Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views

Greenwood, Virginia
$883 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 3

Bath

Home Cottage

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Welcome to Ramsay Estate Cottage, a gorgeous yellow Cape Cod in the Charlottesville countryside with sweeping views of the Blue Ridge Mountains. This charming 3-bedroom, 3-bathroom home is tastefully decorated in a casually elegant style and offers plenty of space for families or couples.

The cottage features a full kitchen, living and dining area, and a cozy family room perfect for reading or relaxing. Two bedrooms are located on the main level—the primary queen suite with a fireplace and ensuite bath, and a sunny king bedroom with a private hall bath—while the upstairs double twin bedroom and full bath create a quiet retreat for guests. Step out onto the screened porch to take in the fresh air or enjoy your morning coffee surrounded by gardens and mountain views.

Just outside, you are welcome to enjoy a private fire pit area (wood provided) and propane grill, and we invite you to explore the property's meticulous gardens, private vineyards, walking trails, animals, and creek. This historic property is home to five cows, thirty chickens, and eighteen acres of vineyards. We are just minutes from some of the top vineyards on the East Coast, including Chiswell Winery, Septenary, and King Family. Other local attractions include Greenwood Gourmet Grocery and Shenandoah National Park.

Ramsay Estate features additional accommodations and is a lovely retreat for larger groups and wedding parties- inquire with Guesthouses to book the entire estate for your special occasion. The property also has an on-site farm manager who is available to assist you during your stay. This is truly a special experience in the heart of Virginia's wine country!

Hosted by Guesthouses

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table Free Breakfast Available
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2500 Sq Ft (232 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Garden Gas Grill Patio
  • BATHROOMS

    3 Bathrooms Hair Dryer Shower Towels Provided
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Fishing Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Mountain Biking Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books DVD Player Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains
  • SERVICES AND CONVENIENCES

    Chef Concierge Services Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Melissa B.

    Submitted Jun 29, 2025

    Stayed Jun 27, 2025

    Came to the area for a wedding, this space was perfect for our family. Our toddler loved running around the outdoor area and our baby loved the screened in porch area. Gorgeous views of the mountains. The property manager was helpful and easy to reach. Couldn’t recommend this house more!

  • Karen A.

    Submitted May 9, 2025

    Stayed May 2, 2025

    I always enjoy my stay here. The comfy coziness of the house, the beautiful grounds, the friendliness of Matt the groundskeeper- always accessible and accommodating! A great location for all the activities.

  • Scott R.

    Submitted Apr 11, 2025

    Stayed Apr 2, 2025

    Beautiful property. Stayed here with our two young kids, and the grandparents, for a relaxing birthday weekend getaway. Two main bedrooms were perfect for the adults and the upstairs bedroom was perfect for our kids. Spent most of our time just relaxing in the screened-in porch for coffee and breakfast in the mornings and dinner in the evenings, enjoying the great view of the countryside.Location is ideal, as it’s a straight drive down the road to UVA, and closely situated near many of the local wineries.The cottage had everything we needed.Only thing to request would be a new grill. Two were there. One was rotted out and unusable. The other was functioning but in deteriorating condition and hadn’t been cleaned so the grease flames prevented us from adequately being able to use it despite the nice weather. But, I won’t let this detract from an otherwise great property that we would happily return to.

  • Harry S.

    Submitted Jan 2, 2025

    Stayed Dec 25, 2024

    Loved walking the estate and the real fireplace

  • Sharon M. P.

    Submitted Nov 4, 2024

    Stayed Oct 31, 2024

    We rented two properties to accommodate 3 families from Michigan for a family wedding in the area. Outstanding experience! Such a quaint welcoming home!

  • Hilary S.

    Submitted Oct 30, 2024

    Stayed Oct 24, 2024

    I fell in love with this property from the first photo, and it was just as I had hoped and imagined. A charming cottage in a bucolic setting, whimsically decorated and truly comfortable. We rented all three properties located at Ramsay Estate for our family to attend a wedding held in Crozet. This cottage was where we all had coffee together and planned our days. Being able to sit on that screened porch, overlooking the fields and changing leaves was a perfect start to each day. A living room and a separate sitting area gave enough room for all dozen of us to relax, and since we ate our dinners out, there was no need for a large dining table; the three smaller tables sufficed, and enabled us to mix it up a bit for catch up. The Cottage was immaculate, as were all the homes, and extremely comfortable. The kitchens were well appointed, and the beds ensured a good nights sleep. Matt, the property manager was extremely responsive, and could not have been nicer. One bulb burned out while we there and it was taken care of asap. Really excellent support. I highly recommend this property.

  • Submitted Oct 22, 2024

    Stayed Oct 19, 2024

    This property was very comfortable and in a great location. The view from the screened in porch was fantastic. The property manager was very responsive and the cottage had all the amenities you could need. The blue berry muffins and fresh fruit were a nice touch. We are looking forward to our next trip and staying with you in the future.

  • Haven P.

    Submitted Oct 7, 2024

    Stayed Sep 30, 2024

    The listing is accurate. Everyone involved was helpful. There were only two of us but the house would have supported more.

  • Karen A.

    Submitted Aug 21, 2024

    Stayed Aug 15, 2024

    Fantastic location, serene property, adorable cottage, property manager, Matt, was a truly magnificent host; very friendly, knowledgeable, gave us a tour of the property, just super nice and accommodating. House was clean, all the amenities were there, just what our family needed to relax and get away from our usual hustle. Truly can't wait to come back!

  • Erin S.

    Submitted Jul 15, 2024

    Stayed Jul 11, 2024

    We loved staying here. The views from the back enclosed porch were spectacular. The house had such great little details and great decor! Well stocked kitchen and comfy beds. A perfect place for my friends and I to have a great girls weekend.

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Total

Includes taxes and fees
$883+
View details