Littlefield Cottage


Entire home hosted by Jeannie

  1. 6 guests
  2. 3 bedrooms
  3. 4 beds
  4. 1 bath
Self check-in
Check yourself in with the keypad.
Jeannie is a Superhost
Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
Great location
100% of recent guests gave the location a 5-star rating.
Every booking includes free protection from Host cancellations, listing inaccuracies, and other issues like trouble checking in.
If you are looking for a super sweet and charming cottage to escape to, you've come to the right place.

Live like a local in our little cottage and find out for yourself all the beauty that can be found in the country sides of Virginia.

Comfortably blending modern conveniences with historic charm, the cottage sits just 1 mile outside of the quaint town of Middelburg and next door to Greenhill Winery.

The space
Located just one mile from Middelburg, you'll find this newly remodeled private cottage with sophisticated country charm. Its a perfect spot to stay whether you're in town for a wedding, a honeymoon, a weekend getaway, or just need a quite quaint escape to the country.

Where you'll sleep

Bedroom 1
1 queen bed
Bedroom 2
1 king bed
Bedroom 3
2 single beds

What this place offers

Free parking on premises
TV with standard cable
Air conditioning
Private patio or balcony
Private backyard – Fully fenced

Select check-in date

Add your travel dates for exact pricing

5.0 out of 5 stars from 63 reviews


Where you’ll be

Middleburg, Virginia, United States

Middelburg was founded in the late 18th century by the American Revolutionary Colonel Leven Powell. The town has a fascinating history and was the site of 2 confrontations during the Civil War over 150 years ago. For over a century, the town has been a popular spot for fox hunting which is how it picked up the nickname, the "Nation's Horse and Hunt Capital".

With more than 160 buildings listed on the National Register of Historic Places, Middleburg is known for its natural beauty, historic charm, and Southern hospitality. Surrounding the town, you’ll find picturesque countryside, with low stone walls surrounding stately horse farms and cattle grazing in nearby fields-all with the Blue Ridge and Bull Run mountains as a scenic backdrop. With an ideal climate for growing grapes, Middleburg also boasts more than 20 wineries within 30 minutes of this historic hamlet, making it one of the top 10 wine destinations in the world.

Whether you’re looking for a historic tour, a scenic vineyard, a taste of the equestrian life or just a place to relax and have a good time, Middleburg has what you’re looking for.

Hosted by Jeannie

  1. Joined in February 2020
  • 67 Reviews
  • Identity verified
  • Superhost

During your stay

Need recommendations or help with your itinerary while in town? I am happy to help make reservations, plan events, and act as your local guide.

Jeannie is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
  • Response rate: 100%
  • Response time: within an hour
To protect your payment, never transfer money or communicate outside of the Airbnb website or app.

Things to know

House rules

Check-in: After 3:00 PM
Checkout: 10:00 AM
Self check-in with keypad
No smoking
No pets
No parties or events

Health & safety

Airbnb's COVID-19 safety practices apply
Carbon monoxide alarm
Smoke alarm
Security Deposit - if you damage the home, you may be charged up to $100

Cancellation policy