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Berryville Vacation Rentals

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    Don't let other travelers get your favorite Berryville area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Berryville
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    The following rentals are within 15 miles of Berryville.
    Rainbow View Cabin - ShenandoahValleyview & hottub1 / 45
    (50)Excellent
    Front Royal
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Valley Vista Cabin - ShenandoahRiver view & hottub1 / 27
    (11)Excellent
    Front Royal
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Franklin Manor - Close to Front Royal and Attractions1 / 28
    Front Royal
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2BDRM Skyline Ranch Chalet Summer Vacation1 / 10
    (1)Excellent
    Front Royal
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Satellite TV
    • DVD Player
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Nice quiet place to stay
    Reviewed June 5, 2017
    I stayed because I had a long stay in Front Royal for business, it was perfect. It had all the accommodations and was much nicer than staying at a hotel. I was even able to do...
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    About this property
    At Skyline Ranch Resort, through family-friendly entertainment and activities, we strive to accommodate those of all ages. Be it horseback riding, the limitless amount of fun that our activities director plans for the children, to the ability to wade in our salt water walk-in pool, there’s...
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    Front Royal, Virginia 22630
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Monet Suite, elegnt lrg 2rm suite/blcny in villa1 / 26
    (4)Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Perfect stay!! You cannot go wrong.
    Reviewed July 3, 2017
    This was the perfect way to get away DC and be close to all of the local vineyards. Maud was an excellent host. This place provides everything you would need. A ton of space...
    Wedding Night
    Reviewed May 11, 2017
    I booked this for my son and his wife for their wedding night. They loved the suite as it was very spacious and enjoyed petting the horses nearby. A quick get away in the...
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    About this property
    Artist's Villa on over 12 manicured acres with spectacular views looking out on Blue Ridge Mountains, located in heart of Loudoun County wine country and equestrian estates, in quaint village of Philomont; charming, serene, country setting, with well maintained roads, an hour from Washington D.C....
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    Purcellville, Loudoun County 20132
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hot tub, wifi, walk to the trails, vineyards, large deck, large outdoor area!1 / 47
    Front Royal
    2 Bedrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greeted by 2 acres of beautifully of landscaped property in the heart of Virginia wine country, step inside to find your modern mountain oasis. Top of the line HVAC unit for comfort all day long, 42" LCD TV, 2 additional TV's in the house, 2 queen size beds, 2 complete bathrooms, 1 couch with love...
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    Front Royal, Virginia 22630
    Rental Home - 2 Bedrooms, Sleeps 4
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    Cute 2BR/2BA Cottage in Virginia's Hunt Country1 / 5
    Upperville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute cottage in the heart of Upperviile, VA where the country's oldest horse show takes place in June every year. The town is typical of historic Virginian villages and the countryside is protected from development. This property is a wonderful weekend getaway from the stresses of city life with...
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    Upperville, Virginia 20184
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Historic Home in Shenandoah Valley Wine Country near Skyline Drive1 / 71
    (3)Excellent
    Winchester
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Hot Tub
    • Waterfront
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Simply Amazing Property - The Perfect Getaway!
    Reviewed July 14, 2017
    The photos of this property do not do it justice. The house is huge and at no point did 8-12 people in the house feel like too many. The dining room seated our large party of 10...
    WOW! Fantastic property. We were sad to leave!
    Reviewed March 7, 2016
    This house is amazing. From the beautiful land around it, to the spacious rooms that were beautifully furnished. We LOVED this location. Well worth the money.
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    About this property
    Blue Hill is a charming historic 5 bedroom country house on 36 acres of wooded land located in the Shenandoah Valley Wine Country in scenic and historic Clarke County, Virginia. Blue Hill is about an hour and a half west of Washington, DC. Blue Hill is ideal for: •Weekend Getaways •Vineyard...
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    Location Information
    Winchester, Virginia 22620
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Beautiful home in the heart of Old Town Winchester1 / 11
    (5)Excellent
    Winchester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Internet Access
    • Patio
    • Air Conditioning
    • Washer
    • Shared Yard
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Picture staying in your best friend's house, which happens to be 200 years old.
    Reviewed December 10, 2015
    Picture telling your best friend that you're bringing your family to stay for a week, but when you get there you find a note from your friend saying "I had to leave. Make...
    Great Place for a Family Reunion
    Reviewed May 18, 2015
    This was our second stay at the Peter Miller house and it was even better this time than the last time. The new king sized bed in the front bedroom is a beautiful addition to...
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    About this property
    Step back in time with a stay in the historic, completely renovated Peter Miller house, esta. 1802. It is like having the run of your very own Bed and Breakfast in the heart of historic Old Town Winchester. The three bedroom (1 K, 1 Q & 2 F) home has been restored and furnished with antiques and...
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    Location Information
    Winchester, Virginia 22601
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Idyllic Restored 18c cottage, Views*All Amenities.1 / 25
    Bluemont
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • 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 swimming pool and a unique historic cabin home in Virginia Wine Country! Close to Washington, D.C. but a world apart. Please read the entire description before making your inquiry. This is part of our expanded home, closed off with doors between...
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    Location Information
    Bluemont, Loudoun County 20135
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Private and Remodeled Historic 2 Bedroom Condo in Heart of Downtown Charles Town1 / 15
    Charles Town, WV
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a completely private 2 bedroom condo with your own private entrance, nothing in this unit is shared, it is all yours. The space boasts a master bedroom with a queen sized bed, large closet, nightstands, dresser and all new and clean sheets and blankets. The 2nd bedroom has a twin bed with...
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    Location Information
    Charles Town, West Virginia 25414
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    NEW! 'Anny's Farm House' 4BR Round Hill House1 / 24
    Round Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    A spot of luxury in utmost tranquility
    Reviewed 1 week ago
    A family visiting from the UK, we had a glorious two week stay in the farm house.accommodation was a really good size and very well equipped, and so peaceful!A haven if you...
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    About this property
    Embrace the peace, quiet and tranquility of the rolling Central Virginia hills when you and your companions stay at this completely renovated 4-bedroom, 2-bathroom late 19th Century vacation rental farmhouse that sleeps 7. Remodeled with elegance and charm, 'Anny's Farm House' is located in Round...
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    Location Information
    Round Hill, Loudoun County 20141
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ruby Summit Point - Your Home at the Track1 / 19
    (10)Excellent
    Summit Point, WV
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    I love this place, have stayed multiple times when racing at Summit Point Raceway
    Reviewed 3 weeks ago
    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...
    Ideal Place for a Track Weekend at Summit Point!
    Reviewed 4 weeks ago
    Going to Summit Point for a track event? Ruby is an amazing place to stay -- the new cottage is incredible, and you are only about 6 minutes to the track. The decor is modern...
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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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    TyroleanGardenSuite/prvt wiz patio in art villa1 / 17
    (2)Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Relaxing location, comfortable access modations
    Reviewed June 18, 2017
    I spent three nights in Mauds comfortable and very tastefully arranged suite. Comfortable bed and bedding, beautiful views from both inside the suite and the large patio. Maud...
    Art in the nature
    Reviewed May 29, 2017
    I went there with my family, my husband and my little girl 16 months old. The owner was very nice, and she did everything to accommodate us, including toys for the baby. She did...
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    About this property
    Elegant ground floor furnished spacious suite with full bathroom; private entrance and deck with Adirondack seating with table looking our on magnificent views of Blue Ridge Mountains, pasture and pool, in artist villa located in the heart of Loudoun's wine and Virginia hunt and horse country....
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    Location Information
    Purcellville, Loudoun County 20132
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Just Like Heaven Carriage House1 / 19
    (1)Very good
    Winchester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Washer
    • Shared Yard
    • Porch
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Peace and quiet
    Reviewed May 30, 2016
    We spent four nights at Just Like Heaven Carriage House in Winchester and loved every minute! The cottage is equipped with all you need to relax and enjoy the solitude and...
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    About this property
    We use ALL organic non-scented cleaning products.<BR><BR>Our home is within Winchester city limits but has the peacefulness of the country. If it's a quiet safe neighborhood you're looking for you've found it! The perfect spot to rest and regroup amongst nature. Come enjoy the beauty of the...
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    Location Information
    Winchester, Virginia 22601
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Van Gogh Room in Private Villa1 / 15
    (2)Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Satellite TV
    • Housekeeping Included
    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Great stay
    Reviewed June 27, 2017
    I highly recommend this place to anyone. So very polite and outgoing. Beautiful view from our room. Anything we needed was taken care of. We are planning another trip and...
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    About this property
    Van Gogh's Room is an elegantly furnished spacious room with breathtaking views of the Blue Ridge Mountains and foothills in artist villa in Philomont, located in the heart of Loudoun's wine n Virginia hunt n horse country. Second kitchen is available upon special request for lite cooking, at an...
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    Location Information
    Purcellville, Loudoun County 20132
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Celebration™ Retreat! a fun venue in Wine Country1 / 65
    (10)Very good
    Front Royal
    4 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Great Get Away
    Reviewed April 21, 2017
    Our family enjoyed the quiet seclusion of the retreat with all of it's great amenities. Shopping and convenience are not far away and the location is easy to get to. Tammy was...
    A nice getaway spot for a family
    Reviewed April 17, 2017
    Overall this was a positive experience, but I do have some mixed feelings. I would rate 3.5 if I could. Pros:-The house is beautiful, especially the views and outdoors...
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    About this property
    If you’re looking for the ultimate destination for your upcoming getaway to wine country such as a girlfriend’s getaway, family gathering, you can’t go wrong with the Celebration® retreat LT rental or their membership program. They rent to only one group/family every 30 days. Situated on 5...
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    Location Information
    Front Royal, Virginia 22630
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 18
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    Private One Bedroom Condo in Downtown Charles Town Above Future Microbrewery1 / 12
    Charles Town, WV
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely private 1 bedroom condo, located in the heart of Historic Downtown Charles Town very close to some of the best bars and restaurants in the area and above the future Front Porch Brewing Co. This unit is also within walking distance to Hollywood Casino, American Public University, Charles...
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    Location Information
    Charles Town, West Virginia 25414
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Alluring 3BR Purcellville Townhome w/Wifi, Gas Grill & Private Backyard Patio1 / 24
    Purcellville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy endless relaxation at this delightful 3-bed, 3-bath Purcellville townhome! With sleeping arrangements for 6, a fenced patio and modern amenities, this abode is the ultimate home base for creating lasting memories of your Virginia vacation. This lovely townhouse features an impressive 2,200...
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    Location Information
    Purcellville, Loudoun County 20132
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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