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Book Online or call VRBO Booking Assistance: 888-829-7076
Book Online or call VRBO Booking Assistance: 888-829-7076

Middleburg, VA - Private Cottage, Sophisticated Country Charm - Newly Remodeled

Bedrooms 2
Half Baths1
Space 1,800 sq ft
Property type cottage
Minimum Stay 2 nights


About the property

2-bedroom cottage on a tree-lined country road with upscale furnishings

Located just one mile from Middleburg, you’ll find this stunning two-bedroom, one-level house with an open floor plan perfect whether you’re in town for a wedding, a honeymoon, a weekend getaway, or just private accommodations in the country.

Middleburg is in Orange County Hunt Territory and is a horse lover’s paradise, with foxhunting, polo, driving, showing, racing, and eventing all here. Ask about horse stalls and turn out if interested. Our road is popular for walking dogs, afternoon runs and an occasional horse in harness pulling a cart or trail riders.

The area is also of interest to wine connoisseurs, with a number of vineyards nearby that are open for tastings and tours.

Or, you can explore the village of Middleburg, just a 5 minute drive or 15 minute walk away. We are also close to Upperville, Marshall, and The Plains, which have their own unique shops and restaurants.

Whatever you choose to do, you’ll return to your private oasis after a busy day. Gather on the front flagstone porch in the cool of the pine and cedar trees, or watch the sun set as you grill on the new back deck with a view of the stable and surrounding pastures. Slowly unwind as you take in the feeling of a Virginia afternoon fading into evening.

When you enter the house, you’ll be greeted by the open, light-filled living room and dining area.

To the left of the living and dining areas, you’ll find a brand new, fully equipped kitchen with lots of counter space, where you can prep special cuts from one of several local butchers or concoct something delicious with local produce found at the nearby farmers markets.

There are two bedrooms, with two XL twin beds in each. Let us know if you’d prefer them to be set up as king beds, and we will set them up with the appropriate bedding and pillows. There is a very large closet in the master bedroom that can be set up with a crib, if desired.

There is a well-appointed full bathroom attached to the master bedroom, and another half bath down the hall.

We hope you’ll join us in Middleburg for some of your favorite country pursuits!

More Details

Property Manager
Missy Janes
Member since: 2018
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
August 14, 2018

About Missy Janes

A native of the area, I grew up on ponies, fox hunting, and competition, and then raised a family and repeated the joys of country life with my children.

I am passionate about good stewardship of the land and conservation, and wrote a handbook called "Life in the Country," available locally. I belong to the garden club which is a member of the Garden Club of America and the Garden Club of Virginia. As an avid gardener, I have created naturalized gardens around a stream and two ponds.

When not in the garden, I work as a professional photographer doing portraits, weddings, gardens and landscapes, and travel photography.

Missy Janes purchased this cottage in 2018

Why Missy Janes chose Middleburg

I purchased this property many years ago to protect the land. Over the past year, I gutted it entirely for my mother who has since decided she is not yet ready to downsize. I remodeled it to be something I would love, myself, and have had such fun fixing it up and starting some gardens. The house is conveniently located on the east side of town, which is easy for access to DC and Dulles airport, but we are still a true country house.

What makes this cottage unique

Being so close to town yet next to open conservation land and on a country road is amazing. My children's grandmother lives over the river and through the woods, literally. If you love birds, the night sky, or small town charm you will love Middleburg.


Middleburg Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 1800 sq ft
House Rules:
  • Check-in: 1:00 PM
  • /
  • Check-out: 12:00 PM
  • Max. occupancy: 4
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Rural ...
  • Village ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • 1 Half Bath
  • Master Bath - toilet , shower , Very well appointed bathroom with nice space, big window...
    Half Bath - toilet , Half Bath for guests or 2nd bedroom
  • Both bathrooms have large windows that look out through the porch to the garden. There is a straw roller shade for privacy, though little is needed as is a very private setting. The master bathroom shower is tiled with tumbled limestone, has a corner seat and glass door. The vanity is long with lots of counter space and storage.
  • 2 Bedrooms, Sleeps 4
  • Master Bedroom - 1 king , 2 twin/ single , 1 King or two XL Twins; portable crib available on request
    Bedroom 2 - 2 twin/ single , Comfortable Canon Ball beds with view to pasture and stable
  • The master bedroom beds are brand new and were chosen for maximum flexibility. The two XL twins in each can be made up into a King if desired with a full array of King size bedding, pillows, and comforter.
  • Books ...
  • Satellite / Cable ...
  • Television ...
  • Balcony ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Tennis ...
  • Long-term Renters Welcome
  • wheelchair accessible ...
Pool / Spa:
  • Private Pool ...
  • arboretum
  • churches
  • festivals
  • health/beauty spa
  • library
  • museums
  • playground
  • restaurants
  • ruins
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • freshwater fishing
  • golf
  • hiking
  • hot air ballooning
  • hunting
  • kayaking
  • mountain biking
  • swimming
  • tennis
You can make arrangements for Spa treatments at Salamander Resort in town.


5/5 -
(4 traveler reviews)

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Middleburg, VA - Private Cottage, Sophisticated Country Charm - Newly Remodeled
average rating of 5.0 based on 4 reviews

Perfect in every way! A GREAT find!!

  • 5 of 5

We could not have been happier with our stay! Our hostess made it very easy for a late arrival and we were thrilled to find a totally equipped, spotless, comfortable and charming house. We were in the ideal location for visiting friends and also the town of Middleburg. We loved the vineyard touring. Took many great photos of the gardens and the fabulous art in the house. We are planning a fall return visit!

  • Submitted: Jun 19, 2018
  • Stayed: June 2018
  • Source: VRBO, from HomeAway
Owner's Response: These were the perfect guests in every way. Thoughtful and respectful of the property; tidy; clean and so happy to have found our little cottage. After a year of renovation, it has become my pride and joy so it was so nice that our first guests treated the house as I would have. I hope all of our guests will be like this.
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Lovely cottage in a peaceful spot !

  • 5 of 5

We spent the weekend at this wonderful cottage just outside of Middleburg. The cottage was just renovated - and is clean, spacious, well-equipped and located on a quiet country road. We loved the beautiful gardens around the property and took some long walks along the back roads - including into Middleburg. We will return !

  • Submitted: Jul 30, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
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Great house and property, located just outside of town for convenient access.

  • 5 of 5

House was very clean, well stocked and very comfortable. A very relaxing getaway.

  • Submitted: Jul 27, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
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Perfect Spot!

  • 5 of 5

This cottage is located in the perfect spot for enjoying Middleburg and surrounding wineries. We felt like it was only a mile or two to everywhere we wanted to go. The house is well-appointed, clean and comfortable. Missy was easy to communicate with and there was a caretaker available in her absence. Wish we could have stayed a little longer and will definitely stay there again next time. Thanks for sharing the cottage with us!

  • Submitted: Jul 26, 2018
  • Stayed: July 2018
  • Source: HomeAway
Owner's Response: So glad you enjoyed our little piece of paradise and we welcome you back another time! Missy
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Nearest Airport
20.3 Miles
Dulles IAD
Nearest Barpub
1.6 Miles
King Street Oyster Bar
Nearest Restaurant
1.6 Miles
The Red Fox Inn & Tavern
Car: recommended

Historic Middleburg offers many country pursuits:

- Country road strolls or hikes at Sky Meadows

- Art at the Sporting Library & Museum and summer concerts on the lawn

- Steeplechase races in Spring and Fall

- The Stable Tour and Farm Tour

- The annual Upperville Horse Show - one of the oldest horse shows in the country

- Historic Garden Week

- The Middleburg film festival

- The Christmas Shop in November and Christmas Parade in December

- Fall visits to a Pumpkin Patch or Corn Maze

- The Strawberry Festival

- Summertime Twilight Polo

- Foxhunting

- Historic battlefields for Civil War History buffs, who will find themselves in the thick of Mosby’s Raiders

- Local wineries and a new Cidery offering tastings

- Quiet country living for a relaxing getaway


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $130
Property Damage Insurance $59

Manager's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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