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Middleburg Holiday Homes

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    Don't let other travellers get your favourite Middleburg area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Middleburg
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    The following rentals are within 25 kilometres of Middleburg.
    Leesburg
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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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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    Markham, VA
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Bluemont
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • 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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    Ashburn
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    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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    Ashburn
    5 Bedrooms, 4 Bathrooms, Sleeps 8 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
    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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    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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    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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    Amenities & Details
    • 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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    Gainesville, VA
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    Location Information
    Gainesville, Prince William County 20169
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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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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    Amenities & Details
    • 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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    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    Purcellville, Loudoun County 20132
    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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    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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    Ashburn, Loudoun County 20148
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Leesburg
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quaint, little cottage in the historic district of downtown Leesburg, Virginia. Built in 1840 and restored just last year, it has been listed in the National Register of Historic Places by the US Department of the Interior. Located just a few steps from the W&OD trail and minutes from all the...
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    Location Information
    Leesburg, Loudoun County 20175
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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