginia 23310
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Swim & Play - Golf by the Bay!1 / 33
    (14)Excellent
    Cape Charles
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cape Charles, Virginia 23310
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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