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Middleburg Vacation Rentals

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    Don't let other travelers get your favorite Middleburg area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Middleburg
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    The following rentals are within 15 miles of Middleburg.
    Monet Suite, elegnt lrg 2rm suite/blcny in villa1 / 31
    (6)Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Paeonian Springs
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Leesburg
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Loudoun Escape1 / 40
    (7)Excellent
    Ashburn
    5 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2018
    This HGTV inspired home was perfect for our family. Spacious, updated and extremely clean is how I would describe this place. The owner Bobby was excellent in communicating...
    Reviewed September 28, 2018
    Well appointed, very comfortable and owner was very responsive to all our question pre stay as well as during our stay. Unfortunately the weather didn’t cooperate for us to use...
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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 this fully furnished detached home. This home is walking distance to One Loudoun, 10 minutes to the airport, close to the Ashburn datacenters and driving distance to the businesses in...
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    Ashburn, Loudoun County 20147
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 5
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    Restoration B&B -  Master Bed1 / 26
    (2)Excellent
    Paeonian Springs
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2018
    My wife and I stayed here for our first anniversary and we had a blast! Vickie and Richard were terrific hosts and put together a wonderful and delicious breakfast for us...
    Reviewed July 12, 2018
    This was by far the best bed and breakfast my husband and I have ever stayed at. From the moment we arrived we felt like we were staying with friends . Vickie and Richard are...
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    About this property
    Escape to the country for peace and quiet. Watch the sunrise or sunset on the porches as deer walk through the field. Enjoy the relaxation or visit the many wineries, breweries, distilleries in Loudoun country. Hiking, biking, country fairs, wonderful restaurants, attend weddings...do as little...
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    Paeonian Springs, Loudoun County 20129
    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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    'Anny's Farm House' in Round Hill Wine Country!1 / 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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    Location Information
    Round Hill, Loudoun County 20141
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Location Information
    Markham, Virginia 22643
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Restoration B&B - Washington Room1 / 22
    (1)Excellent
    Paeonian Springs
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2018
    All the reviews on here are 100% accurate. We found this place by accident on a last minute search to make a wedding event an opportunity to also be a weekend get away for us...
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    About this property
    Escape to the country for peace and quiet. Watch the sunrise or sunset on the porches as deer walk through the field. Enjoy the relaxation or visit the many wineries, breweries, distilleries in Loudoun country. Hiking, biking, country fairs, wonderful restaurants, attend weddings...do as little...
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    Location Information
    Paeonian Springs, Loudoun County 20129
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Private Room for Rent1 / 9
    (1)Excellent
    Ashburn
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 19, 2018
    Great location, easy access from the main road. Clean and modern home, bed was very comfortable. Robin made sure everything was taken care of, wonderful stay.
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    About this property
    Private town home in residential neighborhood. Minutes from restaurants, grocery store and movie theater. 8 miles from Dulles airport. Fully furnished rooms cable and WiFi included and full access to fully equipped kitchen. 2 rooms available for short or long term stays. Please reach out if you...
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    Location Information
    Ashburn, Loudoun County 20147
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Paeonian Springs
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Central Heating
    • Balcony
    • Hot Tub
    • Grill
    • DVD Player
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the country for peace and quiet. Watch the sunrise or sunset on the porches as deer walk through the field. Enjoy the relaxation or visit the many wineries, breweries, distilleries in Loudoun country. Hiking, biking, country fairs, wonderful restaurants, attend weddings...do as little...
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    Location Information
    Paeonian Springs, Loudoun County 20129
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    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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    Amenities & Details
    • 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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    Location Information
    Ashburn, Loudoun County 20148
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Upperville, VA
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • 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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    Location Information
    Upperville, Virginia 20184
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Ashburn
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning and spacious one bedroom basement aparment with a full kitchen, full bathroom and separate laundry. Private entrance with a very comfortable and cozy living space. Sleeps 3 and located in a quiet and family friendly neighborhood. Ample parking, great location near D.C., many data centers,...
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    Location Information
    Ashburn, Loudoun County 20148
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Haymarket, VA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Yard
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, spacious guest suite located in a lovely wooded neighborhood, with a spacious sitting area combination dining area, a minikitchen, ensuite bathroom, walk-in closet, and private patio. Covered patio overlooks lovely landscaped lawn. Enjoy a 50' HDTV which includes NETFLIX, YouTube, and a...
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    Location Information
    Haymarket, Prince William County 20169
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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