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Apartments and Lofts in Winchester, VA and nearby

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    All 15 Rentals in the Winchester Area
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    From
    $195
    / Night
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    1 / 11
    5 of 5 stars (4) Excellent
    Winchester
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    $200
    / Night
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    1 / 20
    Winchester
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
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    The following rentals are within 20 miles of Winchester, Virginia.

    From
    $150
    / Night
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    1 / 44
    5 of 5 stars (19) Excellent
    Front Royal
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    $395
    / Night
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    1 / 34
    4.5 of 5 stars (7) Very good
    Front Royal
    3 Bedrooms / 5 Bathrooms / Sleeps 20
    travelers have booked this property
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Staffed Property
    • Pool Table
    • Air Conditioning
    • Hot Tub
    • Game Room
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located just under an hours drive from Washington DC is your Celebration™ retreat awaiting for you on 5 beautiful acres with breathtaking views! Escape the hustle & bustle of the city. Imagine stunning sunrises, sunsets, entertainment, amazing local wines & adventurous activities in the... View all property information
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    Location Information
    Front Royal, Virginia 22630
    5 of 5 stars Reviewed June 22, 2015
    The suites are beautifully furnished,the jacuzzi is relaxing & the kitchen is top of the line! We really enjoyed the theater & white robes! You leave feeling like a special type...
    2 of 5 stars Reviewed May 18, 2015
    We booked the celebrations retreat for my sister's bachelorette weekend. Upon arrival the house was pretty dirty. Margarita salt all over the counters, had not been swept, dirty...
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    $275
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    Front Royal
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful mountain home located on 18 acres. There is $3,000 sq ft of living space! All log home. Prime location!!! Located next to Skyline Drive entrance and right down the road from Skyline Caverns. Also right down the road from a local tubing, kayak, and canoe rental shop and public river... View all property information
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    Location Information
    Front Royal, Virginia 22630
    4 of 5 stars Reviewed March 3, 2015
    I rented this cabin with a group of friends for my husband's birthday. We had 8 guests staying overnight and we had another ten or so people come over during the day to celebrate...
    5 of 5 stars Reviewed October 21, 2014
    Six of us stayed at this house for a long weekend. It's a big, beautiful house from the outside and inside. There is plenty of room and it's very inviting. Fyi...one of the...
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    $195
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    1 / 5
    Upperville
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Upperville, Virginia 20184
    From
    $345
    / Night
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    1 / 13
    3 of 5 stars (1) Average
    Berryville
    4 Bedrooms / 2 Bathrooms / Sleeps 16
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Mountain Views
    • Porch
    • Air Conditioning
    • Refrigerator
    • Stove
    • Patio
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Union General Philip Sheridan squared off with Confederate General Jubal Early in the Battle of Berryville, the battle line falling along a ridge just behind the spot where this beautifully restored guest house now sits. The Philip Sheridan Cottage is a four-bedroom, two-bath guest house on a... View all property information
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    Location Information
    Berryville, Virginia 22611
    3 of 5 stars Reviewed December 6, 2014
    Very clean and comfortable with well furnished bedrooms. No TV or WiFi. We stayed during a cold weather snap of Thanksgiving 2014 that included snowfall so that we could not...
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    $295
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    1 / 10
    Berryville
    3 Bedrooms / 2 Bathrooms / Sleeps 13
    Overview Make Inquiry
    Amenities & Details
    • Mountain Views
    • Refrigerator
    • Linens Provided
    • Porch
    • Air Conditioning
    • Parking
    • Patio
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    John Wayne, the namesake of this quaint guest house, was among many esteemed guests to the Rosemont Estate during its rich 200 year history. The John Wayne Lodge, built in the early 20th century, is surrounded by rare, historic trees and is just a stone's throw from the battle lines of the Battle... View all property information
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    Location Information
    Berryville, Virginia 22611
    From
    $400
    / Night
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    1 / 9
    5 of 5 stars (3) Excellent
    Summit Point, WV
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Dryer
    • Satellite TV
    • Deck
    • Washer
    • Wi-Fi
    • Fireplace
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We are listed here on FlipKey/TripAdvisor just to gather reviews. Google us 'Ruby Summit Point' to find us. Stay in a wonderful 3 bedroom house in Summit Point just minutes from the track! Bought, renovated and furnished in winter 2014. Multiple garage spaces and honor tools. Outdoor... View all property information
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    Location Information
    Summit Point, West Virginia 25446
    5 of 5 stars Reviewed June 16, 2015
    Ruby Summit Point is a great place to say with a group of friends over a track weekend. Very close to the track so no time wasted commuting to distant hotels. Very nicely upgraded...
    5 of 5 stars Reviewed June 15, 2015
    A truly delightful home to live in while you're racing at Summit Point! Beautiful well kept landscaping and 3 bedrooms - all spotless and decorated tastefully with the race car...
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    $99
    / Night
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    1 / 18
    Wardensville, WV
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Horse Riding Nearby
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Traditional log cabin of 1br and 1ba with sleeping loft and queen futon. Newly renovated. Cable TV and WiFi included. Ice cold AC and wood stove. Full kitchen with electric stove/oven, and ice maker. Second refrigerator in basement - as well as washer and dryer. All linens supplied. Gas grill. Fire... View all property information
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    Location Information
    Wardensville, West Virginia 26865
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    $199
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    1 / 21
    Front Royal
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Water Views
    • Internet Access
    • Mountain Views
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Rolling River Farm (com) Private 100 Acre Riverfront Paradise surrounded by water on three sides due to its location on a full bend in the legendary Shenandoah River. -Just one hour from Dulles Airport and the Washington Capitol Beltway -Just one and a quarter hours from Capitol Hill (believe it... View all property information
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    Location Information
    Front Royal, Virginia 22630
    From
    $395
    / Night
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    1 / 9
    Berryville
    6 Bedrooms / 3 Bathrooms / Sleeps 19
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Porch
    • Air Conditioning
    • Parking
    • Soap/Shampoo...
    • Towels Provided
    • Mountain Views
    • Stove
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Confederate General Jubal Early squared off against Union General Philip Sheridan in the Battle of Berryville, fought just a stone's throw away from where this beautifully restored guest house now sits. The Jubal Early Cottage is a six-bedroom, 2.5-bath guest house nestled in a secluded, mostly... View all property information
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    Location Information
    Berryville, Virginia 22611
    From
    $165
    / Night
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    1 / 4
    Berryville
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Air Conditioning
    • Towels Provided
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is a guest bedroom within the Civil War Union Guest House (also known as the Philip Sheridan Guest Cottage). The bedroom sleeps 2-4 people with a private bath. One queen bed, and one set of single bunk beds. Located in historic Berryville, VA on the site of a Civil War battlefield, and... View all property information
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    Location Information
    Berryville, Virginia 22611
    From
    $36
    / Night
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    1 / 19
    Linden
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Deck
    • Satellite TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blue Ridge Mountain Top Cabin with breathtaking views of the Shenandoah River, Shenandoah Valley, Mountain Ranges, amazing sunsets and bright starry nights. ONLY ACCEPTING MONTHLY RENTALS AT THIS TIME... Only minutes from Fox Meadow, Barrel Oak, Naked Mountain, Chateau O' Brian, Linden... View all property information
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    Location Information
    Linden, Virginia 22642
    From
    $175
    / Night
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    1 / 12
    Front Royal
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our 9 cabins are located near Front Royal, Virginia, the Canoe Capital of Virginia and where Skyline Drive begins... Only 10 miles from downtown Front Royal and 10 miles off Interstate I-66 – and just 60 miles directly west of Washington, DC. Hot Tub Heaven Vacation Cabins, offer 9 cabins... View all property information
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    Location Information
    Front Royal, Virginia 22630