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Ramsay Estate Carriage House – Luxury Retreat with Mountain Views

Photo gallery for Ramsay Estate Carriage House – Luxury Retreat with Mountain Views

A staircase with illuminated steps and a wooden handrail.
Sports court
A spacious living area with a wooden table, brown sofa, and a dining table with chairs. There is a kitchen area with cabinets and a window.
A spacious living room with a large window, a dining table, a sofa, and a television.
A kitchen with a central island, wooden flooring, a trash can, a window with blinds, a wooden cabinet, and a door with a curtain.

Reviews

10 out of 10
Exceptional

Highlights

  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Air-conditioning
  • Balcony
  • Free Wi-Fi

Explore the area

View map
Greenwood, VA
  • Place, Pollak Vineyards
    ‪7 min drive‬
  • Place, Valley Road Vineyards
    ‪7 min drive‬
  • Place, Blue Ridge Parkway North Entrance
    ‪9 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪41 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Main Bedroom

1 King Bed

1 bathroom

Full Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Ramsay Estate Carriage House – Luxury Retreat with Mountain Views

Experience the timeless elegance of Ramsay Estate, one of Charlottesville's most breathtaking historic properties. Set on 78 acres of rolling hills, vineyards, and manicured gardens, the Carriage House offers a luxurious private retreat with sweeping views of the Blue Ridge Mountains. This thoughtfully designed space includes a king bed, kitchenette, dining area, and comfortable living space that opens onto a private balcony—perfect for morning coffee or evening wine with a view.

Guests are invited to enjoy on-site amenities including a fire pit (wood provided), private vineyard, walking trails, and beautiful gardens. Inside, the Carriage House is equipped with A/C, WiFi, cable TV, and all the comforts of home. Continental breakfast supplies are provided for the first morning of your stay, and an on-site farm manager is available throughout your stay, adding an extra touch of hospitality.

Ideally located just a short drive from Chiswell Winery and King Family Vineyards and within 10 miles of Veritas Winery, Pippin Hill Farm & Vineyards, and Shenandoah National Park, Ramsay Estate is the perfect home base for exploring Virginia wine country, outdoor adventures, and historic sites. A stay here is truly a luxurious and peaceful experience—offering unmatched charm, comfort, and views you'll never forget.

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

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House Rules

Check in after 4:00 PM
Minimum age to rent: 12
Check out before 11:00 AM
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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 is not permitted

Important information

You need to know

Property # 1990584vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Greenwood

Located in Greenwood, this holiday home is in a rural area. Crozet Tunnel and Swannanoa Palace are local landmarks, and some of the area's activities can be experienced at Pollak Vineyards and Valley Road Vineyards. Ready for a night out? Consider Pippin Hill Farm & Vineyards and Mount Fair Vineyard. Practise your golf swing on a nearby course, or enjoy other activities in the great outdoors, such as horse riding, hiking and mountain biking in the area.
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Map
Greenwood, VA

What's nearby

  • Pollak Vineyards - 7 min drive - 3.7 km
  • Valley Road Vineyards - 7 min drive - 6.4 km
  • Blue Ridge Parkway North Entrance - 9 min drive - 10.6 km
  • King Family Vineyards - 10 min drive - 8.4 km
  • Veritas Vineyard and Winery - 10 min drive - 12.5 km

Getting around

  • Charlottesville Station - 22 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 40 min drive

Restaurants

  • ‪Basic City Beer Co. - ‬14 min drive
  • ‪Happ Coffee Roasters - ‬13 min drive
  • ‪The Estate Of Captain G Wilson - ‬15 min drive
  • ‪Chiles Peach Orchard - ‬7 min drive
  • ‪Blue Mountain Brewery - ‬6 min drive

Frequently asked questions

Does Ramsay Estate Carriage House – Luxury Retreat with Mountain Views have a pool?

Yes, this property has a pool.

How much does it cost to stay at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

As of 31 August 2026, prices found for a 1-night stay for 2 adults at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views on 1 December 2026 start from NZ$1,712, 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.

Is Ramsay Estate Carriage House – Luxury Retreat with Mountain Views pet-friendly?

No, pets are not allowed at this property.

How much is parking at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

On-site parking is available at the property.

What time is check-in at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

Check-in begins at 4:00 PM.

What time is check-out at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

Checkout is at 11:00 AM.

Where is Ramsay Estate Carriage House – Luxury Retreat with Mountain Views located?

Situated in a rural location, this holiday home is 1.6 mi (2.6 km) from Pollak Vineyards and within 6 miles (10 km) of Shenandoah National Park and Valley Road Vineyards. King Family Vineyards and Blue Ridge Parkway North Entrance are also within 6 miles (10 km).

About the host

Hosted by Guesthouses

Host profile image
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.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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