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Winchester House Rentals

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    AU$271 Average
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    Don't let other travellers get your favourite Winchester area holiday rental. You're so close to securing your perfect getaway. Book today.
    9 Matching Rentals in the Winchester AreaView all 17 rentals
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    Charming Historic Home in Shenandoah Valley Wine Country near Skyline Drive1 / 71
    (4)Excellent
    Winchester
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Beautiful home in the heart of Old Town Winchester1 / 11
    (7)Excellent
    Winchester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 30 kilometres of Winchester.
    Front Royal
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Celebration Retreat, a fun venue in Wine Country1 / 64
    (13)Very good
    Front Royal
    4 Bedrooms, 5 Bathrooms, Sleeps 25 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2018
    We drove to the lovely little town of Front Royal, knowing nothing of the area. This house was on our destination list the past couple of years. We drove up the long and winding...
    Reviewed 2 April 2018
    The house and property are gorgeous. location is amazing near all the wineries. We did a afternoon wine tour and came back and had a personal chef prepare a dinner for our group...
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    About this property
    If you’re looking for the ultimate, fun & luxurious destination for your upcoming getaway to wine country such as a girlfriend’s getaway, family gathering or boutique family wedding you can’t go wrong with the Celebration® Retreat LT rental or their membership program. They rent to only one...
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    Location Information
    Front Royal, Virginia 22630
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 25
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    Ruby Summit Point - Your Home at the Track1 / 19
    (11)Excellent
    Summit Point, WV
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2018
    Great place to stay. The cottage is great. The beds are comfy. The shower is hot. The blueberry muffins are awesome. I secretly ate my roommates' muffins. The place is very...
    Reviewed 26 July 2017
    I happened to find Ruby Summit point, when searching for a hotel when traveling north for my first motorcycle roadrace at Summit Point raceway in early 2016. (i have been racing...
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    About this property
    We are listed here on FlipKey/TripAdvisor just to gather reviews. Google us 'Ruby Summit Point' to find us. The two story cottage is comprised of The Loft (King and Two Twins), the Full bedroom downstairs, a living area with sofabed and TV, a kitchenette, and a bathroom with separate shower...
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    Location Information
    Summit Point, West Virginia 25446
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Valley Vista Cabin - Shenandoah River & Massanutten/Allegheny Mt view w/ hot tub1 / 27
    (13)Excellent
    Linden
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2017
    This place is magical. From the time you wake up in the morning and look down on the beautiful views below, to wonderful sites and food during the day including the wineries, to...
    Reviewed 24 July 2017
    Had a wonderful weekend, at this cabin near Linden. Easy to get to, with great privacy and views when you get there. This was the best appointed resort property we have ever...
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    About this property
    Welcome to this quiet mountaintop getaway in the Blue Ridge Mountains with magnificent views overlooking the Shenandoah Valley! Relax in the hot tub as you gaze out over the Shenandoah River glistening in the sunset, the Massanutten Range and the Alleghenies across the Valley. Get away to an...
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    Location Information
    Linden, Virginia 22642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bluemont
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Balcony
    • Parking
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Picturesque setting, amazing views, gorgeous natural spring-fed pond and a private section of our unique historic cabin home in Virginia Wine Country! Close to Washington, D.C. but a world apart. Settle in to the original 1776 cabin, a 15x24' log room with enormous stone hearth fireplace and...
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    Location Information
    Bluemont, Loudoun County 20135
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Upperville
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Parking
    • Mountain Views
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern house with 6 adult bedrooms, 4 bathrooms, 1 kids' room, dining room, and extra large living/ 'great' room. Close to Middleburg, Bluemont, the Plains (wine country), biking, hiking, hunting, horseback riding, wine tasting, relaxing destination! Park in driveway (fits up to 5 vehicles). 2...
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    Location Information
    Upperville, Virginia 20184
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Charles Town, WV
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your next family getaway even better when you stay at this 4-bed, 3-bath vacation rental house that sleeps 8 in Charles Town! Perched on the fairways of Locust Hill, this home boasts sweeping views of grassy hills, vibrant landscape, and an easy-going atmosphere unbothered by the city. Whether...
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    Location Information
    Charles Town, West Virginia 25414
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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