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Middleburg Vacation Rentals

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    Don't let other travellers get your favourite Middleburg area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 32 Rentals in Middleburg
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    The following rentals are within 30 kilometres of Middleburg.
    Leesburg
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Valley Vista Cabin - ShenandoahRiver view & hottub1 / 27
    (13)Excellent
    Linden, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rainbow View Cabin - ShenandoahValleyview & hottub1 / 45
    (53)Excellent
    Linden, VA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    5BR house with in-Ground pool1 / 20
    (8)Excellent
    Herndon, VA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Patio
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2016
    Love the place and so do my guests.We spent about 5 days with a big group of friends together. We enjoyed especially the pool and pool table. That's many chairs to sit and...
    Reviewed 22 June 2016
    We were looking for a house for 10 people and found an excellent one!! We wanted to take our children, grandchildren, and friends on a trip to DC. We wanted at least 5 bedrooms...
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    About this property
    This single family home has 5 bedrooms and 3.0 bathrooms with its own swimming pool and a 2 acre backyard for outdoor activities. The whole house is capable of sleeping more than 12 people. Weekly Rental Preferred The Space The house is an easy 15 minutes commute from Dulles International...
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    Herndon, Fairfax County 20171
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Monet Suite, elegnt lrg 2rm suite/blcny in villa1 / 52
    (4)Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 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...
    Reviewed 11 May 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Sterling
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Private Garden
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    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
    Holiday Rental House - 4 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
    • Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 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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    Waterford, Loudoun County 20197
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ashburn
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, like new 4 bedroom, 4.5 bathroom colonial brick front home in Ashburn. Fireplace, deck, elegant gazebo, hot tube, 3 car garage. Fully finished walk-out basement, including bar areas and theater. Huge master with 2 closets and second laundry (main laundry in basement). Forest and play...
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    Ashburn, Loudoun County 20148
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Green room - suite at Loudoun Valley Manor1 / 21
    (1)Excellent
    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 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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    Location Information
    Waterford, Loudoun County 20197
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Herndon, VA
    1 Bedroom, 1 Bathroom, Sleeps 4 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 4
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    Turquoise room at Loudoun Valley Manor - near Leesburg off Route 91 / 28
    (2)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 10 July 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...
    Reviewed 25 May 2017
    Loudon Valley Manor is a wonderful place to stay--clean, spacious, and nicely decorated. Olga is an outstanding host. Our party of six greatly enjoyed our stay in this beautiful...
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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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    Waterford, Loudoun County 20197
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Sienna Room at Loudoun Valley Manor - off Route 9 near Leesburg1 / 23
    (1)Excellent
    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 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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    Ashburn
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Housekeeping Included
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 condo is across the street from One Loudoun, 10 minutes to the airport and close to the Ashburn datacenters. One Loudoun has a variety of restaurants,...
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    Ashburn, Loudoun County 20147
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    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
    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
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    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 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Upperville, VA
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Amenities & Details
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 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
    Holiday Rental House - 3 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 1 private 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...
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    Gainesville, Prince William County 20169
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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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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    • Patio
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sterling
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Purcellville
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Parking
    • Air Conditioning
    • Mountain Views
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a rustic log cabin B&B. We live downstairs and rent the bedrooms upstairs. Our guests have a private entrance. We are located in the heart of Virginia's wine country. All 3 queen bedrooms share a bathroom. We also have a king suite w/a private bathroom on another listing. There is a...
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    Purcellville, Loudoun County 20132
    Private Room - 3 Bedrooms, 1 Bathroom, Sleeps 7
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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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    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Iris Room is one of the rooms of The Inn At Waterford, a luxurious Bed and Breakfast Inn. The Inn At Waterford 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...
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    Waterford, Loudoun County 20197
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Herndon, VA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Private Garden
    • Patio
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 5
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    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Suitability
    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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    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Private Garden
    • Mountain Views
    • Wi-Fi
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Rose Room is one of the rooms of The Inn At Waterford, a luxurious Bed and Breakfast Inn. The Inn At Waterford 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...
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    Location Information
    Waterford, Loudoun County 20197
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Jasmine Room is one of the rooms of The Inn At Waterford, a luxurious Bed and Breakfast Inn. The Inn At Waterford 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...
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    Location Information
    Waterford, Loudoun County 20197
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Violet Room is one of the rooms of The Inn At Waterford, a luxurious Bed and Breakfast Inn. The Inn At Waterford 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...
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    Location Information
    Waterford, Loudoun County 20197
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Housekeeping Included
    • Mountain Views
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a rustic log cabin B&B, located in the heart of Virginia's wine country. We live downstairs and rent the bedrooms upstairs. Our guests have their own private entrance. We offer a cooked breakfast on sat & sun, during the week it is continental. Our guests have a kitchenette that has a mini...
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    Location Information
    Purcellville, Loudoun County 20132
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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