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

The Outpost Cottage In Upperville/Middleburg

Bedrooms 1
Property type cottage
Minimum Stay 2 nights


About the property

1 Bedroom, 1 Bathroom, Sleeps 2

Our idyllic cottage is nestled in the foothills of the Blue Ridge mountains, in the quaint and historical village of Upperville, Virginia-only 10 minutes away from Middleburg. Newly renovated with an open floor plan, queen-sized bed, a full kitchen with vintage marble countertops and a brand new bath. We have furnished The Cottage with antiques from around the globe sourced from our destination shops The Outpost in Middleburg and The Keep in Upperville. Perfect for weekend retreats and fully equipped for extended stays. Adjacent to our antiques and interiors shop The Keep, within walking distance of Hunter's Head Pub and The Local Taste Wine Bar. Full of style, light and airy and supremely comfortable, you'll never want to leave.

Pam Foster
Member since: 2016
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
September 19, 2017


Upperville Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
House Rules:
  • Check-in: 4:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 2
  • Minimum Age Limit for Renters ...
  • not suitable for children
  • pets not allowed
  • non smoking only
Location Type:
  • Village
  • Away From It All
  • Romantic
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 2 people
  • 1 Bathroom
  • Bathroom 1 - toilet , shower
  • 1 Bedroom, Sleeps 2
  • Books
  • DVD Player
  • Satellite / Cable
  • Television
  • Video Library
  • Lawn / Garden
  • wheelchair inaccessible
  • arboretum
  • churches
  • winery tours
Leisure Activities:
  • antiquing
  • scenic drives
  • sight seeing


Wonderful! 4.9/5 -
(9 traveler reviews)

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The Outpost Cottage In Upperville/Middleburg
average rating of 4.888889 based on 9 reviews

Perfect getaway

  • 5 of 5

This is the perfect spot to get away from it all and enjoy the Middleburg area and local wineries ... or simply cocoon. The kitchen is beautifully equipped, the bed super comfy, the HVAC is quiet & works well, and the location is fabulous. There's a library of books, magazines and DVDs. Food at the Hunters Head is sourced locally and good quality if you like to 'eat clean' ingredients. I highly recommend this place and will be booking again!

  • Submitted: Mar 16, 2017
  • Stayed: Mar 2017
  • Source: HomeAway
Owner's Response: Thank you so much for your kind words. I'm happy that you enjoyed your stay and that it was a restful one for you! We hope you'll be able to return to The Cottage soon.
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charming and cozy!

  • 5 of 5

My mom andd I stayed at The Cottage during the Upperville Horse Show. The location couldn't have been better. Loved the decor and the light-filled room. The window treatments may all be adjusted for how much light you prefer for morning vs. nighttime. The bed linens were especially comfortable, too! We didn't do any cooking, but the kitchen appeared to have everything you'd need. We'll definitely be back! Thank you for sharing your beautiful cottage!

  • Submitted: Jun 19, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
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Beautiful, charming cottage in a central location. Loved it!

  • 4 of 5

Beautiful, charming cottage in a central location. Loved it!

  • Submitted: May 25, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Lifestyle Inspiration

  • 5 of 5

Perfect little space for two in an idyllic location. Easy to access wineries, shopping, great food and activities. Will definitely plan a return trip.

  • Submitted: May 2, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
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We loved it!

  • 5 of 5

The Outpost cottage is charming and comfortable. My husband and I stayed for 3 nights and loved every minute of it. The owners of the cottage gave us great recommendations for things to do and places to eat in the area. Fantastic getaway!

  • Submitted: Mar 7, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
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A Beautiful cottage!

  • 5 of 5

The perfect getaway. The cottage was perfect, a quick drive to middleburg and multiple vineyards!

  • Submitted: Jan 3, 2017
  • Stayed: Dec 2016
  • Source: HomeAway
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Car: necessary

The Cottage is just a short drive from many great wineries, including Boxwood, Greenhill, Cana, RdV and Delaplane Cellars. Some of our favorite nearby restaurants include Hunter's Head Tavern, The Goodstone Inn, The Ashby Inn, The Red Fox and Girasole. There are wonderful hikes and walks at Sky Meadow State Park and the Virginia State Arboretum, both of which are a ten-minute drive.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $50
Damage Deposit $250

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.

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