Entire home

Charming Writer's Cottage in the Heart of Middleburg

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

Tavern Office 1
Tavern - Office 2
Tavern - Office 3
1820 Historic Home - Dormitory for the first Middleburg Academy
Living room

Reviews

9.8 out of 10
Exceptional
1 bedroom1+ bathroomSleeps 2

Popular amenities

  • Dryer
  • Washer
  • Pet-friendly
  • Kitchen
  • Outdoor space

Explore the area

Map
Middleburg, VA
  • Red Fox Fine Art
    ‪6 min walk‬
  • Greenhill Winery & Vineyards
    ‪4 min drive‬
  • Chrysalis Vineyards
    ‪10 min drive‬
  • Washington, DC (IAD-Washington Dulles Intl.)
    ‪35 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.
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 $172+ 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 $245.

Property manager

Owner/Property Manager

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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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

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

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

  • Red Fox Fine Art - 6 min walk - 0.5 km
  • National Sporting Library & Museum - 10 min walk - 0.9 km
  • Greenhill Winery & Vineyards - 4 min drive - 2.8 km
  • Cana Vineyards and Winery - 6 min drive - 6.1 km
  • Chrysalis Vineyards - 10 min drive - 7.9 km

Getting around

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

Restaurants

  • ‪Red Horse Tavern - ‬8 min walk
  • ‪King Street Oyster Bar - ‬6 min walk
  • ‪Lost Barrel Brewing - ‬4 min drive
  • ‪The Pit Stop - ‬11 min drive
  • ‪The Red Fox Inn & Tavern - ‬6 min walk

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.

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, The Byrne Gallery and Museum of Hounds & Hunting North America. Tudor Day Spa and National Sporting Library & Museum are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 117 out of 130 reviews
Rating 8 - Good. 9 out of 130 reviews
Rating 6 - Okay. 4 out of 130 reviews
Rating 4 - Poor. 0 out of 130 reviews
Rating 2 - Terrible. 0 out of 130 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Carol W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

This very sweet home is located a short walk to and through the town. The house is well-equipped and spacious for its size. Michael was easy to communicate with and was very gracious about extending my check-out time. HIghly recommended.
Stayed 2 nights in Apr 2025

10/10 Excellent

Lisa A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Right in downtown Middleburg

This is my 2nd stay at this sweet cottage, & I highly recommend. It's walkable to restaurants & shopping. The host, Michael is knowledgeable & quick to communicate.
Stayed 8 nights in Jan 2025

10/10 Excellent

Alan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday weekend getaway

Michael was wonderful in accommodating my wife and I for a one-night stay, all we could squeeze in, to celebrate her birthday in the town we love to visit. We’ve been to Middleburg many times over the years and are all too familiar with how difficult combining convenience of location (ie town walkable) and budget be- this accomodation ticked both boxes!!
Stayed 1 night in Feb 2025

10/10 Excellent

Susan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Historic gem

Comfortable and decorated beautifully . Very Middleburg!
Stayed 2 nights in Dec 2024

6/10 Okay

Janet R.

Liked: Check-in, communication, location
Disliked: Cleanliness

An Old House in a Charming Village

The location of this very small cottage is terrific for walking right into town. The host is very friendly and accommodating. That said, the cottage needs a thorough cleaning inside and out. There is mold in the shower, a collection of used soap bars and other detritus in the closet and significant rot on the exterior. Needs to be cleaned out and. Leaned up.
Stayed 14 nights in Mar 2025

10/10 Excellent

Jim G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cottage

The cottage was cute and location was just what we wanted. You can walk to any where in Middleberg. It was lovely weekend to visit.
Stayed 2 nights in Nov 2024

10/10 Excellent

Christine M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable cottage

Charming cottage in the heart of Middleburg. Easy walk to shops and restaurants. Owner very responsive to all requests!
Stayed 3 nights in Oct 2024

10/10 Excellent

David S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mburg film festival.

Lovely place on edge of town. Easy walking to Everything.
Stayed 3 nights in Oct 2024

10/10 Excellent

Margaret F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Middleburg Cottage

We enjoyed staying here with our dog. Everything was very clean and bright! clean,
Stayed 4 nights in Sep 2024

10/10 Excellent

David W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay in Middleburg

The house is in a great location and Michael was a fantastic host. Would definitely stay there again
Stayed 2 nights in Dec 2023

10/10 Excellent

Joy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet and Cozy

We had a wonderful stay at the cottage. Perfect for a couple’s getaway. Beautiful town with loads of shopping and cafes. Thank you, Michael!
Stayed 2 nights in Aug 2024

10/10 Excellent

Kristina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming cottage in a perfect location!

This historic cottage is so charming and comfortable! The location is perfect for visiting Middleburg. Communication with our host, Michael, was friendly and prompt. We would definitely stay here again!
Stayed 2 nights in May 2024

10/10 Excellent

Kathleen T., Bel Air, MD 21014, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cottage good location

Walking distance to everything Cottage comfortable, clean and well stocked
Stayed 3 nights in Oct 2023

10/10 Excellent

Angela W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Middleburg convenience!

This home is precious, comfortable and walkable to many shops, restaurants and the Salamander Resort. The host was extremely responsive and helpful with dinner suggestions. 5 stars!
Stayed 5 nights in Sep 2024

10/10 Excellent

Alana G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cottage for a quiet weekend!

This was a lovely place to stay for a weekend in Middleburg. Excellent location, walking distance to the restaurants and shops. Michael is a great host.
Stayed 3 nights in Dec 2023

10/10 Excellent

H F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Timeless cottage with all the amenities

Am amazing stay in a timeless cottage with all the amenities. Thank you Michael for making our celebratory weekend so special complete with a bottle of bubbly to celebrate The walkable access to historic Middleburg is priceless
Stayed 3 nights in Jul 2024

10/10 Excellent

Mireille G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy stay

Stayed in town for a wedding. Really convenient: off street parking, right on the edge of town so both quiet but walkable, clean home with a nice yard. Host was clear and communicative. Would recommend!
Stayed 2 nights in May 2024

10/10 Excellent

joyce b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage

A great convenient location. It is a lovely charming cottage. Michael is very responsive to questions.
Stayed 3 nights in Mar 2024

10/10 Excellent

Lars L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Cottage

Right next to town, Great Walkabilty. Owner is a great Host. Cozy and Clean Cottage. Definitely going back for another stay in the future
Stayed 3 nights in Sep 2023

10/10 Excellent

Adam R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

10/10

Fantastic Stay! Perfect place to stay for exploring Middleburg. Michael was very accommodating and helpful in making our getaway a wonderful and relaxing time.
Stayed 2 nights in Dec 2023

8/10 Good

john f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Middleburg charm

An older house but still charming and great location
Stayed 7 nights in Sep 2023

10/10 Excellent

Lisa W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

We enjoyed our stay here. Michael is very responsive to any questions. Beautiful home.
Stayed 2 nights in Jul 2023

10/10 Excellent

Shelley M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Charming little cottage. Perfect for a couple. We loved being able to walk to restaurants in Middleburg. Off street parking was great and Michael was a great communicator.
Stayed 3 nights in Aug 2023

10/10 Excellent

Heather V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

Lovely little cottage within walking distance to shops & restaurants in Middleburg! We enjoyed dinner @ King Street Oyster House and Thaiverse, walking the dog to coffee each morning, and exploring the shops & wineries! Thank you for a lovely stay!
Stayed 2 nights in Sep 2023

10/10 Excellent

Lydia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful cottage and great location

The pictures show the cottage off well. It is very comfortable and wonderfully decorated. The location is right off Main St so we walked and didn’t have parking issues. Lots of parking behind the house. Love this place and will be back!
Stayed 2 nights in Nov 2023

About the host

Hosted by Owner/Property Manager

Host profile image

Languages:

English