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Middleburg Vacation Rentals

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    All 29 Rentals in Middleburg
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    The following rentals are within 20 miles of Middleburg.
    Monet Suite, elegnt lrg 2rm suite/blcny in villa1 / 31
    (5)Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    5BR house with in-Ground pool1 / 20
    (9)Very good
    Herndon, VA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Upperville, VA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Rainbow View Cabin - Shenandoah Valley view & hottub1 / 45
    (58)Excellent
    Linden, VA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    When you return to a place time after time it means something good. This is my third in less than a year and I’m planning my next. Chris and Steve, I feel like you are friends...
    Reviewed February 6, 2018
    The cabin is perfect and the view spectacular. It's secluded and calming. Neighbors' homes are visible from cabin, but still the place is private. The owners are thoughtful and...
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    About this property
    (To check availability & rates just click the 'Book Now' button.)                                    Rainbow View Cabin             Warren County Conditional Use Permit 2012●10●01              Member: Shenandoah Lodging & Tourism Alliance          ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~...
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    Location Information
    Linden, Virginia 22642
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Luxury One Loudoun Home1 / 40
    (4)Excellent
    Ashburn
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Spacious, tastefully decorated home in a lovely neighborhood. Incredible master bath. Huge deck. Minutes to restaurants and shopping. Very responsive owner. Ideal for a...
    Reviewed 2 weeks ago
    If you plan on visiting the Washington, D.C. area, this property is a must-stay. Everything was perfect. The house, neighborhood, and surrounding areas were so nice, clean, and...
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    About this property
    Whether you are coming to the Northern Virginia area for business or pleasure, you can relax comfortably in a fully furnished detached home. This home is walking distance to One Loudoun, 10 minutes to the airport and close to the Ashburn datacenters. This is a beautiful single family home with 4...
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    Ashburn, Loudoun County 20147
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Spacious private room with private bath and extra bedroom1 / 15
    (1)Excellent
    Herndon, VA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Private Yard
    • Patio
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 22, 2018
    The Snyder's home is centrally located in a beautiful, very clean, quiet, upscale "Herndon" neighborhood. The guest has easy and convenient access to several great...
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    About this property
    Downe House on Madison is located in a quiet, family neighborhood on a no-through street. You share our home with us (2 adults), but the upstairs is yours privately during your stay (7 nights max). The main bedroom is rented first, and the second bedroom (a trundle bed that has two twin beds) is...
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    Herndon, Fairfax County 20170
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Leesburg
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious house with a private fenced backyard with deck, patio, and mature trees. Several shopping centers nearby, close to the Greenway (toll road) Battlefield exit, less than a mile to Leesburg Airport (private airplanes), 10 minutes to Dulles International Airport, 5 minutes to Loudoun One. 1...
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    Leesburg, Loudoun County 20175
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Valley Vista Cabin - Shenandoah River & Massanutten/Allegheny Mt view w/ hot tub1 / 54
    (13)Excellent
    Linden, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 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 July 24, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW! 'Anny's Farm House' 4BR Round Hill Home1 / 24
    (1)Excellent
    Round Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2017
    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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    Round Hill, Loudoun County 20141
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Herndon, VA
    3 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Washer
    • Balcony
    • Grill
    • Terrace
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous fully equipped three-story townhouse with wooded floors in the heart of Herndon, where you will be guaranteed a magnificent time during your stay in Northern Virginia and the DC metropolitan area whether it is for business or pleasure just five minutes from Dulles Airport, walking...
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    Herndon, Fairfax County 20171
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 5
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    Sterling
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience peaceful living in this gorgeous Countryside, Virginia townhouse. Relax on the two-tiered, stone patio, also perfect for entertaining (grill included) that backs to a large green space, but it is fenced for privacy. Close to major commuter routes (7,28 & Dulles Toll Road), shopping...
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    Sterling, Loudoun County 20165
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Herndon, VA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This very clean spacious apartment is a great place if relocating and need temporal lodging for a few months in a nice safe quiet neighborhood. Excellent place to stay for a business trip. Located next to everything: businesses restaurants, mall, shopping centers, trail. 7 mins to Dulles Intl...
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    Herndon, Fairfax County 20170
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Turquoise room at Loudoun Valley Manor - near Leesburg off Route 91 / 28
    (3)Excellent
    Waterford
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Patio
    • Parking
    • Grill
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 14, 2017
    Hated to leave... beautiful place! Comfortable, clean & nice layout! A glass of wine or just relaxing outside watching the sunset... happy place & lovely owner.
    Reviewed July 10, 2017
    Olga gave us a warm and friendly welcome; our visit was more like visiting an old friend than simply a host at a bed and breakfast. The Turquoise room, and the whole manor, was...
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    About this property
    Turquoise room (loft) is one of the several cozy bedrooms that Loudoun Valley Manor (Bed and Breakfast) offers in a luxurious house conveniently located a quarter mile off Route 9, in the outskirt of Waterford, between Leesburg and Purcellville in Loudoun County, Virginia. Wonderful serene views of...
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    Location Information
    Waterford, Loudoun County 20197
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Green room - suite at Loudoun Valley Manor1 / 25
    (1)Excellent
    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2017
    Husband and I stay at Loudoun Valley Manor from Thursday, Sept 28th till Sat Sept 30th 2017. Our room was very clean, spacious and quite, Olga the owner made us feel at home...
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    About this property
    Green room (suite) is one of the several cozy bedrooms that Loudoun Valley Manor (Bed and Breakfast) offers in a luxurious house conveniently located a quarter mile off Route 9, in the outskirt of Waterford, between Leesburg and Purcellville in Loudoun County, Virginia. Wonderful serene views of...
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    Waterford, Loudoun County 20197
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Markham, VA
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Central Heating
    • Washer
    • Grill
    • Patio
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet and serene, this Wine Country Retreat is an easy drive from DC. Enjoy the privacy and seclusion of this 4-BR, 8,000 sf home on 11+ acres overlooking the Blue Ridge. Gorgeous views, including from large deck! Perfect for couples, 'girls get-away' weekends, family gatherings, corporate...
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    Markham, Virginia 22643
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Waterford
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Yard
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Inn At Waterford has 4 bedrooms and 2.5 baths, and sits on nine beautiful acres overlooking rolling hills and picturesque views. We are located near the historic village of Waterford in the heart of Northern Virginia horse and wine country. We are conveniently located fifty miles from...
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    Waterford, Loudoun County 20197
    Private Room - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sienna Room at Loudoun Valley Manor - off Route 9 near Leesburg1 / 25
    (1)Excellent
    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Parking
    • Private Yard
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2017
    Olga made us feel at home in this beautiful house. The room was very nice and comfortable. Breakfast was awesome. We had a blast, lots of fun stuff to do in the area. I would...
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    About this property
    Sienna room is one of the several cozy bedrooms that Loudoun Valley Manor (Bed and Breakfast) offers in a luxurious house conveniently located a quarter mile off Route 9, between Leesburg and Purcellville in Loudoun County, Virginia. Stay for business or leisure! The property is located on a...
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    Location Information
    Waterford, Loudoun County 20197
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Aldie
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Washer
    • Air Conditioning
    • Grill
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the minimum stay is 2 nights* Welcome to the 'House Above the Barn' at MEA Haven Farm, a working horse farm nestled in the rolling hills of Aldie VA only minutes from historic Middleburg, Upperville, Leesburg and other quaint townships in the heart of Virginia's Horse Country....
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    Aldie, Loudoun County 20105
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Golden Room at Loudoun Valley Manor near Leesburg1 / 29
    (1)Excellent
    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2017
    We stayed at this fairly new Inn over the weekend while on a quick get-away to wine country. The house and grounds are beautiful, and the host Olga is delightful and made us...
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    About this property
    Loudoun Valley Manor (Bed and Breakfast) offers several cozy bedrooms in a luxurious house conveniently located a quarter mile off Route 9, in the outskirt of Waterford, between Leesburg and Purcellville in Loudoun County, Virginia. Wonderful serene views of surrounding landscape. Each room has a...
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    Location Information
    Waterford, Loudoun County 20197
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Vista Magnifique, a private 50 acre mountain-top estate in wine country1 / 24
    (1)Excellent
    Hume, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2017
    The house is on top of a little hill but very easy to drive in and out. The arrival instruction from the management is very handy and we got in without any difficulties. The...
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    About this property
    My place is close to vineyards, mountains, parks and horse country. You’ll love my place because of beautiful mountain-top views, the attention to detail, large space, and the peace and quiet.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry...
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    Hume, Virginia 22643
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Bluemont
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Balcony
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    • 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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    Bluemont, Loudoun County 20135
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Ashburn
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top notch 5 star resort minutes from Disney. Resort amenities to compliment any visitor. No need to leave the community, everything you're looking for is on the property. Two bedrooms with closed in terrace allows for maximum privacy. Shuttle, club house, and activities all located on resort...
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    Ashburn, Loudoun County 20148
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sterling
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Private Yard
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single family house in Washington DC suburb. 15 minutes from Dulles International Airport. 15 minutes from Metro station. Few minutes from shopping mall and stores. 15 minutes from regional and national parks. decorated with stylish and comfortable furniture, ready to be used by potential travelers...
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    Sterling, Loudoun County 20164
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gainesville, VA
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guest wanting to rent out this property will be renting a 1 bedroom and bathroom. There is also an adorable kitten on the premises and guest must be okay with that prior to booking. He's very friendly, his name is Mr. Kitty. The townhouse is shared with the homeowner. The bathroom will sometimes...
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    Gainesville, Prince William County 20169
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Upperville, VA
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Air Conditioning
    • Parking
    • Mountain Views
    • Grill
    • Private Yard
    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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    Upperville, Virginia 20184
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My B&B is close to Leesburg, Virginia. Quarter mile off Route 9. Close to Purcellville. Stay for business or leisure! The depictured room is one of several private rooms Loudoun Valley Manor (B&B) offers for guests. Over 20 wineries around. 50-minute drive from Washington, DC. 25 miles to Dulles...
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    Location Information
    Waterford, Loudoun County 20197
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chantilly, VA
    5 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice and quiet neighborhood with basketball and baseball courts and ample lighted parking space, about 15 min. to Dulles Airport, 1-2 miles to Walmart, Costco, Target, restaurants, shopping centers. Private half bath, full bath on the ground floor, newly renovated living and dining rooms, shared...
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    Chantilly, Fairfax County 20151
    Rental Home - 5 Bedrooms, 1 Bathroom, Sleeps 2
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    Chantilly, VA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cool and comfy basement bedroom for 2 in a quiet community, a few minutes away from major exits 28, 50 and 66. Two+ miles away from Costco, Target, Walmart, supermarkets and restaurants. Walk/bike trails, baseball/soccer fields, basketball court and ample lighted parking spaces. Pics say them...
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    Location Information
    Chantilly, Fairfax County 20151
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chantilly, VA
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    Cozy room with a twin bed with 8”memory foam mattress, microwave, mini all fridge and desk. Extra linens, towels and Cuttery provided in room for convenience. Close to Rts. 28 and 50 exits and 5 minutes to 66. Within one to three miles of Walmart, Dulles Expo Center, Target, Costco and post...
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    Location Information
    Chantilly, Fairfax County 20151
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 1
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