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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 kitchen with a central island, wooden flooring, a trash can, a window with blinds, a wooden cabinet, and a door with a curtain. - Ramsay Estate Carriage House – Luxury Retreat with Mountain Views (Greenwood)
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. - Ramsay Estate Carriage House – Luxury Retreat with Mountain Views (Greenwood)
A staircase with illuminated steps and a wooden handrail. - Ramsay Estate Carriage House – Luxury Retreat with Mountain Views (Greenwood)
A spacious living room with a large window, a dining table, a sofa, and a television. - Ramsay Estate Carriage House – Luxury Retreat with Mountain Views (Greenwood)
A tennis court complex surrounded by forested hills. - Ramsay Estate Carriage House – Luxury Retreat with Mountain Views (Greenwood)
Ramsay Estate Carriage House – Luxury Retreat with Mountain Views provides amenities, such as free breakfast and a garden. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Breakfast included
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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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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About the area

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/biking trails and ecotours in the area. Visit our Greenwood travel guide
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Map
Greenwood, VA

What's nearby

  • A body of water reflecting sunlight with clouds in the sky.
    Pollak Vineyards
    7 min drive - 2.3 miles
  • A picnic setup with a bottle of King Family Viozner wine, snacks, and a bottle of Reddi Wip.
    King Family Vineyards
    10 min drive - 5.3 miles
  • A vineyard with rows of grapevines, a wooden barn, and autumn-colored trees in the background.
    Veritas Vineyard and Winery
    10 min drive - 7.8 miles
  • Valley Road Vineyards
    7 min drive - 4.0 miles
  • Blue Ridge Parkway North Entrance
    9 min drive - 6.6 miles

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
  • Shredders Smokehouse
    15 min drive

Frequently asked questions

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

Yes, this property has a pool.

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. Chiles Peach Orchard and King Family Vineyards are also within 6 miles (10 km).

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Reviews

Ramsay Estate Carriage House – Luxury Retreat with Mountain Views Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Carriage House

Charming room with amazing views on an estate in the heart of wine country. Estate manager was great at communication and made check in and check-out a breeze. We will definitely book here again on our next trip.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Attended a special wedding celebration just up the mountain from The Ramsey

WONDERFUL!! The Carriage House is beautifully appointed - perfect for one or two! Ideal location! Matt was available and responsive and I felt well taken care of!
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location and comfortable

We really enjoyed the expansive views and convenient location. We have stayed in many rentals in the area and thought this spot had a lot of advantages - again the view, and also access to grocery stores not too far away, brewery, favorite wineries. The studio was very roomy and clean. Not much for cooking - would benefit from a toaster oven that fits more than bread and a pan you can use on the hot plate. We would definitely stay here again.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Retreat

We booked all three properties at Ramsay Estate to attend a wedding in Crozet, and we couldn’t be happier! They were even better than described and perfect for our family gathering of 12 adults. The Carriage House is large and bright, with a darling porch overlooking a magnificent view. Beautiful place for late night champagne and morning coffee. The bed was extremely comfortable. Best part of it was the sense of peace and serenity. A lovely getaway that we highly recommend!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ramsay was an absolutely magnificent place for my family to stay during my son's wedding. It truly added such a special and unique ingredient to the entire wedding plan. This historic property is beautifully situated among vineyards, farm land and rolling mountains. The living space is well-appointed and charming. And, the kindest and most welcoming hosts managed our stay in the best and most thoughtful way.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is a gem. The location is perfect for what we wanted to do (wine touring) and the property is absolutely beautiful
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect spot for our weakened trip to the Charlottesville area. The grounds were quiet and beautiful and the location was close to all the area activities: downtown, hikes, vineyards. Matt, the groundskeeper, was incredibly helpful and responsive. Check in and out was breeze.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

Great property!
Stayed 2 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

Enjoyed vistas and location.
Stayed 3 nights in Jul 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

A perfect home base for our trip which was mostly hiking and breweries with a few trips into Charlottesville. The kitchenette is nice for being able to have some food and breakfasts, etc, but would have limitations if you prefer a full blown kitchen. The property is beautiful and Whit, the property manager, is very responsive and helpful.
Stayed 3 nights in May 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ramsay Carriage House

Well appointed and comfortable. Spectacular views of the Blue Ridge Mountains from the deck. Much to do nearby.
Stayed 2 nights in Mar 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Country getaway

This was a wonderful getaway from city life. The carriage house is comfortable, well-decorated and clean. The view from the back balcony is amazing. I did not want to leave. And while you feel like you’re in the country, it’s really not far from Charlottesville.
Stayed 6 nights in Jul 2020