Charming Writer's Cottage in the Heart of Middleburg

Photo gallery for Charming Writer's Cottage in the Heart of Middleburg

A small, green wooden structure with a sloped roof and two windows with shutters.
A white building with black shutters, a red door, and a black metal archway.
A bedroom with a bed, two bedside tables, a lamp, a bookshelf, and a window with curtains.
A living room with a sofa, armchairs, a coffee table, and lamps. There are framed pictures on the walls and a window with blinds.
A dining area with a round wooden table, chairs, a vase with flowers, a bookshelf, and a staircase.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Middleburg Historic District
Sleeps 21 bedroom1 bed

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio

Explore the area

View map
Middleburg, VA
  • Place, Middleburg Historic District
    ‪6 min walk‬
  • Place, Red Fox Fine Art
    ‪6 min walk‬
  • Place, Middleburg Community Center
    ‪9 min walk‬
  • Airport, Washington, DC (IAD-Washington Dulles Intl.)
    ‪34 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only · Hair dryer

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Garden

About this property

Charming Writer's Cottage in the Heart of Middleburg

Come and stay, be inspired, write a best seller or spend a cozy weekend shopping and dining in the heart of Virginia horse country.

From this fully updated 1820 historic home that was once the dormitory for the original Middleburg Academy, you can walk to many fine restaurants, and enjoy premier shopping and antiques. The only known fully permitted historic vacation property actually in the Old Town of Middleburg!
The downstairs features a nicely appointed furnished living room that includes cable television, comfortable seating, with an adjoining half bath; a stately tavern room that disguises a home office with full internet access and a working Royal Deluxe typewriter that Ernest Hemingway would surely envy; and an eat-in kitchen with all necessary cooking items, adjoining a door to the deck and spacious back yard.
Note that although this historic cottage has two front doors, it is a single family home - the doors likely being a vestige of its dormitory origin.

The upstairs features a large bedroom with a very comfortable Queen-sized bed adjoining an over-sized full bath with a walk-in shower. This home is ready for you to enjoy - stay a while - use the typewriter!! Begin the story . . . . .

1 Bedroom, 1.5 Baths, Eat In country kitchen, Dining area Hard Wood Floors, Great home office area, washer/dryer, large back yard, off street parking, Cable and High Speed internet.
Pets accepted with deposit on a case by case basis.

Please note that the price listed by this site of $259+ per night is only an average based upon taking into consideration the weekly and monthly rate discounts. The price per day based upon rentals for under a week is a reasonable $255 before taxes and VRBO fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
Well Behaved Pets are allowed upon approval.
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Smoking

Smoking is not permitted
The Golden Rule - Respect the property and leave it like you found it.

Important information

You need to know

Property # 4040604
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Middleburg

Middleburg is home to this cottage. Tudor Day Spa and The Boxwood Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Bull Run Mountains State Natural Area and Sky Meadows State Park. Looking to enjoy an event or a game while in town? See what's happening at Purcellville Skating Rink or Haymarket IcePlex. Take the opportunity to explore the area for outdoor excitement like horse riding and other activities like birdwatching.
Map
Middleburg, VA

What's nearby

  • Middleburg Historic District - 6 min walk - 0.6 km
  • Red Fox Fine Art - 6 min walk - 0.6 km
  • Museum of Hounds & Hunting North America - 6 min walk - 0.6 km
  • Middleburg Community Center - 9 min walk - 0.8 km
  • National Sporting Library & Museum - 11 min walk - 1.0 km

Getting around

  • Washington Dulles International Airport (IAD) - 35 min drive

Restaurants

  • ‪Red Horse Tavern - ‬9 min walk
  • ‪The Goodstone Inn & Estate - ‬9 min drive
  • ‪The Red Fox Inn & Tavern - ‬6 min walk
  • ‪Oak & Ember - ‬8 min drive
  • ‪Boxwood Estate Winery - ‬4 min drive

Frequently asked questions

Is Charming Writer's Cottage in the Heart of Middleburg pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Charming Writer's Cottage in the Heart of Middleburg?

As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at Charming Writer's Cottage in the Heart of Middleburg on 26 Aug 2026 start from AU$961, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Charming Writer's Cottage in the Heart of Middleburg?

On-site parking is available at the property.

What time is check-in at Charming Writer's Cottage in the Heart of Middleburg?

Check-in begins at 3:00 PM.

What time is check-out at Charming Writer's Cottage in the Heart of Middleburg?

Checkout is at 11:00 AM.

Where is Charming Writer's Cottage in the Heart of Middleburg located?

Situated in Middleburg, this cottage is within a 10-minute walk of Red Fox Fine Art, Middleburg Historic District and The Byrne Gallery. Museum of Hounds & Hunting North America and Tudor Day Spa are also within 10 minutes.

About the host

Hosted by Owner/Property Manager

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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