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Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Photo gallery for Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

A garden with purple flowers and green foliage.
A covered outdoor seating area with wicker furniture and a view of a forested landscape.
A dining table set with blue and white plates, silverware, and glassware, surrounded by wooden chairs.
A bedroom with two beds, a bookshelf, a mirror, and a staircase leading to another room.
A cozy living room with a stone fireplace, a television, and comfortable seating.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
4 bedrooms2 bathroomsSleeps 11

Popular amenities

  • Garage parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Balcony

Explore the area

View in a map
Charlottesville, VA
  • Place, Ragged Branch Distillery
    ‪8 min drive‬
  • Place, King Family Vineyards
    ‪14 min drive‬
  • Place, University of Virginia
    ‪16 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪38 min drive‬

Rooms & beds

4 bedrooms (sleeps 11)

East Bedroom

1 Queen Bed and 2 Twin Beds

Master Bedroom

1 King Bed and 1 Twin Bed

South Bedroom

2 Twin Beds

West Bedroom

1 Queen Bed

2 bathrooms

Master Bathroom

Soap · Towels provided · Toilet · Shower only · Hair dryer

Upstairs Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden

About this property

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Country Get-a-way:

The GPS address is, 5114 Dick Woods Road, Charlottesville, VA 22903.

Are you looking to get away from the hustle and bustle of 21st century living, step back in time 200 years in order to enjoy the rhythms of nature? Come listen to the rain on a tin roof and sleep in the morning until you are finished.

You and your children can feed the chickens, collect eggs, milk goats or go for a long walk. Due to bio-security and health issues we have a strict no pet policy! The owners live in a separate cottage a short distance away and are available for help or emergency.

You can ring the dinner bell or hang out in the "Man Cave" with the 42 inch flat screen TV. Come away and relax with a glass of wine in the cool of the evening as all the stars in the Milky Way pop out to greet you.

The most amazing part of this saga is that it is available only a short 14 minute drive from the Rotunda at University of Virginia. Quarters Farm is also only 15 minutes from Pippen Hill Vineyard, King Family Vineyard and Pollack Vineyard. We are 45 minutes from Wintergreen and close to many fine restaurants.

One new addition is a catering service provided by close friends. They can have the frig stocked when you arrive or cater a meal during your stay. Prices and information sent upon request.

The history of the farm only adds to the mystique. In 1745 King George of England granted 1800 acres to the Mills family who moved to Virginia and had a three story home built with 6 rooms for themselves and their three sons. This home predates the beginning of construction on Thomas Jefferson's Monticello by 18 years. In the 275 years since then, wings and additions have been added on to the original stone and log construction

My father purchased 180 acres, along with the house, in 1952. It is now a sustainable farm selling pastured eggs, and other products which are all available to our guests. My wife and I live in a house close by and run the farm.

A beautiful kitchen attached to a large screened-in porch, along with a second story porch for enjoying the mountain views with your favorite beverage. 4 bedrooms and two bathrooms will comfortably meet your needs.

ALERT: Due to the design of this historic home, there are NO bathrooms/bedrooms on the ground floor. Access to the living areas is via a flight of stairs.

We believe that you will find this home truly inviting and relaxing, well furnished with antiques and beautiful furniture. The house has a whole house generator, so you will not have to leave in the case of a power outage.

Our prices include all fees. No hidden fees.

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House Rules

Check in after 1:00 PM
Minimum age to rent: 19
Check out before 12:00 PM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking allowed: in designated areas
Smoking is only allowed outside the house

Important information

You need to know

Property # 619645
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Charlottesville

Located in Charlottesville, this vacation home is in a rural area. Luther P. Jackson Cultural Center and Charlottesville Ice Park are local attractions and those in the mood for shopping can visit Downtown Mall and Corner District. Traveling with kids? Consider Virginia Discovery Museum, or check out an event or a game at John Paul Jones Arena. Water skiing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
Map
Charlottesville, VA

What's nearby

  • Ragged Branch Distillery - 8 min drive - 7.9 km
  • King Family Vineyards - 14 min drive - 13.7 km
  • Pippin Hill Farm & Vineyards - 14 min drive - 16.0 km
  • University of Virginia - 16 min drive - 17.9 km
  • Scott Stadium - 20 min drive - 19.9 km

Getting around

  • Charlottesville Station - 24 min drive
  • Charlottesville-Albemarle Airport (CHO) - 29 min drive

Restaurants

  • ‪Chiles Peach Orchard - ‬17 min drive
  • ‪King Family Vineyards - ‬15 min drive
  • ‪Starr Hill Brewery - ‬14 min drive
  • ‪The Yellow Mug - ‬13 min drive
  • ‪Dr. Ho's Humble Pie - ‬16 min drive

Frequently asked questions

Is Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious?

As of Aug 20, 2026, prices found for a 1-night stay for 2 adults at Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious on Nov 16, 2026 start from $400, 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?

Onsite parking is available at the property.

What time is check-in at Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious?

Check-in begins at 1:00 PM.

What time is check-out at Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious?

Check-out is at 12:00 PM.

Where is Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious located?

Located in a rural location, this family-friendly vacation home is within 9 mi (15 km) of Ragged Branch Distillery, Ruby Canody Gallery, and King Family Vineyards. Starr Hill Brewery and Pippin Hill Farm & Vineyards are also within 9 mi (15 km).

About the host

Hosted by Cynthia L McCaskill

Host profile image
I grew up in Waynesboro, Va. and my wife grew up in Lynchburg, Va. We have both lived overseas in Ireland; Singapore and Thailand, as well as Mississippi and Atlanta before returning to central Virginia 21 years ago. I graduated from N. C. State and Reformed Theological Seminary, my wife graduated from M.C.V. in Richmond and Belhaven College in Jackson, Mississippi.

Why they chose this property

This farm has been a working cattle farm for 70 years. In the last 21 years I have added, goats and laying hens We have lawns and gardens and enjoy living in Central Virginia

What makes this property unique

We believe the history, location, pastoral setting, and working farm make this home unique and a place that your family or group will remember for years to come. The owners live a short distance away in a separate home and are available for help or emergencies.

Languages:

English

Premier Host

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