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Vacation Rentals in Middleburg, VA and nearby

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    The following rentals are within 20 miles of Middleburg, Loudoun County, Virginia.

    Linden, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (8) Excellent
    Herndon, VA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Ashburn
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Grill
    • Patio
    • Mountain Views
    • Terrace
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    We offer a two-bedroom basement apartment. In each bedroom you'll find a queen bed. There is an option to have a portable queen bed in the multipurpose room if requested. The living room is appointed with a large, comfortable sectional sofa with a fireplace and LCD television. TV is provided... View all property information
    Location Information
    Ashburn, Loudoun County 20148
    1 / 25
    Aldie
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Grill
    • Washer
    • Patio
    • Private Outdoor...
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Highlights • 11 acre horse estate, with horses available for lessons or trail rides • You can gather farm fresh eggs or help with the chores! • Charming country home • Master King bedroom king with en suite bathroom • Two queen bedrooms share a bathroom • One bedroom apartment with separate... View all property information
    Location Information
    Aldie, Loudoun County 20105
    1 / 10
    5 of 5 stars (1) Excellent
    Berryville, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • Porch
    • Mountain Views
    • Parking
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Berryville, Virginia 22611
    5 of 5 stars Reviewed 2 weeks ago
    The John Wayne House is located on a former US Senator's property. The property is historic for the people who stayed there over the years including Winston Churchill and other...
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    Upperville, VA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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
    Location Information
    Upperville, Virginia 20184
    1 / 21
    Herndon, VA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371724 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. We believe elevating where you live is about blending it seamlessly with how you live.... View all property information
    Location Information
    Herndon, Fairfax County 20171
    1 / 13
    3 of 5 stars (1) Average
    Berryville, VA
    4 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Mountain Views
    • Porch
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    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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    Sterling
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Private Yard
    • Air Conditioning
    • Washer
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Sterling, Loudoun County 20164
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    1 / 21
    Herndon, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 371726 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. We believe elevating where you live is about blending it seamlessly with how you live.... View all property information
    Location Information
    Herndon, Fairfax County 20171
    1 / 21
    Herndon, VA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371725 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. We believe elevating where you live is about blending it seamlessly with how you live.... View all property information
    Location Information
    Herndon, Fairfax County 20171
    Purcellville
    Private Room, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Hot Tub
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Nestled on the side of a secluded mountain in the heart of wine country in Loudoun County. Three private suites are available - The Eagle's Nest, with private balcony, The Falcon's Nest and the Owl's Nest. All feature a private bathroom and access to a common modern kitchen and living space.... View all property information
    Location Information
    Purcellville, Loudoun County 20132
    Berryville, VA
    6 Bedrooms, 3 Bathrooms, Sleeps 19 | Quick View
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    • Parking
    • Mountain Views
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Berryville, Virginia 22611
    1 / 20
    Leesburg
    6 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    • Parking
    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This luxury sun lit home is in Leesburg,Virginia just 40 miles northwest of our capital -Washington,DC ! Enjoy family gatherings,holiday vacations,corporate retreats/team building,girls getaways,moms'retreats,health -yoga-silent-healing workshop weekends on this gorgeous 25 acre fully modernize... View all property information
    Location Information
    Leesburg, Loudoun County
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
    • Shared Outdoor Pool...
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Elegant ground floor furnished spacious suite with full bathroom; private entrance and deck with Adirondack seating with table looking our on magnificent views of Blue Ridge Mountains, pasture and pool, in artist villa located in the heart of Loudoun's wine and Virginia hunt and horse country.... View all property information
    Location Information
    Purcellville, Loudoun County 20132
    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
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Markham, Virginia 22643
    Sterling
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
    • Private Yard
    • Terrace
    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR/1BA Apartment in house at Sterling, VA<BR><BR>Great location:<BR>- Dulles International Airport 10 minutes, close to Rt 28, Rt 7, 267 Dulles Toll Road, <BR>- Washington DC 45 minutes, Reston town center 15 minutes, right next to Ashburn and Herndon. <BR><BR>Inviting sunny Living room with bay... View all property information
    Location Information
    Sterling, Loudoun County 20164
    Berryville, VA
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Berryville, Virginia 22611
    Chantilly, VA
    5 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chantilly, Fairfax County 20151
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    Chantilly, VA
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Air Conditioning
    • Housekeeping...
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chantilly, Fairfax County 20151
    Chantilly, VA
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Central Heating
    • Housekeeping...
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Our cozy room away from home is located in a nice quiet community within 2 mile radius of Target, Walmart, Costco, restaurants and post office and right next to the main highways, Rt. 28, 50 and 66, for easy commute. There's also a bike path on Walney Road and walking trails around the... View all property information
    Location Information
    Chantilly, Fairfax County 20151
    Ashburn
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Washer
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Private In-Law Suite for single person or couple in secluded wooded lot in Ashburn, VA. Close to the Washington and Old Dominion trail. Private Off Street Parking. Easy drive into Old Town Alexandria, Leesburg, and Washington D.C. Great place to get away from the hustle and bustle of the big... View all property information
    Location Information
    Ashburn, Loudoun County 20147