Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
The great outdoors
Guests love the outdoor space here.
Centrally-located
You're never far from where you need to be with this convenient location.
Sleeps 6•3 bedrooms•3 beds
Popular amenities
Onsite parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Deck or patio
Explore the area
Greenwood, VA
Pollak Vineyards
Place, Pollak Vineyards
3 min drive
Valley Road Vineyards
Place, Valley Road Vineyards
3 min drive
Blue Ridge Parkway North Entrance
Place, Blue Ridge Parkway North Entrance
6 min drive
Charlottesville, VA (CHO-Charlottesville-Albemarle)
Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
38 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 3
1 Twin Bed
King Bedroom
1 King Bed
Primary Queen Bedroom
1 Queen Bed
3 bathrooms
En-Suite Bathroom
Toilet · Shower only
Full Bathroom
Toilet · Shower only
Hallway Bathroom
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
Dining area
About this property
Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views
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!
Bookings for 3 or more nights include complimentary access to The Greencroft Club for pool, racquet sports, and dining. Please note that a booking and confirmation agreement will also be sent via email/text to review and sign upon booking.
Hosted by VA Guesthouses
Our prices include all fees. No hidden fees.
Add dates for prices
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Relax at a peaceful farmhouse near Nelson 151 featuring three king bedrooms, a brand-new private hot tub, fire pit, and inviting gathering spaces—just minutes from wineries, breweries, hiking, and Blue Ridge adventures.
Afton
Relax at a peaceful farmhouse near Nelson 151 featuring three king bedrooms, a brand-new private hot tub, fire pit, and inviting gathering spaces—just minutes from wineries, breweries, hiking, and Blue Ridge adventures.
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, a first aid kit, and a deadbolt lock
About the neighborhood
Greenwood
Located in Greenwood, this cottage is in a rural area and in the mountains. Crozet Tunnel and Swannanoa Palace are local landmarks, and the area's natural beauty can be seen at Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Ready for a night out? Consider Pippin Hill Farm & Vineyards and Mount Fair Vineyard. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails, ecotours, and horse riding nearby.
Blue Ridge Parkway North Entrance - 6 min drive - 10.4 km
King Family Vineyards - 6 min drive - 8.2 km
Veritas Vineyard and Winery - 7 min drive - 12.3 km
Getting around
Charlottesville Station - 21 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 40 min drive
Restaurants
Chiles Peach Orchard - 6 min drive
Blue Mountain Brewery - 5 min drive
King Family Vineyards - 9 min drive
Starr Hill Brewery - 11 min drive
The Yellow Mug - 9 min drive
Frequently asked questions
Is Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views?
As of Aug 20, 2026, prices found for a 1-night stay for 2 adults at Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views on Sep 6, 2026 start from $594, 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 Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views?
Check-in begins at 4:00 PM.
What time is check-out at Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views?
Check-out is at 11:00 AM.
Where is Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views located?
Situated in the mountains, this cottage is 1.8 mi (2.9 km) from Pollak Vineyards and within 6 mi (10 km) of Shenandoah National Park and Valley Road Vineyards. King Family Vineyards and Crozet Tunnel are also within 6 mi (10 km).
About the host
Hosted by Guesthouses
We're Guesthouses, a Virginia-based vacation rental management company with deep roots in the community. Founded in 1976, we're proud to be the oldest and most established vacation rental company in the area, with decades of experience caring for homes and hosting guests.
We manage each property as if it were our own, working closely with homeowners and focusing on what truly matters to guests: clean and comfortable spaces, thoughtful details, clear communication, and responsive local support. Our long-standing presence means we know these homes, these neighborhoods, and this region exceptionally well.
Whether you're here for a relaxing getaway, a family visit, or a special occasion, our goal is to provide a seamless, welcoming stay and genuine hospitality from start to finish. We're local, available, and always happy to share recommendations or assist with anything you need to make the most of your time here.
We look forward to hosting you and helping you unlock, explore, and enjoy everything the area has to offer.
Premier Host
They consistently provide great experiences for their guests