All properties in Charlottesville, Virginia, United States of America

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

Private host

Family-friendly Charlottesville holiday home with kitchen, balcony

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Charlottesville, VA, United States of America
  • Blown away by the house and hosts. We were met at our car by our hosts, Bill and Cynthia.…

    Aug 29, 2019

  • We had a wonderful stay at Quarters Farm. The historic house is roomy and had everything…

    Jul 6, 2020

See all 89 reviews

Enhanced health and safety measures

This property advises that enhanced cleaning and guest safety measures are currently in place.
  • Property is cleaned with disinfectant
  • Property confirms they are implementing enhanced cleaning measures
  • Gap period enforced between guest stays - 48 hours
  • 11 guests
  • 4 bedrooms
  • 8 beds
  • 2 bathrooms
  • Parking available
  • Kitchen
  • Non-smoking
  • Air Conditioning

Property highlights

Main amenities

  • WiFi
  • On-site parking
  • Non-smoking
  • Air conditioning
  • In a rural location
  • Dining area

What’s around

  • Ragged Branch Distillery - 4.2 mi / 6.7 km
  • Ruby Canody Gallery - 5.1 mi / 8.2 km
  • King Family Vineyards - 6.8 mi / 11 km
  • Starr Hill Brewery - 6.8 mi / 11 km
  • Pollak Vineyards - 8.7 mi / 14 km
  • Ablemarle CiderWorks & Vintage Virginia Apples - 9 mi / 14.5 km

Sleeping arrangements

Bedroom 1

2 Single Beds

Bedroom 2

1 King Bed

Bedroom 3

1 Single Bed and 1 Queen Bed

Bedroom 4

1 Queen Bed

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About this home

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 meet Sir Galahad, the Great Pyrenees, 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 260 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 grass fed beef, 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

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.

What’s around


  • Ragged Branch Distillery - 4.2 mi / 6.7 km
  • Ruby Canody Gallery - 5.1 mi / 8.2 km
  • King Family Vineyards - 6.8 mi / 11 km
  • Starr Hill Brewery - 6.8 mi / 11 km
  • Pollak Vineyards - 8.7 mi / 14 km
  • Ablemarle CiderWorks & Vintage Virginia Apples - 9 mi / 14.5 km
  • University of Virginia - 9.5 mi / 15.3 km
  • George Washington National Forest - 11.6 mi / 18.7 km
  • Downtown Mall - 12.5 mi / 20.1 km
  • Shenandoah National Park - 13.9 mi / 22.4 km

Getting around

  • Charlottesville, VA (CHO-Charlottesville-Albemarle) 29-min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) 50-min drive
  • Charlottesville Station 22-min drive
See on map
Charlottesville, VA, United States of America

The manager

Bill and Cynthia McCaskill Dick Woods Rd; Charlottesville, VA

Speaks: English

The home

Key facts

  • Holiday home (288 sq m)
  • Garage
  • WiFi
  • Non-smoking
  • Air conditioning
  • Heating
  • Washing machine


  • Bedroom one - 1 queen bed
  • Bedroom two - 1 queen bed, 1 child bed and 1 single bed
  • Bedroom three -1 king bed and 1 child bed
  • Bedroom four - 2 single beds
  • Bed sheets provided


  • Full bathroom one - 1 combined bath/shower
  • Full bathroom two - 1 shower
  • Hairdryer
  • Towels provided
  • Soap
  • Toilet paper


  • Fridge
  • Microwave
  • Dishwasher
  • Oven
  • Hob
  • Coffee/tea maker
  • Toaster
  • High chair
  • Cookware/dishes/utensils
  • Children's dinnerware


  • Separate dining areas
  • Breakfast available
  • Dining table

Entertainment and recreation

  • Cable/satellite
  • DVD player
  • Books
  • Children's games
  • Children's toys
  • Snow sports gear
  • Hiking nearby
  • Skiing nearby
  • Waterskiing nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Winery tours nearby


  • BBQ
  • Garden
  • Patio

Other amenities

  • Iron/ironing board

Things to know

House rules

  • Pets not allowed
  • Events/parties not allowed
  • No smoking
  • Max. guests: 11

Check-in and check-out

  • Check-in after 1:00 PM
  • Check-out before 12:00 PM

Special check-in instructions

  • You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Fees & policies

The property is provided by our partners at Vrbo, an Expedia Group company. You’ll receive a confirmation email from Vrbo once you’ve completed your booking.

Required at check-in

  • Government-issued photo ID may be required

Travelling with others

  • Pets not allowed


  • This property is managed by a private host, not a professional engaged in trade or business.

    On-site parties or group events are strictly prohibited.

    Guests can rest easy knowing that there's a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit on site.

    This property advises that enhanced cleaning and guest safety measures are currently in place.

    Disinfectant is used to clean the property; commonly touched surfaces are cleaned with disinfectant between stays; bed sheets and towels are laundered at a temperature of at least 60°C/140°F.

    The property is kept vacant for a minimum of 48 hours between guest stays.

Also known as

  • Farm Experience-in Heart Vineyard Wine Wedding Country-spacious
  • Farm Experience-in Heart Vineyard Wine Wedding Country-spacious


  • Private host
  • This property is managed by a private host. Private hosts offer properties for booking not as a trade, business, or profession.


  • This property confirms that disinfectant is used to clean the property. Please note that this information has been provided by our partners.
  • Yes. On-site parking options include a garage.
  • Sorry, pets aren't allowed.
  • You can check in starting at 1:00 PM. Check-out time is 12:00 PM.
  • Yes. Nearby restaurants include Woodstock Hall Tavern (2.7 mi), Greenwood Gourmet Grocery (5.1 mi) and Pro Re Nata Brewery (5.6 mi).
  • During the winter, enjoy nearby recreation such as skiing and return when the snow melts for cycling and fishing. Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious also has a garden.
  • 10.0.Exceptional

    Perfect Country Getaway!

    Our family of six stayed for three days at Quarters Farm. We were looking for a low-key, family friendly way to get away from the D.C. grind and celebrate our wedding anniversary. Quarters Farm was just perfect!! The house is clean and comfortable and has a very cool history. There is a wonderful view of a rolling hillside/mountain from the porch, and at night we were able to see the Milky Way and shooting stars. The farm has a small lake, and Bill had fishing equipment available -- we caught a few! The farm is also just a short drive from mountain hikes, UVA, and Monticello. The best part of the farm was the people though -- Bill and Cynthia are wonderful, thoughtful, down-to-earth, hospitable hosts who really made our stay special. They knew the kids' names, they showed us around the farm and greenhouse, and they let the kids hold baby chicks. Our three older kids (ages 6, 4, and 2) absolutely loved helping Bill with his "chores" -- collecting farm-fresh eggs (which were delicious for breakfast!), feeding the chickens, and feeding the goats. We can't wait to go back! Thank you, Bill and Cynthia, for sharing this treasure with us!

    Russell B., Other trip, Aug 16, 2020

    Verified Vrbo guest review

  • 10.0.Exceptional

    Beautiful farmhouse

    This was our second time to enjoy a weekend at the farm. Wonderful hosts at a beautiful property. We love the goats and chickens and the 6-year old in our group loves feeding them and collecting eggs. We also took advantage of the catering services offered through Darby Farm, and the food was delicious. A wonderful country getaway!

    Laura F., Other trip, Mar 16, 2021

    Verified Vrbo guest review

  • 10.0.Exceptional

    Special experience

    We visited the farm with our family (2 kids, ages 1 + 3) and enjoyed our long weekend at this special place. The house itself is clean, beautiful and historic; Cynthia and Bill are kind, generous and responsive; and the property is pretty spectacular. The kids loved collecting eggs and feeding the goats... and the grownups loved watching the lightning bugs and hearing the cows low. A pretty magical, slow weekend.

    kate k., Other trip, Jul 22, 2019

    Verified Vrbo guest review

  • 10.0.Exceptional

    Great stay!

    Bill and Cynthia were gracious hosts who welcomed us with fresh flowers and made the stay incredibly enjoyable. They were quick to reply to any questions and were very helpful. We will look forward to visiting them again on our next trip to town.

    Sally R., Other trip, Sep 17, 2020

    Verified Vrbo guest review

  • 10.0.Exceptional

    Wonderful Weekend Away

    Bill and Cynthia were great and even gave us a tour of the farm—we got to feed Midnight the goat and the chickens! The location was perfect—convenient to downtown, wineries, and hikes and extremely peaceful. Absolutely great weekend all around! Thanks so much for having us!

    Sara Page W., Other trip, Mar 29, 2019

    Verified Vrbo guest review

  • 10.0.Exceptional

    Terrific Experience Near Charlottesville, VA

    A wonderful rambling home, oldest rooms built in the 1750s, in the Virginia foothills with incredibly welcoming hosts Cynthia and Bill. Our large extended family of 11, ages 5 - 78, could not have asked for more. We loved the flowers, large screened porch, animals, trails, pond, and fire ring. Bill helped our kids feed the goats, ducks, chickens, and Guinea fowl. And we all learned a ton about growing Meyer lemons. Highly recommended- including the rooster alarm clocks!

    Michael A., Other trip, Jun 21, 2021

    Verified Vrbo guest review

  • 10.0.Exceptional

    Wonderful Farm Exerience

    Cynthia and Bill are amazing. They met us upon arrival, offered to help with our bags, gave us a tour of the home and made sure we didn't need anything for our visit. The farmhouse is charming and stocked with everything you will need for a visit. Can't say enough about the hospitality and charm of this place. Will look forward to returning with the rest of my family.

    Holly M., Other trip, Aug 13, 2019

    Verified Vrbo guest review

  • 10.0.Exceptional

    A return trip to a family favorite place

    This was our second trip this year to the 'Farm House,' as our children call it. It was very relaxing and we had a great time. Our children enjoyed feeding the chickens and the goats every morning. We also took advantage of the fire pit on a couple of the chilly November nights, which was perfect. Bill and Cynthia were great of course and we look forward to visiting again someday.

    James H., Other trip, Nov 22, 2020

    Verified Vrbo guest review

  • 10.0.Exceptional

    Great trip

    Great stay. Clean & very friendly owners

    Jill C., Other trip, Sep 30, 2020

    Verified Vrbo guest review

  • 10.0.Exceptional

    quiet country home

    We had a great mid week stay here at Quarters Farm. The hosts were welcoming and considerate and the property was unique and had everything we needed.

    Anne N., Other trip, Jul 14, 2021

    Verified Vrbo guest review

See all 89 reviews